Home > Blog > Hampton Roads Fall Festivals 2021 {Updated}

Hampton Roads Fall Festivals 2021 {Updated}

This page may contain affiliate links. For more information, see our terms of use.

Fall Festivals in Hampton Roads Virginia

Here is our BIG LIST of local 2021 Harvest Fairs & Fall Festivals in Hampton Roads!

This list continues to look different this year due to COVID-19. While we always recommend checking links for updates, this year that will be 100% necessary due to the ongoing changes in guidelines for events and gatherings. We will be updating information on this list as possible.

These events (and many more) can also be found on our Website calendar. Our BIG LISTS of Halloween Fun are coming soon!

This list will be updated as more events are announced and publicized. If you know of an event we should add to this Free listing Please Submit Information HERENeed to update an event on this list? CLICK HERE.

2021 Fall Festivals in Hampton Roads

Need to update an event on this list? CLICK HERE.

Bergey’s Breadbasket (Chesapeake)
Address: 2207 Mt Pleasant Road, Chesapeake VA
Dates: Open every day, Monday-Saturday beginning Friday, September 13 thru October 30, 2021. Closed on Sundays.
Activities: In-maze photo ops, wagon rides, petting zoo, and corn cob shooter. For younger children, there is a sorghum maze, straw maze, straw slide and pedal tractors. Pre-picked pumpkins are available for purchase beginning in late Sept/early October.
Cost for Corn Maze: Adults and children who can walk on their own: $8 per person M-F. Saturday in September $15 per person. Saturdays in October $20 per person.
MONDAY – FRIDAY ADMISSION INCLUDES: Corn Maze, Soybean Maze, Kiddie Maze & Petting Zoo. SATURDAY ADMISSION INCLUDES: Corn Maze, Soybean Maze, Kiddie Maze, Petting Zoo PLUS A Wagon Ride & One Corn Gun Shot
Updates: For updated information call or text Joel 757-553-6916 or visit their Website or Facebook Page.

Cullipher Farm (Virginia Beach)
Address: 772 Princess Anne Road, Virginia Beach, Virginia 23457

Dates:  Corn maze and u-pick pumpkins, sunflower fields and more, are OPEN for the 2021 season.  Open through October 31, 2021.
Hours: Tuesday – Sunday hours are 9am – 6pm. For pumpkins, must be in field by 5pm. Visitors to the corn maze must be in the field by 4pm.
U-Pick Pumpkins: Choose from over 25 varieties of pumpkins and gourds and cut them right off the vine. Most pumpkins in the field are pre-cut for your convenience but if you wish to cut your own, please bring you own shears or clippers.
UPICK PUMPKIN PRICES: $.79 per pound. No admission fee.
CORN MAZE: Hours Tuesday – Friday 9am – 6pm. Purchase your ticket online for $8 on weekends for AM (before noon) or PM 9after noon) arrival, or at the market: $9 per person plus admission tax ($9.90). Children who can walk need a wristband (No age cutoff this year). Recommended for persons over 8 years old because the maze takes up to 90 minutes to complete and on hot days, the maze can be ten degrees or so warmer than open field. Purchase Ticket Online Here – Limited tickets available online.
UPICK SUNFLOWERS: The sunflower field may not be in bloom all the time that the patch will be open. Per bloom (not stem) price $2 each. No admission fee.
UPICK MUSCADINE/SCUPPERNONG GRAPES: UPick $7 a quart. No admission fee. The grapes get picked out quickly so it is strongly recommended that you check conditions before driving out
UPICK APPLES: Is closed for u-apples for the 2021 season. Prepicked are available at the market.
PLAY AREA: Complimentary – no admission fee.
WAGONS AND CLIPPERS: Limited supply available so we strongly recommend that you bring your own wagon and clippers
Updates: Check their Facebook PageTwitter or Website for updates! Click HERE For Corn Maze Tickets.

Greenbrier Farms (Chesapeake)
Greenbrier Farms Nursery 225 Sign Pine Road Chesapeake, Virginia 23322
Date: Opening for pumpkins September 18th, 2021. Open daily from 9 a.m. to 6 p.m. *pumpkin patch picking and hayrides from 9 a.m. to 5 p.m.
Cost: Starting at $5, and going up based on the size of the pumpkin
Activity: Free Hayrides, Barnyard Animals, Kids Games, Playground, Bounce Houses, and More! SOL Field Trips available! Our real pumpkin patch is the best place for pick-your-own pumpkins in Chesapeake! Pick-your-own pumpkins starts at $12 and includes a free hayride to the patch. Make your plans now! Bounce Houses, Barnyard Animals and Games are available and free all week long! Sunflower fields will be open based on bloom times! Stop by the farmers market and purchase your pumpkins, Mums, Pumpkin Butters, Jams, Hot Sauce, Goat Soaps, Fresh Produce, Ice Cream and More!!!!
Updates: Check out their Website or Facebook Page or call 757-421-4550

Holly Fork Farm, Produce and Pumpkin Patch (Barhamsville)
 4901 Holly Fork Rd, Barhamsville, Virginia 23011
Dates: Opening for the 2021 season as of September 18, through October 31, 2021.
Activities: DAILY ACTIVITIES (specifics TBA and may change): Game/corn area (FREE) Visit animals (FREE) Admission (FREE). Most weekends there will be entertainment under the picnic pavilion.
Cost: Free admission on most days. Activity costs above. Unlimited bracelet packages/Available weekends only:
Updates: Check their Website or Facebook Page or call (804) 366-6349

Hickory Ridge Farm Festival (Chesapeake)
2928 S Battlefield Blvd. Chesapeake, Virginia 23322
Fall Festival Dates: September 18 – October 31, 2021. Open Everyday from 10 AM to 7 PM. ​
Pumpkins: Pre-picked pumpkins are for sale at the farm stand everyday. Carving Pumpkins, Specialty decorative pumpkins, Gourds, Pie Pumpkins, Mums, Hay Bales and Corn Stalks. The you-pick pumpkin patch will open early October. Pumpkins are .69 lb. for jack-o-lanterns .99 lb. for specialty pumpkins and gourds. ​The Sunflower field will be ready in October.
Activities: Pony rides $6.25, everyday 10am-3pm. 75 lb. weight limit. ​Hayrides run everyday until 6:30pm. $5. per person, 2 and under are free. ​Barrel Train Rides everyday until 6:30. $5.00 per child, for children only. ​Play area $5.00 per child 2 and under free, adults free. ​OR: $13.50 for hayride, barrel train and play area combo. ​ The hayrides include storybook characters along the hayride path. The play area has friendly farm animals to pet and feed, a children’s corn maze (just right for kids), big hay mountain with a slide, toddler hay maze and toddler only play area, playhouses, sand piles and picnic tables. A DJ and vendors are in the play area on weekends. Pumpkin Decorating station is also available most weekends but is a private vendor. ​
Also available: Cider donuts, hot cider, kettle corn, candy apples, pumpkin and apple bread and lots of other homemade goodies for sale at the farm stand. Concessions and food trucks some weekdays and every weekend (check Facebook for weekly updates)
Updates: Check their websiteFacebook page, or call (757) 560-6763.

Pumpkinville (Toano)
 7691 Richmond Road, Toano VA 23168
Dates: Opening September 18, 2021 for the season.
Activities: U-pick pumpkins, hayride, kid’s tractor train, a straw maze, and inflatable slide
Cost: No entry fee. Hayride, corn maze and games are free. Inflatables and train rides are $2 each.
Also available: pumpkins, gourds, winter squash, flowers, wooden cut-outs, arts and crafts, fall decorations, bundles of cornstalks and bales of straw also available for purchase.
Updates: Check their Website or visit their Facebook Page for updates.

1448 Battlefield Blvd South Chesapeake VA 23322 (corner of Battlefield Blvd and Peaceful Rd) the entrance is on Peaceful Rd.
Dates: Open as of September 23, 2021 (weather permitting) Sunday – Thursday 10am – 8pm Friday & Saturday 10am – 10:00pm
Activities: Unlimited Bouncing, Sliding & Rides for almost all ages! DJ and live music all weekend, every weekend!! Hayrides are back at Chubby’s Wednesday through Sunday, only $5 unlimited ride!
Outside food and picnics are welcome. Please reserve parties and special events, please schedule in person.
Cost – Only $2.50 per guest General Admission with a host of activities.
Passes – $15 Bounce pass includes Unlimited Inflatable Bouncing and Sliding for all ages!
Chubby’s Extreme Pass – $25 Unlimited Inflatable Bouncing and Sliding, Unlimited Carnival Rides and Bungee Trampolines, one and two-seat Orbitron Rides, & Spin the Apple Rides, Rock & Roll Hurler, the Wizzer, and new for 2021 Roller Raceway Zorb Balls.
All passes are valid for the entire calendar day of purchase. Come and go as much as needed with your wristband.
Also on site – Pumpkin and Gourd selection including Heirloom & Fancy Pumpkins, Wheat Straw Bales, Corn Stalks & other Fall Decor. Food and Beverage area includes Cold Drinks, Hot Drinks, Sweet Treats, Ice cream and more. Adults only: In the “Chubby pub”, beer and wine can be enjoyed on Fri, Sat and Sun (Weather Permitting)! ALL proceeds benefit local families!
Updates: For updated information call (252) 562-7700 or visit their Facebook Page.

Hunt Club Farm Harvest Fair (Virginia Beach)
Address: Hunt Club Farm, 2388 London Bridge Road, Virginia Beach, VA
Date: Everyday: September 25 – October 31, 2021, from 10 AM until 6 PM.
Activity: The Harvest Fair features Virginia Beach’s largest Pumpkin Patch, the Petting Farm, and the amazing TreeWalk Adventure, BirdWalk Aviary, and pony rides!
Extra Weekend Activities: On weekends, the fun continues with food & novelty vendors, farm-tour hayrides, carnival rides, and a DJ with music.
Cost: Weekday Prices: Petting Farm Admission includes BirdWalk Aviary and Tree Walk Adventure: $14. Petting Farm, Tree Walk Adventure, and Hayride: $16. Pony Rides: $7. Souvenir Animal Feed Cup: $5. Feed Cup Refills $3. Bird Seed Sticks 2 for $3.
Cost: Weekend Prices: Harvest Fair Admission (children ages 2 and under are no charge): $16 (Includes Hayride, Petting Farm & Tree Walk Adventure). Pony Rides: $6. Souvenir Animal Feed Cup: $5. Feed Cup Refills $3. Bird Seed Sticks 2 for $3.

Updates: Check their Website or Facebook Page or call (757) 427-9520.

Darden’s Country Store (Smithfield)
 16249 Bowling Green Rd Smithfield, Virginia, VA 23430
Dates: Opening for the Fall season on Saturday, September 25, 2021. Check Facebook for hours and availability.
Activities: There will be no hayrides this year. There will be pumpkins, a corn maze open and other kid activities behind the store set up.
Updates: Check their Facebook PageWebsite, or call (757) 357-6791 for updates!

Mount Pleasant Farms (Chesapeake)
2201 Mount Pleasant Road, Chesapeake, VA
Date: Open for Fall fun in the month of October 2021. Hours are Tuesday – Sunday, 10am-6pm. (Closed Mondays).
Cost: FREE Parking/please call for ticket pricing.
Activity: Fall Fun on the Farm: Tues-Fri includes petting zoo, Play area, Walking path thru Orchard, u-pick pumpkins, corn maze, & Straw maze!
Fall Festival: weekend only includes all the fall fun plus pony rides, kids barrel train rides, fresh-pressed apple cider and much more!
Special Event: Corn Maze Trick or Treating, Friday, October 29, 2021 from 2-6pm. Reservations required. Cost of admission is $10 a child – 2 adults free per paying child. 2 and under free with one paying adult with a standard priced corn maze ticket $7
Also available: Fall decor for sale from flags and mats to hay bales, corn stalks, pumpkins & gourds of all sizes available for U-pick & already picked, mums, & lots more! Fall pictures & fun family photo ops on the farm.
Updates:  For updated information call (757) 482-0739 or visit their Facebook page.

Henley Farms (Virginia Beach)
 3484 Charity Neck Road, Virginia Beach, VA 23456
Dates: Planning to open for the 2021 Season in October.
Activities: Free hayrides to and from the pumpkin patch with a $10 minimum purchase. Corn stalks, wheat straw and other Fall ornamentals will be available for purchase. Pick your own veggies mid-end of October.
Cost: TBA
Updates: Check their Facebook Page or Website for updates and current hours.

FallFest at Our Sensory Farm (Chesapeake)
Dates: October 2-31, 2021
Address: Our Sensory Farm, Chesapeake VA
Activity: Our Sensory Farm is hosting it’s first annual FallFest to share the wonder of autumn on the Farm with you and your family or group. During our unique fall experience, you’ll enjoy a place to dine with your family when you bring your own picnic. Music for dancing and play will be provided by DJ Dave. Costumes are encouraged for the adventure forest parade. Games and activities were created for kids of all ages and abilities. ​

NEON Festival (Norfolk)
Address: NEON Fine Arts District, Downtown Norfolk, VA
Date: Thursday & Friday, October 21 & 22, 2021
Activity: This free festival welcomes everyone to experience the NEON District through art exhibitions, local and national performances, mural tours and programming unique to Norfolk’s first arts neighborhood.

Newport News Greek Festival (Newport News)
Address: Hellenic Center, 60 Traverse Rd, Newport News VA
Dates: October 21-23, 2021. Friday, October 21: 4pm to 9pm. Saturday, October 22: 11am to 9pm. Sunday, October 23, 11am to 9pm.
Activity: Dine In and Carry Out. Online ordering available. Authentic Greek Food, Beverages & Desserts! Greek Dancing, Music and Vendors

Fall Festival (Yorktown)
Address: CB Dance Studios 7201A George Washington Mem Hwy, Yorktown
Date: Saturday, October 23, 2021 from 10am-2pm
Activity: Forward Safety Training is hosting its Fall Festival a kid’s zone and local vendors. We will have face painting, a pumpkin decorating table AND a kids Halloween Costume contest (a prize will be given for the best costume). FREE TO ATTEND. Come out and bring the whole family! There will also be handmade crafts, handmade soaps, lotions,mugs, wreaths, jewelry, makeup, clothing and MORE.

Churchland Community Harvest Festival (Portsmouth)
Address: 3935 Twin Pines Rd, Portsmouth, VA 23703
Date: Saturday, October 23, 2021 from 12-3pm
Activity: Join us as we celebrate Fall and come together as one community! Hayrides, Hoops, face painting, music, food, and fellowship!

Harvest Festival FOOD-FUN-GAMES (Portsmouth)
Address: First Church of Portsmouth, 912 Elmhurst Lane, Portsmouth VA
Date: Saturday, October 23, 2021 from 10am-2pm
Activity: Join us for our FIRST Harvest Festival! We’re so excited to host this for our community. We will have: -Hayrides -Jump Houses -Treats -Trunk or Treat -Games -Photobooth -and more come be apart of all the fun!

Fall Festival (Virginia Beach)
Address: Thalia Lynn Baptist Church, 4392 Virginia Beach Blvd, Virginia Beach VA
Date: Saturday, October 23, 2021 from 11am-1:30pm
Description: Fall Festival with Free Admission, Games, Trunk-or-Treat, Food, Fun and More. Outdoor event if weather permits.

Kroctoberfest (Norfolk)
Address: The Kroc Center of Hampton Roads 1401 Ballentine Blvd Norfolk, VA
Date: October 23, 2021 from 11am-2pm
Activity: Looking for a safe and fun way to get your fall festivities in? Come in costume to The Kroc Center on Oct. 23 for a drive thru trunk-or-treat with festival foods, music, games and more! Free to the community!

Salud! Hispanic Fall Fest (Virginia Beach)
Address: Parking lot of the Virginia Beach Convention Center, 830 Virginia Beach Blvd, Virginia Beach VA 23451 Date: Saturday, October 23, 2021 from 11am-3pm
Activity: Join us for Halloween on the beach with music, Latin food, goodies for kids, resources and more. Free flu vaccines and covid tests. Free health screenings (first come, first served), Petting zoo, pony rides, and bouncy-houses for children.

Mayday757 at Port Warwick (Newport News)
Address: Port Warwick 3100 William Sytron Sq N Newport News, VA
Date: October 23, 2021 from 12-4pm
Activity: Join us to celebrate our community heroes in a day of festivities, including games, food, local brewers, music by 757 artists, friends, family, and community. FREE Outdoor event, all support is welcome even if you just bring your picnic blanket and your own lunch. Community is for everyone.

Boo Realm Halloween Festival (Virginia Beach)
Address: New Realm Brewing Co, 1209 Craft Lane, Virginia Beach VA
Date: Saturday, October 23, 2021 from 12-4pm
Activity: Join us in the Beer Garden on Saturday, October 23rd for the Boo Realm Halloween Festival! This family-friendly event will have all the skele-fun you can imagine, with a bounce house, pumpkin patch, DJ, petting zoo, interactive craft vendors, face painting, costume parade, cotton candy, and kettle corn! We hope to see you there for an afternoon of festive fun! This event will be from 12:00-4:00, but be sure to stick around for our Hocus Pocus Movie Night in the evening! The movie will begin at 8:15.

Fall Family Festival at Calvary VB (Virginia Beach)
Address: Calvary Virginia Beach 4832 Haygood Rd. Virginia Beach, VA, 23455
Date: Saturday, October 23, 2021 from 1-6pm
Activity: Bounce Houses, Face Painting, Food and Music

Fall Festival (Williamsburg)
Address: City Square Plaza, Williamsburg VA
Date: October 23, 2021 at 3pm
Activity: Celebrate the season with pumpkin carving, Teeny Tiny Farm petting zoo, an outdoor movie screening, and more at City Square Plaza and the Community Building Lawn near the Williamsburg Library. This event is hosted by Williamsburg Regional Library.

Trunk-or-Treat and Fall Festival (Virginia Beach)
Address: Indian River YMCA 5660 Indian RIver Rd, Suite 120, Virginia Beach VA
Date: Saturday, October 23, 2021 from 4-6pm
Activity: Join us for our 2nd annual Trunk-or-Treat. Back and better than ever with activities for the whole family! Free and open to the public.

Yorktoberfest (Yorktown)
Address: Riverwalk Landing, 425 Water Street, Yorktown VA
Date: Sunday, October 24, 2021 from 10:30am-5:30pm
Activity: We’re excited to bring Yorktoberfest to Riverwalk Landing again this year. There will be 30+ craft beers, ciders, and more to taste while enjoying great music and browsing various vendors. A variety of food trucks will be on-site to satisfy any craving. New this year, there will be a morning (10:30 am – 1:30 pm) and afternoon (2:30 pm – 5:30 pm) session to give everyone plenty of room.

Children’s Fall Festival @Unity (Virginia Beach)
Address: 5580 Shell Rd, Virginia Beach VA
Date: Sunday, October 24, 2021 at 12pm
Activity: Wear your costume and join us for games, doughnut decorating (and eating), pumpkins, prizes and family fun!

Fall Festival & Trunk Or Treat (Suffolk)
Address: First Baptist Church of Suffolk 237 N Main Street, Suffolk VA
Date: October 29, 2021 from 6-8pm
Activity: Join us for a night of great family fun in the FBC Suffolk Main St. parking lot! We will have trunk or treat, a bounce house, live music, and more! This is a free event open to the WHOLE community! Come and bring friends and neighbors!

Harvest Fest Outdoor Family Fun Night (Chesapeake)
Date: Friday, October 29, 2021 beginning at 6pm
Address: TCC Chesapeake Campus, 1428 Cedar Rd, Chesapeake VA
Activity: Family Fun starts at 6pm. Outdoor Movie (Hocus Pocus) starts at 7:30pm Costume Contests, Carnival Games, Concessions, Face Painting, Photo Booth, Music & Moore

Military – Fort Eustis Fall Fest 2021 (Fort Eustis)
Address: 2717 McMahon St, Fort Eustis, VA
Date: October 29, 2021 at 6pm
Activity: Haunted Chinook, trunk or treat, chili cook off and much more…

Military: Drive-Thru Halloween Fall Festival Trunk-or-Treat (Newport News)
Address: WPNSTA Yorktown Sports Zone Gym Lebanon Church Rd Newport News, VA
Date: Friday, October 29, 2021 from 6-9pm
Activity: WPNSTA Yorktown MWR Community Recreation will be hosting a drive-thru Halloween fall festival trunk-or-treat at Sports Zone Fitness Center on Friday, October 29 from 6 to 9 p.m. Come out and enjoy the Halloween festivities with us! This event is open to all eligible ID holders. Registration is required by Monday, October 25. For more information or to register, please call 757-887-7395.

HALLOWEEN Farm Fair (Chesapeake)
Address: Equestrian WISH 444 St Brides Rd W, Chesapeake, VA
Date: Saturday, October 30, 2021 from 10am-5pm
Activity: Come join the family fun. Our Farm Fair has something for everyone. Costume Contest Parade, Haunted Trail, Face painting, Games, Raffles, Maze, Craft and artist vendors, Massage therapist, pony rides,, demonstrations and lectures, photo booths and more!!!

Community Bazaar – Hampton VA (Hampton)
Address: West Hampton Community Center 1638 Briarfield Rd Hampton, VA 23661
Date: Saturday, October 30, 2021 from 11am-4pm
Activity: Visit West Hampton Community Center for a day full of fun and food for the whole family! Browse among a variety of craft vendors and food trucks and enjoy carnival games, cotton candy, a special appearance from Bubbles the Clown, and more!

Historic Hilton Village Fall Festival (Newport News)
Address: Plantiques 10377 Warwick Blvd Newport News, VA
Date: Saturday, October 30, 2021 from 11am-5pm
Activity: Art & Craft Vendors, Lots of Food, Kids Activities, Prizes, and Fun!

City Center Fall Festival (Newport News)
Address: City Center Oyster Point, 702 Mariner’s Row, Newport News VA
Date: October 30, 2021, 12pm to 6pm. (rain date October 31st)
Activity: To families seeking a destination for kid-friendly fall activities… From craft beer, cider, seltzer and wine lovers, The City Center Fall Festival has something for everyone. The event is free and open to the public. City Center Fall Festival will feature an abundance of fall fun! An interactive kids zone with meet and greet Spiderman and Elsa. Paint your own free pumpkin (100) and kids crafts. Stilt walkers and other pop-up entertainment throughout the day. There will also be food trucks, artisanal food vendors, local art & craft vendors, and a variety of other vendors.

How-Lit-Ween Festival at Camp Grom (Virginia Beach)
Address: 1811 Prosperity Rd, Virginia Beach
Date: October 30, 2021 from 2-11pm
Cost: $12 Admission. Kids under 12 are Free
Activity: Food Trucks, Vendors, Comedy Show, Dance Teams, Live Band, Bounce House, Snow Cones, Trunk or Treat, Kid Zone w/ Movies/Arts & Crafts/Daycare

CXB National Night Out (Virginia Beach)
Address: Chic’s Beach 4501 Lookout Rd Virginia Beach, VA
Date: Saturday, October 30, 2021 from 3-7pm
Activity: Bring the family and enjoy a fun afternoon and evening in Chic’s Beach! Check back for more details about this event which will include: -Chili Cookoff -PirateFest Parade (golf carts/bicycles) -Games, Music and Prizes -Meet local police and rescue squad

Shores Hallelujah Harvest 2021 (Virginia Beach)
Address: 1861 Kempsville Road Virginia Beach, VA 23464
Date: Saturday, October 30, 2021 from 5-7pm
Cost: Register for your FREE family ticket today at atlanticshores.org/harvest
Activity: Shores Hallelujah Harvest is a FREE community event for families with kids up to 5th grade. Come for trunk or treating, food (at cost), and pony rides!

Fall Festival at Kempsville Church (Virginia Beach)
Address: Kempsville Church 4422 Princess Anne Rd, Virginia Beach VA
Date: Saturday, October 30, 2021 from 5-7pm
Activity: Come out and join us for this great community event for the whole family! The fun begins at 5:00PM and continues through 7:00PM on October 30th. We will have FREE FOOD, hay rides, TRUNK OR TREAT, music, INFLATABLES, carnival style games, GIVEAWAYS, and even more.

BOOzlefest Halloween Party (Virginia Beach)
Address: Oozlefinch Brewery 81 Patch Rd, Hampton VA
Date: October 30, 2021 from 6-11pm
Activity: Trunk or Treat and Brewery Trick-or-Treating for the kiddos from 5pm-8pm. • *COSTUME CONTEST (announced at 9pm) -Most Creative -Best DIY -Best All Around • *Food trucks @7pm *Spooky Movie Outdoor Movie 6:30pm-8:30pm • *Party Time @9pm

Fall Fest (Norfolk)
Address: Ambassadors For Christ Deliverance Center (AFC) 5520 Tidewater Dr, Norfolk, VA 23509
Date: Saturday, October 30, 2021 from 6-9pm
Activity: Come join us this year at the 2021 Fall Fest. A family event that is safe and fun. There will be plenty of candy, games, and prizes. Wear your favorite costume as you and your family enjoy the Fall Fest.

Halloween Festival at Cypress Point Shopping Center (Virginia Beach)
Date: October 31, 2021 from 12-6pm
Address: Cypress Point Shopping Center, 928 Diamond Springs Rd, Virginia Beach VA 23455
Activity: Grab some FREE fun at the Cypress Point Shopping Center Halloween Festival!!! Creeeeepy good fun includes bouncy house, music, crafts, vendors, and food trucks(lunch and dinner!) Wear your favorite costume for FREE Trick or Treats at every booth! Register for a FREE grab bag when you present your FREE ticket at the festival.

Annual Hall Chevrolet Custom Car Show and Fall Festival (Chesapeake)
Address: Hall Chevrolet Chesapeake 3412 Western Branch Blvd Chesapeake, VA 23321
Date: Saturday, November 6, 2021 from 9am-3pm
Activity: Join 757 Auto Events as we team up with local powerhouses including Hall / MileOne Autogroup, ClearShine Virginia, Coastal Virginia Auto Show, and the Car Club Council of Hampton Roads to bring an awesome event to your community! Proceeds Benefit the American Cancer Society – Virginia Chapter! Family fun – Coloring Contest!

Lynnhaven River Now Fall Festival (Virginia Beach)
Address: Mount Trashmore Park, Virginia Beach, VA
Date: Saturday, November 6, 2021
Cost: Free
Activity: Lynnhaven River Now is excited to host this year’s Annual Fall Festival at Mount Trashmore Park. This FREE family-friendly event will include countless educational exhibits, workshops, live music and children’s activities.

The Not-So-Basic Fall Festival (Newport News) CANCELED
Address: 727 BlueCrab Rd, Newport News VA
Date: Saturday, November 6, 2021 from 12-4pm
Cost: $30- $60 per person
Activity: October will be passed and all the pumpkins are smashed on the sidewalks by now. That doesn’t mean still still can’t celebrate the greatest season of them all. We have STACKED the lineup on November 6th from 12PM to 4PM, to bring you the greatest and most not-basic Fall Festival in Hampton Roads this year.

The Bodacious Bazaar (Hampton)
Address: Hampton Roads Convention Center 1610 Coliseum Drive Hampton VA
Date: November 12-14, 2021
Cost: Online ticket sales begin October 1
Activity: The Bodacious Bazaar is an amazing three-day shopping experience that is held at the Hampton Roads Convention Center in the Hampton Roads area. Our show is designed to promote talented artists, crafters, and local businesses at an extraordinary venue. The fall show is just the place to find the perfect unique and quality Christmas gift – plus visit with Santa!

Cox Band Craft Bazaar (Virginia Beach)
Address: Cox High School, 2425 Shorehaven Drive, Virginia Beach VA
Date: November 13, 2021 from 9am-3pm
Activity: Amazing Crafters and Vendors with handmade items and products to sell! Start your Christmas shopping early


Heritage Day (Courtland)
Address: 26315 Heritage Lane, Courtland VA 23837
Date: Saturday, September 11, 2021 from 9am-4pm
Cost: $5 adults, $2 school children
Activity: Southampton Heritage Village/Agriculture and Forestry Museum on Heritage Lane. Fun day filled with “heritage” demonstrations – running 1920s saw mill, grist mill (Fresh cornmeal to taste and buy) 1880s printing press, weaving, glass blowing. Making soap, butter, cracklins! Huge model train exhibit. Many crafters with home-made items. Great food – BBQ, hotdogs, apple & sweet potato jacks. Music by Shiloh Grass. Many agricultural items to see as well as heritage buildings such as 1-room school house. doctor’s office, post office, country store and more.

Buckroe Beach Arts in the Park (Hampton)
Address: Buckroe Beach, Hampton, VA
Date: Saturday, September 11, 2021 from 10am-6pm
Cost: Free
Activity: We are excited to be back! Come down to the popular Buckroe Arts in the Park and shop with our artists and craftsmen, grab some food from one of the food trucks and enjoy music and a breeze at Buckroe Beach Pavilion and Park.

Taste of Suffolk Downtown Street Festival (Suffolk)
Address: Main Street from Finney Avenue to Washington Street, Suffolk, VA
Date: September 11, 2021 from 11am-5pm
Cost: Free
Activity: Main Street will be lined with Suffolk’s independent restaurants presenting their signature menu items. Eateries offer smaller portions at nominal prices, allowing event attendees to sample an assortment of culinary creations. Merchants will sell a variety of goods and services, and Suffolk’s automotive dealerships will present a New Vehicle Exhibition. Festival-goers will enjoy all-day entertainment with live music and contests, a plant sale from the Suffolk Master Gardeners, plus a Children’s Fun Area. Also slated for Taste of Suffolk is a Beer Garden showcasing local craft brews. Buffalo Wild Wings Wing Eating Contests will be held throughout the day on the Market Street Stage, and those who are brave enough to accept the super-spicy challenge may sign up at the Taste of Suffolk Information Tent on site.

Watermen’s Oyster Roast (Yorktown)
Address: Waterman’s Museum, 309 Water St, Yorktown VA
Date: Saturday, September 11, 2021 from 12-3pm
Cost: $25-40 for adults; $10 for children 6-12; Free for those under 6.
Activity: Watermen’s Museum All-You-Can-Eat OYSTER ROAST. Sides Provided by The Carrot Tree Kitchens

GrowlFest at the Virginia Zoo (Norfolk)
Address: Virginia Zoo 3500 Granby St Norfolk, VA 23504
Date: Saturday, September 11, 2021 at 5:00 PM – 9:00 PM EDT
Cost: Full Package Adult (21+): $30 Day-Of $40 Non-Drinking Adult (21+): $15 Day-Of $25 Youth (2-20): $15 Under 2: Free (no ticket needed)
Activity: GrowlFest comes ROARING back for its fifth year! Come get your growl on at the Virginia Zoo! Join us for a fun-filled evening of beer and wine, food trucks and games. This event benefits the Sunrise and Downtown Rotary Clubs of Norfolk and the Virginia Zoo. GrowlFest includes exclusive after-hours access to the Zoo, with select animals on exhibit late. This is fun for the whole family or a group of your wildest friends.

Go Green Expo (Virtual)
Address: Brittingham-Midtown Community Center 570 McLawhorne Drive Newport News VA
Date: September 11, 2021
Cost: Free Admission
Activity: This year’s event will be a scaled down version of other Go Green events in the past. You will, however, will be able to purchase rain barrel and vermiculture kits from this website. Instead of live workshops, the kits and will be distributed as we did earlier this year by asking those of you purchasing one or both to drive up and have us load your vehicle. Assembly instructions can still be found on our You Tube channel. Purchasers will also be given a free Eastern Redbud tree to take home. Redbuds are native to Virginia and support many species of wildlife. For those not purchasing our kits, we still have many informative videos on our You Tube channel. Also, visit this site or our main website, nnmastergardeners.org, for updates. As the theme of this year’s event “Garden for Nature” suggests, there are many videos on our channel which talk about the importance of native plants and trees and the role they play in sustaining our environment. We were hoping to hold these lectures live but in the interest of public safety that’s been canceled.

Norfolk Taco Festival (Norfolk)
Address: Waterside District, Downtown Norfolk VA
Date: September 11-12, 2021
Cost: GENERAL TICKET $9.99* (Pre-Sale & Limited) 2PM – 8PM. VIP TICKET $49.99* (Pre-Sale & Limited) 12PM – 8PM Note: Children 10 & under are FREE & do not need a ticket
Activity: The most anticipated food & entertainment festival of the year is taking over Waterside District on September 11th & 12th, 2021! Get ready for the 3rd annual Norfolk Taco Festival!

Chinese Moon Festival Celebration (Newport News)
Address: City Center Oyster Point featuring a live stream with Sister Cities officials in Taizhou, Jiangsu, China
Date: Thursday, September 16, 2021 from 6:30-8:30pm. Register on the link.
Activity: Live music, food, drink & comradery – ​Join Sister Cities as we explore what some say is the second most important holiday in Asian culture, the mid-autumn festival or Moon Festival.
Cost: FREE for SCNN members and University Students. $10 for non-members.

Isle of Wight County Fair (Windsor)
Address: Joel C Bradshaw Fairgrounds, 21311 Courthouse Hwy, Windsor, VA 23487
Date: September 16-19, 2021
Activity: Catch a show, watch a tractor pull, enter the talent show, or enjoy the sights from the top of the giant Ferris wheel. We know you will agree it is the best four days to end your summer!

Mt Pleasant Christian School Fall Fest (Chesapeake)
Address: Mt Pleasant Christian School, 1613 Mt Pleasant Road, Chesapeake VA
Date: September 17-19, 2021 from 9am-5pm
Activity: This is a family-friendly event open to the public. MPCS will have a food and game tent. There will be an indoor and outdoor craft show (Saturday only). Boardwalk Amusement will be bringing their rides. Mr. Softee will be serving up yummy ice cream. JM Farms will have their petting zoo and pony rides for little ones.

Annual Apple Extravaganza (Virginia Beach)
Address: 3640 Dam Neck Rd, Suite 510, Virginia Beach, Virginia 23453
Date: Saturday, September 18, 2021 at 10am
Cost: Free
Activity: Join us for a craft show, children’s activities, and music. Visit the Rural Heritage Center and educational gardens. Shop the Butterfly Society of Virginia for special pollinators plants.

Fall Festival 2021 (Virginia Beach)
Address: Whitehurst-Buffington House Foundation 2441 North Landing Road, Virginia Beach, Virginia 23456
Date: Saturday, September 18, 2021 from 11am-4pm
Activity: A day of family fun at the historic Whitehurst-Buffington House! Afternoon of family fun with something for everyone. Antique Vehicles. Artists & Crafters. Picnic Area. Tours of the historic Whitehurst-Buffington House

Hermitage Handmade Festival (Norfolk)
Address: Hermitage Museum & Gardens, 7637 North Shore Road, Norfolk, VA 23505
Date: Saturday, September 18, 2021 from 11am-4pm
Cost: Free admission
Activity: Shop for arts and crafts handmade by over 70 artists, our largest roster yet. Enjoy yoga, food from Capt’n Crabby, Miki’s Doghouse, and Just Cupcakes, learn about the arts through live demonstrations, and participate in a one-of-kind interactive art project. Experience the special exhibition, Work in Progress: 13 Murals for Right Now. Complimentary shuttle service is available, locations will be posted leading up to the event. No on-site parking is available. Well-behaved dogs on leashes permitted. This event is free and open to the public. Donations at the door are encouraged! Rain date Sunday, September 26th.

Great Food Truck Festival (Newport News)
Address: Centura College – Newport News 616 Denbigh Blvd, Newport News, VA
Date: Saturday, September 18, 2021 from 11am-6pm
Cost: Admission is $5-$7
Activity: The Great Food Truck Festival will feature over 15 gourmet food trucks serving a variety of delicious dishes and tasty treats. General admission (12pm-6pm) is $5.00 per person ages 13 & up, children 12 and under admitted free. General Event Parking is Free. V.I.P. early admittance tickets (enter festival at 11am) are available for sale for $7.00 per person and a raffle ticket for a chance to win one of three $100 cash prizes awarded at 12:05pm. The festival will feature cash prizes, live performances, a DJ, face painting, balloon twisting, inflatables, axe throwing, and much more! The festival will also feature retail vendors and non-profit exhibitors. Shop with our retail vendors for a chance to win one of three $50 cash prizes awarded at 3pm, 4pm, and 5pm. A fun event for the whole family!

Oktoberfest at the Farmhouse (Virginia Beach)
Address: Back Bay’s Farmhouse Brewing Co, 1805 Kempsville Rd, Virginia Beach VA
Date: Saturday, September 18, 2021 from 11am-10pm
Activity: We’re hosting our very own Oktoberfest! Join us on October 3d for a traditional German festival with German-inspired live music, food trucks, and specialty beer releases! Reservations are for a two-hour time slot at a six-top table under the tent. Your reservation comes with a commemorative Farmhouse Oktoberfest beer stein and a private server!

NashFest Music & Food Festival (Norfolk)
Address: Town Point Park, 113 Waterside Drive, Norfolk VA
Date: Saturday, September 18, 2021 from 12-8pm
Cost: Free and open to the public.
Activity: Hot chicken, hard drinks, and Music City sounds! The first-ever NashFest 757, a one-day festival celebrating the iconic culture and cuisine of Nashville, will take place on Saturday, September 18, 2021 at Town Point Park along the Downtown Norfolk Waterfront! Fusing together all of the elements that make Nashville one of America’s most popular cities, NashFest 757 will offer an experience similar to an evening stroll down Broadway, featuring national and local recording artists, mouth-watering hot chicken, barbecue, and biscuits, line dancing, craft beer and whiskey tastings, bull riding, and much more for what promises to be one of The 757’s hottest new summer events!

One Love Fest (Norfolk)
Address: Military Circle Mall
Date: September 18-19, 2021. Saturday & Sunday 11am-6pm
Activity: One Love Fest is a community vendor event, back to school giveaway and job fair! Bringing all of Hampton Roads together with local businesses and community helps to promote a feeling of togetherness. Great for all ages to come together for a beautiful day out with tons of fun! Spend an afternoon shopping, eating and having a great time!

Fall Market and DIY Scarecrows (Poquoson)
Address: Surf’s Up Restaurant, 100 Cary’s Chapel Rd, Poquoson, Virginia 23662
Date: Sunday, September 19. 2021 from 10am-3pm
Activity: Fall market with lots of great vendors! We will also have everything you need to make your own scarecrow!!!!

Military – Fort Eustis Oktoberfest (Fort Eustis)
Address: TRADOC Stage, Fort Eustis, VA
Date: September 24, 2021 from 2:30-9:30pm
Activity: Bounce houses, Food Trucks & Drinks, Petting zoo, Hay rides and more! Get your lederhosen ready for the competition.

Neptune Festival – Boardwalk Weekend (Virginia Beach)
Address: 6th-36th Streets, Virginia Beach, VA
Date: September 24-26, 2021
Cost: Varying costs for individual activities
Activity: Daily concerts at festival stages are scattered along 30 blocks of the boardwalk and feature 27 performances from local, regional, and national recording artists. On the boardwalk, you can find over 250 artisans displaying handmade work, at an Art & Craft Show that has been ranked #5 out of 200 Fine Art and Design Shows across the country. Keep walking to find 22 magnificent sand sculptures created by world-renowned international sculptors at Neptune’s International Sandsculpting Championship. Other weekend events include Neptune’s 8k Race, Grand Parade, Volleyball Tournament, Atlantic Regatta, Youth Art Show, and more!

Epps Farm Supply Fall Fest 2021 (Suffolk)
Address: 2170 Joshua Ln, Suffolk, VA 23434
Date: Saturday, September 25, 2021 from 8am-3pm
Activity: Come join us for our biannual event! Perfect for the family to enjoy a beautiful fall day. Huge marketplace, food trucks, pony rides, live music and many more surprises along the way! Our marketplace will be full of livestock, plants, produce, homemade goods, crafts, baked goods, artwork, furniture and so much more! And don’t forget to stop in the Store and see all the amazing products as well as meet the Dogs At Lionheart. NO DOGS OR ALCOHOL WILL BE ALLOWED ON PROPERTY. NO TOUCHING HORSES IN BACK OF PROPERTY.

Denbigh Day Parade and Festival (Newport News)
Address: 361 Beechmont Drive, Newport News, VA
Date: Saturday, September 25, 2021 at 10am
Activity: Get there early to get your special spot for the parade – then stay for the festival featuring Live Music – fantastic local foods, vendors, exhibits.

Watermen’s Museum Folk Festival (Yorktown)
Address: Watermen’s Museum 309 Water Street Yorktown, VA 23690
Date: September 25,2021 from 10am-9pm
Activity: Enjoy America’s best music genres during this two-day event. Local and regional bands on three stages. Food and beverages available.

Oktoberfest 2021 (Newport News)
Address: Hilton Shopping Center, 9716 Warwick Blvd, Newport News VA
Date: Saturday, September 25, 2021 from 11am-4pm
Activity: Prost! September kicks off the largest beer festival in the world, Oktoberfest, in Germany. You’re invited to celebrate Hilton Shopping Center style – lederhosen, dirndl and other German attire encouraged for an afternoon filled with food, music and beer tastings, and fun! Menu (Items will be priced at tent for purchase) -Bratwurst, Frankfurt, sauerkraut, German potato salad, Pretzel, Beer Cheese. Drinks will be served. Music provided.

Black Ink: Litfest (Chesapeake)
Address: Dr. Clarence V. Cuffee Outreach & Innovation Library 2726 Border Road Chesapeake, VA
Date: Saturday, September 25, 2021 from 11am-4pm
Activity: Listen to music and poetry, take a writing workshop, or find a new author at our third annual outdoor festival highlighting local authors, poets, and musicians of color. Much of this event will take place outdoors.

Fall Flannel Fest (Virginia Beach)
Address: Bow Creek Municipal Recreation Center 3427 Club House Rd, Virginia Beach, Virginia 23452
Date: Saturday, September 25, 2021 from 11am-2pm
Cost: Event is free, but advanced registration is required
Activity: Mark your calendars for Bow Creek Flannel Fest and experience free, fall-themed, family-friendly fun!
All ages are invited to play games and take part in nature-based activities, games, and more at this rustic, fall-inspired event. There will be vendors, exhibitors, and delicious food available for purchase from a local food truck. We will have our Sensory Tent available as a dedicated space for those needing a calm, safe space and organized sensory input for over-stimulation.

Kiwanis Peninsula Seafood Festival (Newport News)
Address: Greek Hellenic Community, Center 60 Traverse Road, Newport News, VA
Date: Saturday, September 25, 2021 from 2-5:30pm
Cost: 45.00 per person. $55.00 the day of the event. This event happens “rain” or “shine.”
Activity: A fun filled event with all All-U-Can-Eat seafood, BBQ, adult beverages, live music by SLAPNATION BAND, raffles, silent auction, door prizes & much much more!

Yorktown Folk Festival (Yorktown)
Address: Watermen’s Museum, 309 Water Street, Yorktown, VA 23690
Dates: Saturday, September 25-26, 2021 from 10am–9pm.
Cost: Free Admission.
Activity: The 9th Annual Yorktown Folk Festival on September 25 and 26 will feature performances on four stages by local bands, musicians, storytellers and dancers. A Free, Fun, Family event at the Watermen’s Museum and the Riverwalk Landing along the shores of the beautiful York River.

2021 State Fair of Virginia (Doswell)
Address: The Meadow Event Park, Doswell VA
Dates: September 24-October 3, 2021
Cost: $10 admission, $22 wristbands (unlimited rides), $20 for premium parking, $60 for State Fair Season Pass
Activity: Come celebrate the best of Virginia at the State Fair of Virginia, a 10-day event at the beautiful, pastoral setting of The Meadow Event Park. Since 1854, Virginians have celebrated community, agriculture, family, food and fun at this annual tradition. Whether it’s for a prize-winning fresh apple pie or giant pumpkin, a first date or first time milking a cow, find your blue ribbon moment this year.

Norfolk Greek Festival Express Drive-Thru (Norfolk)
Address: 7220 Granby St, Norfolk, VA
Date: September 30-October 2, 2021 from 10:30am-7pm
Activity: Join us on September 30 – October 2 (10:30am-7:00pm) for the ultimate Greek Fest Express Drive-Thru experience. Visit our Facebook page for up-to-date information.

Virginia Beach KOA Fall Festival (Virginia Beach)
Address: 1240 General Booth Boulevard Virginia Beach, VA 23451
Date: October 1-3, 2021
Activity: Bring your family or friends to our annual Fall Festival! With festive activities for all ages, this is a weekend we know you’ll remember. Join us for pumpkin painting, pedal cart rentals, local food vendors, live music, and much more! Book your stay now, and check back for more details.

Chelsea West Fest (Norfolk)
Address: 600 Claremont Ave, Norfolk, VA
Date: October 2, 2021 from 12-6pm
Cost: Free and open to the public
Activity: Chelsea West Fest, hosted and benefiting Hope House Foundation, will be a full-day celebrating what makes this region great: local crafters, talented local musicians, local beers and brews, and the unique eateries just steps away from the festival.

Franklin Fall Festival (Franklin)
Address: Downtown Franklin VA
Date: Saturday, October 2nd from 9am-3pm!
Activity: Join us in Downtown Franklin to help kick off the fall season! The streets will be filled with food, vendors, photo booths, music, kids crafts/games, and more! Perfect for the entire family! Our downtown shops and restaurants will also be open and ready to help you fill your shopping bags and appetites!

AutumnFest (Chesapeake)
Address: Chesapeake Arboretum 624 Oak Grove Chesapeake, VA
Date: October 2, 2021 at 10am
Activity: Enjoy family activities on the Farm House grounds. More details to come.

Norfolk Arbor Day Festival (Norfolk)
Address: Lafayette Park 3500 Granby Street Norfolk VA
Date: October 2, 2021 from 10am-2pm
Activity: Help expand our #NorfolkVA tree canopy! • 10:00 am – ceremony and awards • 11:00 am -1:00 pm – tree climbing with Riverside Outfitters • 1:00-2:00 pm – Tree adoption, plant sale, booths and vendors. Masks Required

32nd Annual Virginia Children’s Festival (Norfolk)
Address: 33 Waterside Drive, Town Point Park, Downtown Norfolk VA
Date: October 2, 2021 from 10am-3pm
Cost: $5. Admission is free for children ages 1 and younger.
Activity: Family festival filled with more than 100 fun, creative and interactive activities that include storytelling, hands-on workshops, educational displays, cultural experiences, arts and crafts, military demonstrations, costumed characters, and more! This event is designed with children 10 and younger in mind.

VBMG Fall Gardening Festival (Virginia Beach)
Address: 1444 Diamond Spring Rd., Virginia Beach, VA 23455
Date: Saturday, October 2, 2021 from 10am-3pm. Rain Date – Oct. 9.
Activity: Join the Virginia Beach Master Gardeners in our celebration of all the good things that come from gardening. Festival features demonstrations and garden-themed make & take projects, a garden yard sale, botanically-inspired arts & crafts, a large children’s activity area, plant sale, vendors & garden society information tables, a seed library, garden tours, and bake sale. Free admission & parking. Family & pet friendly.

Smithfield VA Bacon & Bourbon Music Fest – Adult only event (Smithfield)
Address: Windsor Castle Park 301 Jericho Road Smithfield, VA 23430
Date: Saturday, October 2, 2021 from 12-5pm
Cost: Sold Out
Activity: Please note this event is ages 21+. No infants and no pets. Features tastings of over (60) high-end, specialty and hard-to-get bourbons, VA Brew tastings, 1/2 lb. of bacon & a trip thru the bacon condiment bar. Live entertainment on (3) stages, wine, retail and other food vendors. ​Bacon Eating Contest winner gets free bacon for a year!

Yorktown Wine Festival (Yorktown)
Address: Riverwalk Landing 425 Water Street Yorktown, VA
Date: Saturday, October 2, 2021 from 12-6pm
Cost: $30 in advance, $35 at the door
Activity: Whether you consider yourself a wine connoisseur or an aspiring novice—you don’t want to miss our grand tasting. Not only will you sample some of Virginia’s finest vino, but we’ll take your palate on a trip around the world! Yorktown shares more than just history with our sister cities Zweibrücken and Port-Vendres. In a nod to both countries, you can sample Rieslings and Gewürztraminers from Germany and indulge bubbly from France—the only place where true champagne is created! We’ll feature live music, great food from local restaurants, and the work of talented artisans. Also this year sample some of Virginia’s finest Spirts from local distilleries. Our event is Rain or Shine.

Fall for Portsmouth (Portsmouth)
Address: Towne Bank Parking Lot, 200 High Street, Portsmouth VA 23704
Date: Saturday, October 2, 2021 from 12-6pm
Activity: Art Music, Food and Beer. Featuring Portsmouth-based entertainers, artists and small businesses with the intent to bring awareness to creativity, talent and entrepreneurship in our own backyard. Hosting Portsmouth-based non-profit organizations in order to connect people to resources and services.

Oktoberfest 2021 (Portsmouth)
Address: 400 Block of High Street, Portsmouth VA
Date: Saturday, October 2, 2021 from 12-9pm
Activity: The Bier Garden’s Oktoberfest 2021 is all you could want for authentic German food, beer, and fun. So, shake off your finest lederhosen, polish your stein, and indulge in beer while taking in the festivities.

Fil Fest (Virginia Beach)
Address: Mt Trashmore, Virginia Beach, VA
Date: October 2-3, 2021
Cost: Free
Activity: This festival will showcase Filipino American culture, food, and entertainment. This family-friendly event is free and open to the public.

2021 Virginia Beach Street Food Festival (Virginia Beach)
Address: The Shack 712 Atlantic Ave, Virginia Beach VA
Dates: October 2-3, 2021
Cost: Pricing ranges from $7.99 – $44.99. Kids 10 and under are free!
Activity: This spectacular event will feature the Virginia Beach area’s best restaurant & food trucks! Food items will be priced at $5 or less in order for guests to sample as many vendors as possible! Come for the food, stay for the fun as there will be tons of live entertainment, general vendors, baggo tournament, axe throwing trailer, giant beer garden, mechanical bull riding, crazy eating challenges & more!

Fall Festival (Yorktown)
Address: 100 Long Green Blvd, Yorktown VA
Date: Sunday, October 3, 2021 from 1-4pm
Activity: Kick-off October with a fun-filled outdoor event for all ages! Tabb Library’s Fall Carnival brings you a Classic Cruisers Car Club Cruise-in, barrel train ride, free pumpkin patch and pumpkin painting courtesy of KirkWood Presbyterian Church (while supplies last), outdoor games, Boyd’s Tasty Dogs food truck, a Friends of the Library Sidewalk Sale, York County Department of Fire and Life Safety’s fire and medic trucks, and more!

Suffolk Peanut Festival (Suffolk)
Address: Suffolk Executive Airport, 1410 Airport Road, Suffolk VA
Date: October 8-10, 2021. Friday 10am-11pm, Saturday 9am-11pm, and Sunday 10am-7pm.
Activity: Known for its fun family activities, Suffolk Peanut Fest offers concerts, amusement rides, contests and competitions, a demolition derby, a truck and tractor pull, motorcycle rally, fireworks and much more. Combine all of these great activities with local and national entertainment and you have a weekend full of good times!
Cost: General admission is $10 per person; Children 10 & under are free. Parking is free.

Fall Market at Historic Yorktown Waterfront (Yorktown)
Address: Riverwalk Landing, Yorktown VA
Date: Saturday, October 9, 2021 from 8am-3pm
Activity: During this special farmers market at the beautiful Historic Yorktown waterfront—shop more than 40 different vendors and artists selling seasonal favorites like pumpkins, mums, autumn-inspired art, kettle corn, homemade pies, and caramel apples. Enjoy free activities for kids of all ages, including the annual hay maze, the return of hay rides, a pumpkin painting craft, and fun photo opportunities. There will also be a petting zoo featuring miniature animals, and our professional pumpkin carver is returning to do a live demo. You can also expect fun music, and a live performance by the Fifes & Drums of York Town at 9 a.m. Don’t miss our “Guess the Weight of the Giant Pumpkin” game with a pumpkin donated by Allen’s Farm & Pumpkinville. Prizes are donated by market vendors and artists.

Cape Henry Collegiate Fall Festival (Virginia Beach)
Address: Perry Auditorium Parking Lot Cape Henry Collegiate 1320 Mill Dam Road Virginia Beach, VA 23454
Date: Saturday, October 9, 2021 from 9:30 a.m. – 1:30 p.m.
Activity: Features games and inflatables, cotton candy, food trucks, vendors, and the Sweet Stroll. Unlimited game/inflatable wristbands are available for $20 and Sweet Stroll wristbands are available for $5 each.

7th Annual Awesomely Autistic Art Show (Newport News / Virtual Option)
Address: Virtual AND Live: Newsome House Museum, 2803 Oak Ave, Newport News, VA
Date: Saturday, October 9, 2021 from 12-5pm
Activity: ABS2ASD invites you to the 7th Annual Awesomely Autistic Art Show proudly Sponsored by The Newsome House Museum and Cultural Center. Since 2015 we have hosted this one of a kind show for the Autistic Community of Hampton Roads. This platform was created to highlight the amazing talent of Artists on the Autism Spectrum that have an ability to express their uniqueness in a way only few understand. This show highlights the creativity, talent, and meticulous detail from some HEAVENLY CREATED HUMAN BEINGS that see the WORLD on a whole other level!! Please come to a great annual family event with food, raffles, performances, games, and great Art for sale by our Awesomely Autistic Artists. Please take a moment to support and take a tour of the history of The Newsome House.

Barktoberfest (Hampton)
Address: Mill Point Park 100 Eaton Street Hampton, VA 23669
Date: October 9, 2021 from 12-6pm
Cost: Tickets start at $10-$15
Activity: Fall fun for Fido and families is coming to Downtown Hampton at the Peninsula SPCA’s Barktoberfest on October 9, 2021, from 12 p.m. to 6 p.m. The shelter’s annual fall festival fundraiser will feature live music, a craft brew tasting, a dog walk through downtown Hampton, costume contests for pets and people with cash prizes, and games and activities for folks and their pups.

Fallapalooza (Norfolk)
Address: Tabernacle Church 7000 Granby Street, Norfolk VA
Date: Saturday, October 9, 2021 from 4-8pm
Activity: Join us on Saturday, October 9 from 4-8 PM! Fun for the whole family. We will have food available for purchase, trunk or treat, live music, an ice cream truck, games, bounce houses, giveaways and more! Bring a chair and don’t forget to visit Talbot Park across the street for a pumpkin to take home! Entry into the event is free but we will be collecting donations to go towards feeding the needy during the holidays.

Port Warwick Art & Sculpture Festival (Newport News)
Address: Loftis Blvd at Jefferson Avenue, Newport News, VA
Date: October 9-10, 2021. Saturday 10am-6pm; Sunday 10am-5pm.
Cost: Free
Activity: We are very excited about this year’s Show and it promises to be just the best as we enjoy the beautiful Fall weather and the fine Artisans that come from near and far to share their beautiful artwork with the community. There will be live entertainment all weekend long, an expanded Children’s and Family Outreach area with lots of hands-on activities, the area’s best food trucks, a beer and wine garden and the ability to once again enjoy the great outdoors and art and music with friends.

Bonfires and Brews – A History Happy Hour (Virginia Beach)
Address: Lynnhaven House grounds 4409 Wishart Road, Virginia Beach
Date: Friday, October 15, 2021 from 6-10pm
Activity: Guests will enjoy live music from Brackish Water Jamboree with beer provided by Pleasure House Brewing. Fire pits will be open throughout the Lynnhaven House grounds to help warm everyone up on a crisp fall night. FREE activities will also be available, and the Lynnhaven House will be open to walk through. There will be hay bales for seating around the fire pits, but you are welcome to bring your own chair for seating on the grounds. In lieu of an admission fee, please consider making a $5 donation to the Virginia Beach Historic Houses Foundation, Inc. Beer tickets are $6 each.

Harvest Fair at VB Farmers Market (Virginia Beach)
Address: VB Farmers Market, 3640 Dam Neck Rd, Virginia Beach VA
Date: Saturday, October 16, 2021 from 10am-4pm
Activity: Join us for a craft show, children’s activities, pumpkin carving/decorating contest, coloring contest, music, and more! Visit the Rural Heritage Center and our Educational gardens.

Denbigh Market Day Festival (Newport News)
Address: Centura College NN 616 Denbigh Blvd Newport News, VA
Date: October 16, 2021 from 12-6pm
Cost: $5.00 per person ($5.45 total including $0.45 transaction fee) ages 13 & up. Children 12 and under admitted free.
Activity: Come out and show your community pride at the 1st Annual Denbigh Market Day Festival. The festival will feature 75 retail vendors and exhibitors selling their products and produce, displaying their services and offering free giveaways, delicious cuisine from area food trucks and dessert vendors, live entertainment from local artists and bands, kids attractions including face painting, balloon twisting, inflatables, virtual reality games, and so much more!

Norfolk Collegiate Fall Fair (Norfolk)
Address: Franklin and Mathas Family Fields at Norfolk Collegiate School
Date: Saturday, October 16, 2021 from 11am-3pm
Activity: Join us on Saturday, Oct. 16, 2021, for our Fall Fair! This outdoor event from 11 a.m. to 3 p.m. on the Franklin and Mathas Family Fields brings together the Collegiate community for a day of athletic contests, games, food and more! This event will be one that all age groups can enjoy.

Witch of Pungo Fest (Virginia Beach)
Address: Blue Pete’s Restaurant 1400 N Muddy Creek Rd, Virginia Beach VA
Date: Saturday, October 16, 2021 from 11am-3pm
Activity: Come celebrate the spooky season early at our first ever Witch of Pungo Festival at Blue Pete’s. We’re celebrating the incredible Grace Sherwood with a day of food and fun for the whole family. We will have Witch of Pungo Pumpkin ale on draft, pumpkin desserts and pastries, turkey legs, fall cocktail specials, Halloween cookie decorating, a kids’ scavenger hunt, medium Erin Renvylle will be doing readings, and HM Johnson will here from 11-3pm. Event is not ticketed and is open to the public!

Fall Festival (Newport News)
Address: Hidenwood Presbyterian Church, 414 Hiden Blvd, Newport News VA
Date: Saturday, October 16, 2021 from 11am-4pm
Activity: Featuring: Barrels of Fun Train ~ Pony Rides ~ Petting Zoo Giant Slide ~ Hay Ride ~ Bake Sale ~ Giant Plinko & More! Food provided by Jessie Lou’s Mobile Food Truck Tickets available the day of the Festival! $10 all day wrist band (ages 3 & up) Special pricing for families of 4 Children under 2 free!

Pets & Pumpkins Fall Festival (Newport News)
Address: Tradition Brewing Company, 700 Thimble Shoals Blvd, Newport News VA
Date: Saturday, October 16, 2021 from 12-5pm
Activity: We are excited to announce the 3rd Annual Pets & Pumpkins Fall Festival! This family fun festival will be for both the 2-legged and 4-legged members of your family. This event is not just a fun event full of activities for your family but is a fundraising event to help the animals in the care of The Cat Corner and Animal Aid Society. There will be awesome food, beverages, raffles, silent auctions, family fun activities and live music for everyone’s enjoyment!

Fall Fest at First Landing (Virginia Beach)
Address: First Landing State Park, 2500 Shore Dr., Virginia Beach, VA 23451. Main Visitor Center Courtyard
Date: October 16, 2021 from 1-5pm
Activity: Happy Fall, Y’all! Celebrate the changing seasons at First Landing’s Annual Fall Fest Event. Festivities will include free wagon rides, autumnal crafts and games, s’mores, community partner booths, music, and more. Food and beverages will be available for purchase – proceeds benefit the Friends of First Landing.

Dogtoberfest with Elation Brewing (Norfolk)
Address:  Elation Brewing 5104 Colley Ave Norfolk, VA 23508
Date: Saturday, October 16, 2021 from 1-5pm
Activity: Friends of NACC’s 8th Annual Dogtoberfest featuring our very own Mutt Lager at Elation Brewing! Proceeds from the lager will go to NACC! We will also be selling a pint glass and other NACC gear! Live music by Dan Pellegrino from 2-4! Dog Costume Contest at 4 (come early to participate)! Lots of dog-friendly fun that you will not want to miss!

Virginia Beach Water Lantern Festival (Virginia Beach) POSTPONED
Address: Mount Trashmore Park, Virginia Beach
Cost: $25.99 – $55.99
Date: Saturday, October 16, 2021 from 3:30-7:30pm
Activity: Water Lantern Festival is an amazing experience where you’ll witness the magic of lanterns as they light up the water.

Fall Festival (Norfolk)
Address: 1251 Kemspville Rd, Norfolk VA 23502
Date: Saturday, October 16, 2021 from 4-7pm
Activity: Trunk or Treat, Costume Party, Crafts and More!

Stockley Gardens Arts Festival (Norfolk)
Address: Stockley Gardens Park, Norfolk, VA
Date: Saturday, October 16, 2021 from 10am-5pm & Sunday, October 17, 2021 from 12-5pm
Cost: Free & Open to the public
Activity: The Stockley Gardens Arts Festival has been a biannual staple in the Hampton Roads area for the past 37 years, as well as being Hope House Foundation’s biggest fundraiser. The money raised during these events helps pay for rent, transportation, food, furnishings, unmet medical care, and more for people with developmental disabilities in Norfolk, Chesapeake, and Virginia Beach. Stockley is a communal celebration, a beloved tradition that has remained constant over the years, withstanding recessions, weather, hurricanes, and now COVID-19.

Driver Days (Suffolk)
Address: Driver, Virginia
Dates: October 16 & 17, 2021 from 9am-5pm
Cost: Free and Open to the Public.
Activity: Come on out for a great family-friendly event. activities for the kids, great entertainment, and lots of shopping from our driver merchants and our wonderful vendors. lots of great food.

Fall Fest at McDonald Garden Center (Virginia Beach)
Address: Independence and Great Neck locations: 1276 N. Great Neck Road Virginia Beach, VA 23454 and 1144 Independence Boulevard Virginia Beach, VA 23455
Dates: Saturday, October 16 & 17, 2021
Activity: At McDonald Garden Center, fall is a beloved season where we celebrate the summer harvest along with the coming of winter. Join us for our final and favorite 2-day fall event of the season: Fall Fest! Revel in great deals for the whole family on all your favorite fall plants and products alongside the crisp autumn air. Enjoy everything from games and hot cider to pumpkin painting and more! We have everything you need to get cozy and get your fall on. Stop by October 16th and 17th at either or both of our year-round locations to enjoy Fall Fest with your family and friends!

Pig and Oyster Fest (Virginia Beach)
Address: 24th Street Park, Virginia Beach VA
Date: October 17, 2021 from 1-5pm
Cost: $55-$90
Activity: Join us at the 2021 Pig & Oyster Fest where we will be celebrating the 40th anniversary of the museum being open to the public. Since 1981, we have been honoring the rich maritime history of Virginia Beach. Enjoy oysters, beer, live music, & a silent auction!

Bark in the Park (Virtual)
Address: Virtual Event – Online
Date: October 10-17, 2021
Activity: Bark in the Park is Chesapeake Humane Society’s largest annual fundraiser and has become Chesapeake’s most talked about pet event. This year’s week-long event from October 10th-17th will feature educational videos on our social media platforms about a wide variety of animal-related topics, an online silent auction, and an in-person event at Back Bay’s Farmhouse Brewery Co. on October, 17th. This event offers opportunities for everyone and we hope you participate! All proceeds benefit the homeless animals at Chesapeake Humane Society.

Moon Festival – A Monumental Art Experience (Norfolk)
Address: Barry Art Museum, 1075 W 43rd Street, Norfolk VA
Dates: October 15-17, 2021
Activity: Experience Luke Jerram’s larger-than-life Moon in orbit with a free, three-day festival and outdoor pop-up exhibition at ODU! Full schedule of activities/events on the link.




Need to update an event on this list? CLICK HERE.

CANCELED: Military – Operation: Family Fun Adventure (Norfolk)
Address: Captain Slade Cutter Athletic Park 100 Elementary Dr, Norfolk, Virginia 23551
Date: Canceled in 2021
Activity: Join us for family-friendly fun emphasizing physical activity to promote sustainable healthy living for all ages! Featuring: Agility inflatables and bounces houses by Knockerball Hampton Roads, Petting Zoo, Puppet Show, Food Trucks, Community resources, Games and MORE! Attendance is ONLY open to active duty military, reserve/national guard, and eligible dependents with valid Military ID card.

Virginia Beach Cupcake Festival (Virginia Beach)
Address: Mount Trashmore Park 310 Edwin Drive Virginia Beach, VA 23462
Date: Postponed
Cost: Free admission to the festival. Participate in the 5K Cupcake Classic for $40.
Activity: The purpose of this fun-filled outdoor event is to unify the community, in an effort to raise support for CHKD, and our community all while enjoying delicious CUPCAKES! There will be: Food, Fun, Entertainment, Children’s Activities, Music, Vendors, & Thousands of Cupcakes! and it all starts with a 5K Cupcake Classic!

Hampton Roads Pride Festival (Norfolk)
Address: Scope Arena Plaza 201 East Brambleton Ave, Norfolk VA
Date: Sunday, September 12, 2021 from 12-4pm POSTPONED
Activity: What was once a humble gathering in Lakewood Park has evolved over the past 30 years to a vibrant and energetic celebration, spanning over a week-long and with the distinction as the largest Pride Festival in Virginia, Hampton Roads Pride is not to be missed! Get ready to Revive Your Pride as we will celebrate our freedom to live authentically as members of the thriving Hampton Roads LGBT and allied communities. Mark your calendar and make plans to join us for a very special PrideFest on Sunday, September 12, 2021 from 12:00 p.m. to 4:00 p.m. at Scope Arena Plaza located at 201 East Brambleton Avenue, Norfolk, Virginia. Together we will continue to work in support of inclusion, dignity, and equality of all people.

CANCELED Phoebus Fall Festival (Hampton)
Address: Downtown Phoebus, Mellen Street Hampton, VA
Date: October 9, 2021 from 10am-6pm This event has been canceled for 2021
Cost: Free
Activity: Our legendary Fall Festival is back for 2021 and it’s going to be bigger than ever, with arts and crafts vendors lining the streets, specialty street food, live music all day long, and local breweries offering pours of their amazing beers and ciders.

SonRise Music Festival (Virginia Beach)
Address: 24th Street Stage, Virginia Beach Oceanfront
Date: Postponed to 2022
Cost: N/A
Activity: The SonRise Music Festival, one of Virginia’s largest Christian music festivals, is set to return to the Virginia Beach Oceanfront. The SonRise Music Festival will present prominent national Christian music artists along with a variety of local artists and bands.

Newport News Fall Festival (Newport News)
Address: Newport News Park, 13560 Jefferson Avenue Newport News, VA 23603
Date: This event has been canceled in 2021.
Cost: Admission is free; parking fee $5.00 per vehicle on-site and at satellite areas (Greenwood Elementary School/Woodside High School/New Horizons). Free shuttle bus service will run continuously between the satellite parking areas and the festival.
Activity: The Annual Newport News Fall Festival, which attracts 35,000 visitors each year, will feature over 150 exhibitors showcasing art, crafts, heritage trade demonstrations, entertainment, children’s activities, and food. No pets are permitted in the festival area.

Harvest Faire at Endview Plantation (Newport News)
Address: Endview Plantation 362 Yorktown Rd Newport News VA, 23602
Date: Cancelled in 2021
Activity: Harvest Faire is a modern interpretation of a late 15th century European fall harvest celebration and tournament. Entertainers and a market mix with the sounds of good-natured martial competition and the smells of period cooking. Watch a craftsperson plying their trade, try your hand at games of chance and skill, and cheer for the warrior of your choice at the Field of Honors. Wander through 6 acres of village on a 22 acre site. Harvest Faire is produced and staffed entirely by volunteers.

Great American Food Fest (Chesapeake)
Address: Chesapeake City Park, 900 City Park Drive, Chesapeake VA
Date: October 6, 2021 from 3-7pm Canceled in 2021
Activity: Chesapeake Sheriff’s Department Charities Inc and the South Norfolk Ruritan Club are hosting the Great American Food Festival. This charity event is an all-inclusive event featuring the main meal of pork bbq, fried fish, bbq chicken, clam chowder, hush puppies and corn on the cob & more.

CANCELED: Military: Family Fall Festival at Huntington Hall (Newport News)
Address: Huntington Hall Field – NNSY, Newport News VA
Date: October 15, 2021 from 3-6pm
Activity: Huntington Hall MWR Community Recreation will be hosting a family fall festival at Huntington Hall Field on Friday, October 15 from 3 to 6 p.m. Come out and enjoy an afternoon of family fall fun. This event is open to all eligible ID holders. Registration is required by Wednesday, October 6. For more information or to register, please call 757-887-7395.

Need to update an event on this list? CLICK HERE.