End of Season 2025 U-Pick Strawberries in Hampton Roads (Updated!)

There are strawberries galore in Hampton Roads, here is a list of local places you can go to Pick Your Own Strawberries with the Kids. My kids LOVE picking their own berries.

**Make sure to always call or check websites/Facebook before heading out to pick, even if locations are open for the season they may close for weather or if they are picked out for the day!**

CHESAPEAKE

BROOKDALE FARM 2133 MT. Pleasant Rd, Chesapeake VA 23322 — (757) 721-0558

• U-pick strawberry fields – 2025 Upick Strawberry Season has ended.

HICKORY RIDGE FARM 2928 S Battlefield Blvd., Chesapeake, VA 23322 — (757) 560-6763 

• U-pick strawberry fields – Final days for the 2025 Season! Sunflower fields are blooming 🌻 Visit Facebook for current availability before heading out to the farm.
• HOURS: The farm is open daily from 9am – 6pm with additional activities on weekends.

HISTORIC GREENBRIER FARMS 225 Sign Pine Road, Chesapeake VA 23322 — (757) 421-2141 

• U-pick strawberry fields – 2025 Upick Strawberry Season has ended.

LILLEY FARMS 2800 Tyre Neck Rd, Chesapeake, VA 23321 — (757) 435-2085

• U-pick strawberry fields – Final Day of the Season will be June 13, 2025 Check Facebook or call for updates/current picking conditions before heading out to the farm.

MOUNT PLEASANT FARMS 2201 Mount Pleasant Road, Chesapeake, VA — (757) 482-0739 

• U-pick strawberry fields – Final days of the 2025 Season! Upick Blackberries & Peaches are open for the season. Check Facebook or call for updates/current picking conditions before heading out to the farm.

WARREN FARMS 1448 South Battlefield Blvd (entrance on Peaceful Rd) Chesapeake, VA 23322 — (757) 620-4781

• U-pick strawberry fields – Final days of the 2025 Season!  Check Facebook or call for updates/current picking conditions before heading out to the farm.

SMITHFIELD

BROWDER’S FRESH PICKINS 14489 Bethel Church Lane, Smithfield, VA 23430

• U-pick strawberry fields – Final days for the 2025 Season! 
• Check Facebook or email for updates/current picking conditions before heading out to the farm. Email: [email protected]

SUFFOLK

EVANS FARMS 1901 Wilroy Rd Suffolk, VA 23434 — (757) 538-3672

• U-pick strawberry fields – 2025 Upick Strawberry Season has ended.

FAITH FARMS 3259 Lake Prince Drive, Suffolk VA — (757) 620-8677

• U-pick strawberry fields – 2025 Upick Strawberry Season has ended. Check Facebook or call for updates/current picking conditions before heading out to the farm.

LONGSTREET FARMS 715 Longstreet Lane, Suffolk, VA

• U-pick strawberry fields – 2025 Upick Strawberry Season has ended. Check Facebook or email for updates/current picking conditions before heading out to the farm.

VIRGINIA BEACH

CULLIPHER FARM  772 Princess Anne Rd, Virginia Beach VA 23457 — (757) 721-7456

• U-pick Strawberries – OPEN for the 2025 Season! Also picking blueberries & blackberries. Click here for current availability before heading out to the farm. Sorry, no pets are permitted on the farm.
• STRAWBERRIES:  We provide the container that you get to keep upon completion. Please, no outside containers. Also currently picking Blueberries & Blackberries.
  PLAY AREA:  The play area located behind the farm market is complimentary and open during the regular market hours. Please come join us and play in the fresh country air!
  FARM MARKET:  Visit the on-site farm market where you can shop for fresh fruits and produce from the farm or other local farmers, as well as canned goods, baked goods and flash-frozen grass-fed beef from cows raised by Cullipher Farm. Don’t miss the 100% juice slushies and fresh ice cream made seasonally on-site!

FLANAGAN FARM at N Muddy Creek Rd & Princess Anne Rd, Virginia Beach, VA 23456 — (757) 426-5585

• U-pick strawberry fields – 2025 Upick Strawberry Season has ended. Check Facebook or call for updates/current picking conditions before heading out to the farm.

FLIP FLOP FARMER 3244 New Bridge Road, (PUNGO) Virginia Beach VA 23456 — (757) 426-9908

• U-pick strawberry fields – No recent updates, may be closed for the 2025 Season. Open for U-pick Blackberries! Check Facebook or call for updates/current picking conditions before heading out to the farm.

HENLEY FARMS 3484 Charity Neck Road, Virginia Beach, VA 23456 — (757) 426-7501 

• 2025 Upick Strawberry Season has ended. Upick Blackberries – OPEN for the 2025 Season!
• Check Facebook or call for updates/current picking conditions before heading out to the farm.

HENLEY’S AT PLEASANT RIDGE 2061 Pleasant Ridge Rd. Virginia Beach, VA 23457 — (757) 426-7501 

• 2025 Upick Strawberry Season has ended. Upick Blackberries – OPEN for the 2025 Season! 
• Check Facebook or call for updates/current picking conditions before heading out to the farm.

SALEM BERRY FARM 1763 Salem Rd, Virginia Beach, VA 23456 — (757) 818-3156

• 2025 Upick Strawberry Season has ended. Check Facebook or call for updates/current picking conditions before heading out to the farm.

VAUGHAN FARMS 1258 Princess Anne Rd, Virginia Beach, VA 23457 — (757) 615-4888

• U-pick strawberry fields – Final days for the 2025 Season! Check Facebook for updates/current picking conditions before heading out to the farm.

WILLIAMSBURG

MILLFARM CHRISTMAS TREES & BERRY FARM 4900 Fenton Mill Rd, Williamsburg, VA — (757) 566-2035

• U-pick strawberry fields – 2025 Upick Strawberry Season has ended. Check Facebook for updates/current picking conditions before heading out to the farm.

NORTH CAROLINA

WILLIAMS STRAWBERRY FARM 1383 NC Highway 343, North South Mills, NC 27976 — (252) 771-2647

• U-pick strawberry fields – 2025 Upick Strawberry Season has ended.Check Facebook for updates/current picking conditions before heading out to the farm.