Reminder: Isle of Wight County Fair 2026

Don’t miss a weekend of carnival fun at the Isle of Wight County Fair in Windsor from September 17 – 20, 2026!

This year you can expect Entertainment, Carnival Rides, Food, Vendors, FREE laser tag and more!

Where: Joel C Bradshaw Fairgrounds, Heritage Park, 21311 Courthouse Highway, Windsor VA

When: The Isle of Wight County Fair takes place September 17 – 20, 2026

Dates & Cost: Purchase tickets here. Save when you buy tickets online/in advance.

• Thursday, September 17, 2026 – Carload Night: Best Bargain of the Fair! (5 -10pm)
  • Bring your entire family or friends in one car, van or truck and pay $57.95 online to enter the Fair and enjoy “all you can ride” wristbands for everyone in the vehicle. Limit 8 people per vehicle. Passengers must be legally seated in vehicle. (No passengers in truck beds please).
  • Single entry admission only tickets are available for $10 (+fee) online or $15 at the gate (does not include wristband for rides).
  • NOTE: Individual ride tickets will NOT be available for purchase on Carload Night.

• Friday, Sept 18, 2026 (10am-10pm). Saturday, Sept 19, 2026 (10am-11pm) & Sunday, Sept 20 (11am-6pm)
  • Ages 6 to 12 years: $9.30 (online) $10 at the gate
  • Ages 13 and above: $11.40 (online) $15 at the gate
  • Children 5 and under: Enter for FREE
  • 2 Day pass: $18 +fees (online only)
  • 3 Day pass: $26 +fees (online only)

• *Friday Specials* September 18, 2026 – available at the gate only
  • Senior Citizens (55 and up) and Elementary School Children (ages 6-12) pay $1 between 10am and 2pm and enjoy the Fair for as long as you care to stay.
  • Sunflower Hours: Guests with disabilities + 1 caretaker/companion pay $1 each between 12pm and 4pm and enjoy the Fair for as long as you care to stay.
  • All other patrons must pay regular fair admission. Gates close at 11pm.

• *Sunday Special* September 20, 2026 – Military Appreciation Day
  • Guests with valid military ID – Save $5 on Admission

Featured Events this year include: 

• WONDERLAND CIRCUS – Wonderland Circus is a colorful high energetic show with great verity acts, comedy and thrill attractions. Our performers features amazing acts of artistry, daring feats of courage and breath taking beauty! Wonderland Circus have been entertaining families all over the world! With over 8 generations of family entertainment Wonderland Circus is more than just entertainment it’s an adventure like no other for the whole family!
• WILD BEALS SPEEDWAY – Wild Beals Speedway, a show featuring racing pigs, ducks, and goats. Ran by Brett Beal, this show combines fast-paced races with fun commentary and promises fun for the whole family.
• FISHERMAN DAN’S OFF THE HOOK COMEDY STUNT SHOW – Dive into the rip-roaring world of laughter and lunacy with ‘Fisherman Dan’s Off The Hook Comedy Stunt Show’! Join the nautical merriment as Fisherman Dan hooks you in with a net full of side-splitting humor and jaw-dropping stunts. 
• BONNIE WEST AND HER FARM FRIENDS – Bonnie West is a one of a kind strolling attraction that is both entertaining and educational. Bonnie is a lifelong farmer’s daughter and a 4th grade teacher of over 20 years. She is engaging with children while teaching them the importance of agriculture and animals with her incredibly realistic different farm friends
• TACTICAL FORCE LASER TAG – Back by popular demand! Enjoy FREE laser tag at the fair!  Hours: Thursday – 5-9 p.m. Friday – 1-9 p.m. Saturday – 1-9 p.m. Sunday – 1-5 p.m.