Isle of Wight County Fair 2025

Don’t miss a weekend of carnival fun at the Isle of Wight County Fair in Windsor from September 11 – 14, 2025!

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 11 – 14, 2025

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

• Thursday, September 11, 2025 – Carload Night: Best Bargain of the Fair! (5 -10pm)
  • Bring your entire family or friends in one car, van or truck and pay $55 online or $60 at the gate 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/Saturday, Sept 12-13, 2025 (10am-11pm) & Sunday, Sept 14 (11am-6pm)
  • Ages 6 to 12 years: $8 +fees (online) $10 at the gate
  • Ages 13 and above: $10 +fees (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 12, 2025 – available at the gate only
  • Senior Citizens (55 and up) and Elementary School Children 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 12:00 pm and 4:00 pm 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 14, 2025 – Military Appreciation Day
  • Guests with valid military ID – Save $5 on Admission

Featured Events this year include: 

• HIGH FLYING PAGES – America’s premier aerial troupe! Excitement soaring high above your head and at blurring speeds right before your eyes with The High Flying Pages Thrill Show! Featuring America’s premier aerial troupe taking to the sky on the Flying Trapeze while they carry on a family tradition that expands generations! This multi-act production doesn’t stop there! Spectators will be on the edge on their seat as the Pages race motorcycles inside the confines of the Globe Of Death, a steel cage structure that leaves no room for error in an act that proves death-defying. Watch famous acrobats fly through the air from the Russian Swing, performing stunts in midair before landing in a net!
• SQUEALS ON WHEELS PIG RACING – Specially bred and trained, these fleet footed racing pigs bolt from the starting gate at the sound of a bell and race around an oval track with ears laid back, stubby legs churning and curly tails sailing along behind. These split-hoofed racers are real crowd pleasers. They are natural comedians as they move around the track snorting and squealing. Sawdust and fun fly as the pig’s battle it out, snout to snout, around the track. These racing pigs receive a diet rich in vitamins, minerals and medications to assure good health. As a result, the racers are the lean, mean running machines.
• ELECTRIFYING MAGIC OF JAY MATTIOLI – For over 20 years, Jay Mattioli has been creating spectacular magic presentations to entertain virtually any venue. His magic has criss-crossed the globe, appearing as the host of Asia’s largest magic variety show, in the first EVER public magic show in Kuwait, and as a Quarter Finalist on NBC’s #1 show “America’s Got Talent”. The show features several large-scale illusions seen nowhere else in the world, as well as hilarious high-energy, audience participation.  See Jay levitate, get squashed flatter than a pancake, and even cut in half!
• Southwest Dairy Mobile Classroom – Our trained instructors will demonstrate how to milk a cow, describe how milk goes from the farm to the consumer, and then answer questions from the audience. This is an innovative program that brings the dairy experience directly to children.
• 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.
  Find more information and tickets at thefairiscoming.com