Orangeville Fall Fair: 172 Years of Rural Tradition

Three days of midway, livestock shows, and demolition derby at the Orangeville Fairgrounds

📍 Get Directions Full Schedule

The Orangeville Agricultural Society’s 172nd Fall Fair brings a full midway, truck and tractor pulls, dairy and livestock shows, home craft exhibits, and a demolition derby to the fairgrounds just outside town — with live music each day and a Kid’s Zone running all weekend.

🎡 Midway rides & games 🚜 Truck & tractor pulls 🚗 Demolition derby 👨‍👩‍👧 Family Friendly

💡 Despite the name, the fairgrounds are technically in the Town of Mono, not Orangeville itself — just a short drive from downtown.

Why Go Schedule Kid’s Zone Essentials Getting There Tips FAQ

✨ Why This Fair Is Still the Big One

The Orangeville Agricultural Society has been putting on this fair since the 1850s, and in 2026 it marks its 172nd year — one of the older continuous agricultural fairs in the region. Even as the area around Orangeville and Dufferin County has grown more suburban, the fair has stayed the largest single community event on the local calendar.

It hits the classic fall fair notes — dairy and livestock judging, a Cope Midway with rides and games, and a truck and tractor pull that draws a serious crowd — but it’s grown into something bigger than the barns. Between the vintage snowmobile show, a classic car show, live bands each afternoon, and Sunday’s demolition derby, there’s a full weekend of programming layered on top of the agricultural roots.

It’s also genuinely built for families. Both weekend days run a dedicated Kid’s Zone with a petting zoo, wagon and barrel train rides, a kiddies’ tractor pull, and free face painting — so it works equally well as a big night out or a low-key family afternoon.

🎪 Full Schedule

Three days, one site — here’s what’s confirmed for each day, straight from the Orangeville Agricultural Society.

🧒 Kid’s Zone & Family Activities

Both Saturday and Sunday, 10 AM to 6 PM, the fairgrounds run a full slate of family programming alongside the main midway.

🐴 Sky Ridge Clydesdales & petting zoo 🚂 Wagon & barrel train rides 🚜 Kiddies’ tractor pull 🎨 Free face painting 🤡 Petunia the Clown 📖 Meet author Kathryn Burrell

📋 Essentials

🚗 Getting There & Parking

The Orangeville Fairgrounds sit on Side Road 5 in the Town of Mono, a few minutes’ drive northeast of downtown Orangeville.

By car: From Orangeville, take Broadway/Highway 9 east and follow signage to Side Road 5; the fairgrounds are clearly marked with on-site event parking.

Parking: On-site lots handle fair traffic; arrive early on Saturday for the busiest window around midday and the demolition derby in the evening.

💡 A Few Things Worth Knowing

🚗 Go early for the demolition derby. Both Saturday and Sunday close with the Moms Motor Sports Demolition Derby at 5:30pm — it’s the busiest draw of the weekend, so grab a spot with time to spare.

🐄 Catch the livestock shows Friday afternoon. The 4-H Dairy Club Show and Dufferin Wellington Holstein Show both run before the evening crowds arrive.

🐕 Keep dogs leashed and clean up after them. The fairgrounds are used year-round by the community, and off-leash dogs have been a repeated complaint at the property.

🎟 Bring cash or a card for the gate. Tickets are sold on-site, not in advance — no need to pre-purchase before you go.

❓ Common Questions