There was a slight chill in the air this week, and you know what that means. It’s time to break out the flannels, the pumpkin spice lattes, and road trips to fall fairs/festivals. Small town fests just hit different, so if you’re in Toronto and want to experience some autumn magic, these are the ones to jot down. Here are the fall festivals happening near Toronto.

Orono Fair

Just over an hour from Toronto is one of the province’s oldest running fairs, the Orono Fair.

Think tractor rides, scarecrows, pie competitions, and cover bands.

When: Sept. 4 to 7, 2025
Where: 2 Princess St., Orono, Ont.

Uxbridge Fall Fair

This adorable fair takes place at Elgin Park in Uxbridge.

The midway rides, tractor pulls, and fall treats will have you feeling like you’re in an episode of Gilmore Girls.

When: Sept. 5 to 7, 2025
Where: 180 Main St. S., Uxbridge, Ont.

Brampton Fall Fair

Just over an hour from Toronto, this fall fair will have all the makings of a perfect autumn outing: livestock, music, midway rides, and fruit and vegetable competitions.

When: Sept. 11 to 15, 2025
Where: Brampton Fairgrounds — 12942 Heart Lake Rd., Caledon, Ont.

Milton Fall Fair

This fall fair has been around for 170 years, so you know it’s a good one.

Enjoy live music while you check out the midway, tractor pulls, and vendors’ market.

When: Sept. 26 to 28, 2025
Where: 136 Robert St., Milton, Ont.

Markham Fair

According to the Markham Fair, this yearly event is one of Canada’s largest and longest-running county fairs!

There’s a demolition derby, plenty of food, rides, and shopping.

When: Oct. 2 to 5, 2025
Where: 10801 McCowan Rd., Markham, Ont.

Have a fantastic fall!

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Taylor Lucas

Associate Editor – Taylor is a Toronto-based journalist with a passion for storytelling. Whether chasing a story, writing, or editing, she brings a creative spin to the media world and has a blast doing it. Taylor brings years of journalism experience in sports, local/national news, and entertainment. In her spare time, you can typically find Taylor trying out a new restaurant or cocktail bar, cooking, golfing or binge-watching true crime documentaries.

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