Community Calendar

The Orangeville Minor Hockey are hosting the Orangeville Flyers Fall Classic Tournament! Divisions include: U10 AA, U10 A, U11 AA, U11 A, U12 AA, U12 A, U13 AA, U13 A, U14 AA, U14 A, U14 BB, U15 AA, U15 A, U15 BB, U16 AA, U16 A, U18 AA, U18 A Events are held at Alder Street Recreation Centre and Tony Rose Memorial Sports ...

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Fall Festival Juried Art Show and Sale

Friday, September 26, 2025 - 10:00 am to 5:00 pm

Alton Mill Arts Centre, 1402 Queen Street West, Alton, Ontario

Fall Festival Art Show and Sale –Sept. 17 – Oct. 5, Wednesday through Sunday, 10 am – 5 pm.

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Orangeville Flyers Fall Classic

Saturday, September 27, 2025 - 8:00 am to 10:00 pm

275 Alder Street, Orangeville, ON

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Orangeville Farmers' Market

Saturday, September 27, 2025 - 8:00 am to 1:00 pm

Beside Town Hall - 87 Broadway, Orangeville, ON

The Orangeville Farmers' Market offers the best in fresh produce, fruits, locally raised meats, fish, flowers, home baked goods and unique artisan crafts. Located directly beside Town Hall on Second Street, the market features free weekly draws, live entertainment, special events, and activities for children.Visit downtowno ...

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Dufferin Farm Tour

Saturday, September 27, 2025 - 9:00 am to 4:00 pm

Dufferin County, ON

Take a self-guided tour to gain a glimpse of the diversity of agriculture in the area as host farms share their farming knowledge and the day to day operations and challenges of farming. Dufferin County farms will be showcased, Admision is a non-perishable food donation or cash for the Local Food Bank. This is a rain or shi ...

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Fall Festival Juried Art Show and Sale

Saturday, September 27, 2025 - 10:00 am to 5:00 pm

Alton Mill Arts Centre, 1402 Queen Street West, Alton, Ontario

Fall Festival Art Show and Sale –Sept. 17 – Oct. 5, Wednesday through Sunday, 10 am – 5 pm.

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The Mom Market

Saturday, September 27, 2025 - 11:00 am to 4:00 pm

Orangeville Curling Club, 76 Fifth Avenue, Orangeville, ON

Get ready to get your shop on! Bringing Dufferin County, family friendly pop-up markets featuring the best of local artisans, makers and creatives!

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Luna Witches Night Market

Saturday, September 27, 2025 - 4:00 pm to 9:00 pm

Best Western PLUS Orangeville Inn & Suites, 7 Buena Vista Drive, Orangeville, ON

A mystical evening featuring over 40 magical vendors offering witchy wares, enchanted goods, handmade treasures, spiritual tools, and so much more. This is a market-only event, so come ready to shop, explore, and soak in the magic! Admission is free, and the vibes will be high.

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Orangeville Flyers Fall Classic

Sunday, September 28, 2025 - 8:00 am to 10:00 pm

275 Alder Street, Orangeville, ON

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Island Lake Trail Donation Day

Sunday, September 28, 2025 - 8:00 am to 1:00 pm

673067 Hurontario Street South, Orangeville ON

Come out and join the Friends of Island Lake as we enjoy the trails at Island Lake Conservation Area. Ask questions, find out more, and help support the maintainance of these beautiful trails right here in our community! Check out the turtle info display and learn more about the turtles who live right here in Island Lake a ...

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Dufferin Autism Walk

Sunday, September 28, 2025 - 10:00 am to 12:30 pm

11 Fendley Rd

Join us at Fendley Park on September 28, 2025 for the Dufferin Autism Walk hosted by The Dufferin Autism committee and Inclusive Perspectives A note from Karrie Lynn Daponte- organizer of this year’s walk. “Our 2025 Walk Ambassador THEO and his parents Brooke & Mark, fellow ASD mama Tori Spiteri and her business Incl ...

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Dufferin Autism Walk

Sunday, September 28, 2025 - 10:00 am to 12:30 pm

11 Fendley Rd

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Fall Festival Juried Art Show and Sale

Sunday, September 28, 2025 - 10:00 am to 5:00 pm

Alton Mill Arts Centre, 1402 Queen Street West, Alton, Ontario

Fall Festival Art Show and Sale –Sept. 17 – Oct. 5, Wednesday through Sunday, 10 am – 5 pm.

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Monday Night at the Movies

Monday, September 29, 2025 - 4:30 pm

85 Fifth Avenue, Orangeville

Monday Night at the Movies is a non-profit organization running in partnership with the Film Circuit, a division of the Toronto International Film Festival Group. Founded in 1989, Film Circuit is TIFF’s successful film outreach programme, bringing the best of Canadian and international films and artists to communities acros ...

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