Community Calendar

Orangeville — are you ready for an afternoon that will sweep you straight to the rugged shores of Newfoundland? Off The Rock brings the unmistakable energy and heart of Great Big Sea to the Orangeville Opera House in a matinee performance that’s guaranteed to get you clapping, singing, and stomping along. From rowdy pub ...

NOV

Monday Night at the Movies

Monday, November 9, 2026 - 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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Monday Night at the Movies

Monday, November 9, 2026 - 7:00 pm

85 Fifth Avenue, Orangeville

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Monday Night at the Movies

Monday, November 9, 2026 - 9:10 pm

85 Fifth Avenue, Orangeville

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Orangeville and District Horticultural Monthly Meeting

Tuesday, November 10, 2026 - 6:30 pm to 8:30 pm

Orangeville Senior Centre, 26 Bythia St, Orangeville On, L9W 2S1

Please welcome our guest speaker tonight, Trish Symons, as she talks about "The Joys and Hazards of a Large Country Garden." There is a lot of work and a lot of satisfaction in a large country garden. Guests are welcome, free parking, sharing table, bring a mug for refreshments. Our AGM is held tonight as well.

NOV

Books and Loose Parts!

Wednesday, November 11, 2026 - 10:00 am to 11:30 am

1 mill street Orangeville, ON L9W 2M2

The Sunflower School invites you to join us at the library for a special storytime and loose parts play! We’ll start with an engaging children's book reading, followed by hands on exploration with loose parts. Loose parts play gives children the freedom to build, create, and imagine using open ended natural and sensory ma ...

NOV

Artful Giving 2026 presented by Headwaters Arts

Wednesday, November 11, 2026 - 10:00 am to 5:00 pm

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

Annual holiday gift show and sale featuring affordable, giftable art created with love by our artists.

NOV

Artful Giving 2026 presented by Headwaters Arts

Thursday, November 12, 2026 - 10:00 am to 5:00 pm

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

Annual holiday gift show and sale featuring affordable, giftable art created with love by our artists.

NOV

Orangeville Community Band - Open Practice

Thursday, November 12, 2026 - 7:00 pm to 9:00 pm

690 Riddell Rd Orangeville ON

Love music? Come join the Orangeville Concert Band for our open practice every Thursday evening! Musicians of all ages and experience levels are welcome to play, meet fellow musicians, and be part of a fun, friendly community band. New members are welcome to join throughout the season. Bring your own instrument, a mu ...

NOV

Artful Giving 2026 presented by Headwaters Arts

Friday, November 13, 2026 - 10:00 am to 5:00 pm

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

Annual holiday gift show and sale featuring affordable, giftable art created with love by our artists.

NOV

Winter Farmers' Market

Saturday, November 14, 2026 - 9:00 am to 1:00 pm

87 Broadway, Orangeville, ON

The Orangeville Farmers' Market offers local goods all year round. Throughout the winter, the market will run weekly inside Town Hall and feature a rotating selection of local vendors. Visit downtownorangeville.ca for a list of participating vendors each week.

NOV

Artful Giving 2026 presented by Headwaters Arts

Saturday, November 14, 2026 - 10:00 am to 5:00 pm

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

Annual holiday gift show and sale featuring affordable, giftable art created with love by our artists.

NOV

Artful Giving 2026 presented by Headwaters Arts

Sunday, November 15, 2026 - 10:00 am to 5:00 pm

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

Annual holiday gift show and sale featuring affordable, giftable art created with love by our artists.

NOV

Monday Night at the Movies

Monday, November 16, 2026 - 4:30 pm

85 Fifth Avenue, Orangeville

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Monday Night at the Movies

Monday, November 16, 2026 - 7:00 pm

85 Fifth Avenue, Orangeville

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Monday Night at the Movies

Monday, November 16, 2026 - 9:10 pm

85 Fifth Avenue, Orangeville

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Authors on Stage Jody Wilson-Raybould and Roshan Danesh

Tuesday, November 17, 2026 - 7:00 pm

Theatre Orangeville, 87 Broadway, Orangeville, ON

Presented by Theatre Orangeville in partnership with BookLore A timely conversation about leadership, courage and finding unity in a divided world. Former Minister of Justice and Attorney General of Canada, Indigenous leader and bestselling author Jody Wilson-Raybould joins Authors on Stage with The Inbetween Leader: Cu ...

NOV

Artful Giving 2026 presented by Headwaters Arts

Wednesday, November 18, 2026 - 10:00 am to 5:00 pm

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

Annual holiday gift show and sale featuring affordable, giftable art created with love by our artists.

NOV

Artful Giving 2026 presented by Headwaters Arts

Thursday, November 19, 2026 - 10:00 am to 5:00 pm

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

Annual holiday gift show and sale featuring affordable, giftable art created with love by our artists.

NOV

Orangeville Community Band - Open Practice

Thursday, November 19, 2026 - 7:00 pm to 9:00 pm

690 Riddell Rd Orangeville ON

NOV

Artful Giving 2026 presented by Headwaters Arts

Friday, November 20, 2026 - 10:00 am to 5:00 pm

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

Annual holiday gift show and sale featuring affordable, giftable art created with love by our artists.

NOV

Joy and Lights Festival

Friday, November 20, 2026 - 3:00 pm to 8:30 pm

87 Broadway, Orangeville, ON

Downtown Orangeville shines brighter than ever this holiday season with the return of the Joy + Lights Festival, now spanning two enchanting weekends filled with twinkling lights, live entertainment, family fun, and small-town holiday magic. Enjoy the annual tree lighting, Santa Claus Parade and visits with the jol ...

NOV

Joy and Lights Tree Lighting and Starlight Shopping

Friday, November 20, 2026 - 3:00 pm to 8:30 pm

87 Broadway, Orangeville, ON

Join us for an enchanting evening filled with hometown holiday spirit! Watch the magic unfold as Santa himself lights the town’s beautiful holiday tree, followed by visits with Santa on Second Street! Take in the festive Holiday Market, twinkling window displays, festive caroling, and the delightful hometown charm of beauti ...

NOV