Community Calendar

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 ...

JUN

Compass Run for Food

Saturday, June 14, 2025 - 9:00 am to 12:00 pm

246289 Hockley Rd, Mono

The Compass Run for Food features a family-friendly 5K run/walk and 10.5K run on groomed trails through scenic Island Lake Conservation Area in Orangeville. There is also a 0.5K free kids run. Participants get a Swag Bag with Souvenir Bib and Sponsored Shirt, while supplies last, with Chip-Time Results on race day. All ...

JUN

Dufferin Hi-Land Bruce Trail Club: Summer Solstice Hike Series

Saturday, June 14, 2025 - 10:30 am

Hikes vary in location.

Dufferin Hi-Land Bruce Trail Club presents: Summer Solstice Hiking Series, June 14 - 28, 2025 Join us for one, or all, of these exciting hikes celebrating the 2025 Summer Solstice! Forest Bathing Learn to Identify Flora and Fauna Biodiversity Walk Explore the History of Kilgorie Learn to Hike Nature Walk For more i ...

JUN

Dufferin Hi-Land Bruce Trail Club: Summer Solstice Hike Series

Saturday, June 14, 2025 - 10:30 am

Hikes vary in location.

JUN

The Addams Family presented by OMT

Saturday, June 14, 2025 - 2:00 pm

87 Broadway, Orangeville, ON

THE ADDAMS FAMILY, a comical feast that embraces the wackiness in every family, features an original story and it’s every father’s nightmare: Wednesday Addams, the ultimate princess of darkness, has grown up and fallen in love with a sweet, smart young man from a respectable family – a man her parents have never met. And if ...

JUN

The Addams Family presented by OMT

Saturday, June 14, 2025 - 7:30 pm

87 Broadway, Orangeville, ON

JUN

The Addams Family presented by OMT

Sunday, June 15, 2025 - 2:00 pm

87 Broadway, Orangeville, ON

JUN

Cruisin’ on First Classic and Custom Car Show

Wednesday, June 18, 2025 - 6:00 pm to 8:30 pm

99 First Street, Orangeville, ON

The family friendly cruise nights, features classic cars and trucks as well as custom rides on display at the Canadian Tire parking lot in Orangeville. The show takes place every Wednesday night until September 24, and there is no fee to attend. Weather permitting.

JUN

27th Annual Barry Burman Summer Shootout

Friday, June 20, 2025 - 9:00 am to 5:00 pm

6 Northmen Way, Orangeville, ON

This historic Ontario Lacrosse Association Invitational Tournament is named after one of the Orangeville Northmen founding fathers, Mr. Barry Burman. Over 900 players and coaches plus families from across Ontario will be in Orangeville to play 90 games of lacrosse over 3 days.Spectators are invited to watch the tournament.

JUN

The Addams Family presented by OMT

Friday, June 20, 2025 - 7:30 pm

87 Broadway, Orangeville, ON

JUN

Orangeville Farmers' Market

Saturday, June 21, 2025 - 8:00 am to 1:00 pm

Beside Town Hall - 87 Broadway, Orangeville, ON

JUN

27th Annual Barry Burman Summer Shootout

Saturday, June 21, 2025 - 9:00 am to 5:00 pm

6 Northmen Way, Orangeville, ON

JUN

Dufferin Hi-Land Bruce Trail Club: Summer Solstice Hike Series

Saturday, June 21, 2025 - 9:30 am

Hikes vary in location.

JUN

Celebrate Your Awesome

Saturday, June 21, 2025 - 11:00 am to 8:00 pm

Alexandra Park - 11 Second Street, Orangeville, ON

Celebrate Your Awesome is an annual event that celebrates pride and diversity in Orangeville with family-friendly entertainment. Find details by following Celebrate Your Awesome on Facebook and Instagram.

JUN

The Addams Family presented by OMT

Saturday, June 21, 2025 - 2:00 pm

87 Broadway, Orangeville, ON

JUN

The Addams Family presented by OMT

Saturday, June 21, 2025 - 7:30 pm

87 Broadway, Orangeville, ON

JUN

27th Annual Barry Burman Summer Shootout

Sunday, June 22, 2025 - 9:00 am to 5:00 pm

6 Northmen Way, Orangeville, ON

JUN

Dufferin Hi-Land Bruce Trail Club: Summer Solstice Hike Series

Sunday, June 22, 2025 - 9:30 am

Hikes vary in location.

JUN

Cruisin’ on First Classic and Custom Car Show

Wednesday, June 25, 2025 - 6:00 pm to 8:30 pm

99 First Street, Orangeville, ON

JUN

Alice in Wonderland Jr. presented by OMT

Friday, June 27, 2025 - 7:30 pm

87 Broadway, Orangeville, ON

Fall down the rabbit hole with Alice as she navigates the curious world of Wonderland on a journey of self-discovery. This 60-minute stage adaptation of the classic Disney animated film and the Lewis Carroll stories makes a triumphant return to the Broadway Junior® catalogue, with an updated script and score made specifical ...

JUN

Orangeville Farmers' Market

Saturday, June 28, 2025 - 8:00 am to 1:00 pm

Beside Town Hall - 87 Broadway, Orangeville, ON

JUN

Dufferin Hi-Land Bruce Trail Club: Summer Solstice Hike Series

Saturday, June 28, 2025 - 9:30 am

Hikes vary in location.

JUN

Headwaters Medieval Faire

Saturday, June 28, 2025 - 10:00 am to 7:00 pm

OAS Event Centre, 247090 5 Sideroad, Mono, ON

Come one, come all to the Headwaters Medieval Faire! Experience the excitement and wonder of the Middle Ages in a festival like no other. This event will transport you back in time to a world of knights, princesses, and medieval marvels. The Faire is an unforgettable event that you won’t want to miss. Experience the magi ...

JUN