2025 Summer Festival Guide

Get ready for an unforgettable summer in Orangeville! The excitement is building as we gear up for the 2025 festival season. Our community's lively spirit will shine all summer long as we host an impressive line-up of local events. Our festival guide ensures you won't miss a single sound, taste, or moment. Be sure to check this year's dates and locations - a few events have moved to make way for even more fun. Then mark your calendars and get ready to join the festivities in Orangeville this summer!

Orangeville Blues and Jazz Festival

Friday, May 30 to Sunday, June 1 | Downtown Orangeville

Our community’s headline event kicks off festival season. The award-winning Orangeville Blues and Jazz Festival will feature live performances on streets, stages, and venues, accompanied by events and activities that will keep you strolling and strumming all weekend long.

Celebrate Your Awesome

Saturday, June 21 | Alexandra Park and Second Street

Celebrate Your Awesome is a colourful display of pride and diversity. This family-friendly event offers a safe and welcoming atmosphere that invites participants to recognize and appreciate their differences. Food trucks, vendors, buskers, live music, and two drag shows are just some of the fun activities.

Orangeville Rotary Ribfest

Friday, July 18 to Sunday, July 20 | Alder Recreation Centre

Sink your teeth into summer at the 16th annual Orangeville Rotary Ribfest. Savour delicious fare served up by 6 featured ribbers and a variety of food truck vendors. While you feast, enjoy live entertainment all weekend long. Don’t miss the Classic Car Show on Saturday afternoon and KidsFest on Sunday.

Theatre Orangeville's Summer Arts Fest

Friday, August 8 to Sunday, August 10 | Opera House and Alexandra Park

Theatre Orangeville’s Summer Arts Fest is back for 2025 and in a new location, right in downtown Orangeville! The extensive event lineup celebrates art, music, artistic expression, and most of all fun! 

Dufferin Film Festival

Friday, August 15 to Sunday, August 17 | Opera House

The Dufferin Film Festival is a celebration of Canadian independent cinema. Hosted at Orangeville's historic Opera House over three days, this year's expanded festival features all genres of Canadian-made short films and showcases Canadian Indie Filmmakers.

In Good Spirits and Taste of Orangeville

Friday, August 22 and Saturday, August 23 | Downtown Orangeville

Taste of Orangeville is the culinary event of the summer! The festivities begin on Friday evening with 'In Good Spirits,' a showcase of fine beverages, produced right here in our region. On Saturday, local restaurants come together to create tempting samples and bite-sized servings. 

These are just some of Orangeville's favourite festivals. You will find more events to enjoy this summer and beyond in our event calendar.

Visit our event calendar