2025 Summer Festival Guide

The anticipation is building for Orangeville’s 2025 festival season! Throughout the summer, our community’s lively spirit is showcased alongside an impressive selection of sights, sounds, and tastes. Each event creates an opportunity for authentic and memorable experiences. Our festival guide ensures you won’t miss a moment of the fun. Now is the time to mark your calendars and plan 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 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

Theatre Orangeville’s Summer Arts Fest is back for 2025 with an event lineup that celebrates art, music, artistic expression, and most of all – fun! 

Dufferin Film Festival

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

The Dufferin Film Festival is a celebration of Canadian independent cinema. Hosted at Orangeville's historic Opera House, the 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 the finest 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