Windsor Festivals Events

Art in the Park

Willistead Park 6 Jun 2026

Windsor Rib & Beer Fest

1 Festival Plaza, Windsor, ON N9A 7H7 22 May 2026

Family Father's Day Charity Extravaganza

SportsPlex Fitness St. Clair College 20 Jun 2026

Windsor Carnival 2026

Lanspeary Outdoor Rink 20 Aug 2026

2026 Electric Avenue International Jazz Festival

WindsorEats 3 Jul 2026

Mystic Garden Music Festival 2026

1250 Langlois Ave, Windsor, ON, Canada 11 Jul 2026

Windsor Nagar Kirtan 2026

Downtown Windsor 17 May 2026

Mark DeBonis LIVE Comedy At Tipsy Toucan (May 30th)

The Tipsy Toucan 30 May 2026

2026 Windsor Waterfront Half Marathon + 5K

Riverfront Festival Plaza 13 Sep 2026

Windsor International Black Film Festival

353 Freedom Way, Windsor, ON N9A 0C7, Canada 13 Aug 2026

SYNC

Festival Plaza Park 17 Jul 2026

Danny Martinello LIVE Comedy At Tipsy Toucan (Sep 19th)

The Tipsy Toucan 19 Sep 2026

Keesha Brownie LIVE Comedy At Tipsy Toucan (June 27th)

The Tipsy Toucan 27 Jun 2026

Taste of Walkerville

Wyandotte St E, Windsor, ON, Canada 12 Sep 2026

We Three Kings: The Multinational Tribute to Elvis ~ WINDSOR

RockStar Music Hall 3 Jun 2026

Jeremy Dobski LIVE Comedy At Tipsy Toucan (July 25th)

The Tipsy Toucan 25 Jul 2026

The Bridge: DETROIT Edition LIVE Comedy At Tipsy Toucan (July 11th)

The Tipsy Toucan 11 Jul 2026

Jason Allen LIVE Comedy At Tipsy Toucan (June 20th)

The Tipsy Toucan 20 Jun 2026

Otis Wonder at Windsor Ribfest

Riverfront Festival Plaza 24 May 2026

Windsor Ribfest presents Wicked Truth

Riverfront Festival Plaza 23 May 2026

Pinoyz II Men(Norm Alconcel/Ernie Vincente) LIVE At Tipsy Toucan (June 6th)

The Tipsy Toucan 6 Jun 2026

Northern Bloom Vendors Showcase

Willistead Park 21 Aug 2026

TIDAL WAVE FEST CRUISE and MARKET ft Bog Moss, Meandergreen and Brainrust

Windsor Premier Cruises 21 May 2026

Kyle Lucey LIVE Comedy At Tipsy Toucan (July 4th)

The Tipsy Toucan 4 Jul 2026

Crooked Swagger Live Windsor Ribfest

Riverfront Festival Plaza 22 May 2026

Northern Heat Ribfest Devonshire Mall !!! Crooked Swagger Live

Devonshire Mall 28 Aug 2026

Windsor' NEW Ribfest presents Wicked Truth

Devonshire Mall 29 Aug 2026

Windsor Jerkfest

2410 Central Ave 26 Jun 2026

Duck Days - Fun for the Whole Flock

1100 University Ave W 31 May 2026

Alexa Stanton LIVE Comedy At Tipsy Toucan (Aug 15th)

The Tipsy Toucan 15 Aug 2026

Don’t Worry (UK) / The Indiana Drones at Meteor

Meteor 20 May 2026

Black Film Festival

353 Freedom Way, Windsor, ON N9A 0C7, Canada 13 Aug 2026

Suzuki Fair

6320 Raymond, Windsor, ON, Canada 6 Jun 2026

Westbound Situation Concert

1215 Parent Avenue, at Giles, Windsor, ON, Canada, Ontario N8X 4J1 31 May 2026

Serenity Summerfest

2335 Dougall Ave., Windsor, ON, Canada, Ontario N8X1S9 13 Jun 2026

Hannah Lawrence LIVE Comedy At Tipsy Toucan (May 23rd)

The Tipsy Toucan 23 May 2026