Windsor Festivals Events

Windsor 2nd Annual Asian Night Market

Festival Plaza 27 Aug 2026

Dave Merheje-Summer Edition LIVE Comedy At Tipsy Toucan (July 31st)

The Tipsy Toucan 31 Jul 2026

Windsor Carnival 2026

Lanspeary Outdoor Rink 20 Aug 2026

2026 Windsor Waterfront Half Marathon + 5K

Riverfront Festival Plaza 13 Sep 2026

WINDSOR-ESSEX PRIDE PARADE

Ottawa Street 9 Aug 2026

WIDA FESTIVAL

Lanspeary Park 20 Aug 2026

Ron Josol LIVE Comedy At Tipsy Toucan (Nov 7th)

The Tipsy Toucan 7 Nov 2026

DJ Demers LIVE Comedy At Tipsy Toucan (Sep 5th)

The Tipsy Toucan 5 Sep 2026

CHARIOT FESTIVAL (Ratha-Yatra 2026)

Lanspeary Park 1 Aug 2026

Windsor International Black Film Festival

Windsor 13 Aug 2026

Taste of Walkerville

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

Experience Windsor Free Event Series

350 City Hall Square West, Windsor, ON, Canada, Ontario N9A 6S1 14 Jul 2026

Walkerville Distillery District Night Market

Walkerville Brewery 31 Jul 2026

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

The Tipsy Toucan 19 Sep 2026

2026 WINDSOR SUMMER ARTISAN,CRAFT AND FOOD VENDOR MARKET

Dieppe Gardens 28 Aug 2026

Ghost Ship

78 Riverside Dr W, Windsor, ON, Canada, Ontario N9A 2S4 17 Oct 2026

Canadian Middle Eastern festival

8700 Jerome St, Windsor, ON N8S 1G8, Canada 21 Aug 2026

2026 Margaritas & Mojitos Festival

WindsorEats 25 Jul 2026

WIDAFEST

Lanspeary Park 20 Aug 2026

Windsor International Black Film Festival

Ceasers Windsor 16 Aug 2026

Armin Arbabi LIVE Comedy At Tipsy Toucan (Aug 22nd)

The Tipsy Toucan 22 Aug 2026

Hassan Phills: Live in Windsor

Windsor Laughs Comedy Club at The Tipsy Toucan 20 Nov 2026

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

The Tipsy Toucan 25 Jul 2026

Ella Horwedel LIVE Comedy At Tipsy Toucan (Nov 28th)

The Tipsy Toucan 28 Nov 2026

Josh Adams LIVE Comedy At Tipsy Toucan (Dec 12th)

The Tipsy Toucan 12 Dec 2026

Bragolin + Carrellee at Meteor

Meteor 11 Sep 2026

Joel Plaskett at The Temple Ballroom

Windsor Masonic Temple 100 year Anniversary 23 Oct 2026

Nick Burden LIVE Comedy At Tipsy Toucan (Aug 29th)

The Tipsy Toucan 29 Aug 2026

Jordan Policicchio Live in Windsor

138 University Ave W 29 Aug 2026

WINDSOR HIP HOP FESTIVAL 2026

Atkinson Park 8 Aug 2026

Red Star - Outdoor Patio Street Fest

839 Erie Street East, Windsor, ON, Canada, Ontario N9A 3Y5 25 Jul 2026

Windsor Creative Fair

Willistead Park 2 Aug 2026

WIBFF (Windsor International Black Film Festival)

Quality inn 13 Aug 2026

TULUM VIBES!

ekō 2 Aug 2026

2nd Annual W.A.R.P. Festival

St Cyrils Slovak Centre 12 Sep 2026

6th Annual Butterfly Festival - Windsor Essex and Chatham-Kent Counties

Via Italia Heritage Garden, Windsor Ontario on Erie St E, Between Langlois and Marion 23 Aug 2026

Dan Duvall: Live at Windsor Laughs

Windsor Laughs Comedy Club at The Tipsy Toucan 12 Oct 2026

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

The Tipsy Toucan 15 Aug 2026

OPEN HEAVEN WARRIOR WORSHIP CONCERT

Charles Clark Square 25 Jul 2026

The Bridge: DETROIT Edition LIVE Comedy At Tipsy Toucan (Nov 14th)

The Tipsy Toucan 14 Nov 2026

Windsor' NEW Ribfest presents Wicked Truth

Devonshire Mall 29 Aug 2026

Erie St GastroPub - Block Party

Erie St GastroPub 23 May 2026

March for Jesus Celebration

Downtown Windsor 29 Aug 2026

Northern Heat Ribfest Devonshire Mall !!! Crooked Swagger Live

Devonshire Mall 28 Aug 2026

QUEENS OF PRIDE

Lanspeary Park 8 Aug 2026

PRIDE IN THE PARK - FRIDAY

Lanspeary Park 7 Aug 2026

Umang - A light of hope

Capitol Theatre Windsor 30 Aug 2026

Kizomba & Urban Kiz Beginner Experience

628 Monmouth Rd., Windsor, ON, Canada 8 Aug 2026

Iguana Death Cult (Netherlands) / Posh Toboggan at Meteor

Meteor 8 Sep 2026

PRIDE DAY

Lanspeary Park 9 Aug 2026

Into the Void Market: Dark Harvest

St Cyrils Slovak Centre 24 Oct 2026

STRONG ROCK FEST 2026

Meteor 15 Aug 2026

Support LEAD Vendors at Down Town Windsor Farmers Market

569 Pelissier St, Windsor, ON N9A 4L2, Canada 4 Jul 2026

DDTS @ WIDA FEST

Lanspeary Park 21 Aug 2026