Windsor Festivals Events

Whisky Weekend - October 3rd, 2026

J.P. Wiser's Experience 3 Oct 2026

Canadian Famous Comedy Tour LIVE at The Tipsy Toucan (Oct 3rd)

The Tipsy Toucan 3 Oct 2026

Windsor Firefighter's Chilifest 2026

Hellenic Cultural Centre Windsor 2 Oct 2026

Ghost Ship

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

Dan Duvall: Live at Windsor Laughs

Windsor Laughs Comedy Club at The Tipsy Toucan 12 Oct 2026

Whisky Weekend - October 4th, 2026

J.P. Wiser's Experience 4 Oct 2026

Windsor Essex County's 5th Annual Bathukamma Festival - 2026

Hindu Temple and Cultural Center of Windsor 10 Oct 2026

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

The Tipsy Toucan 7 Nov 2026

Joel Plaskett at The Temple Ballroom

Windsor Masonic Temple 100 year Anniversary 23 Oct 2026

Carnival Noir: Dream Evil

Scarehouse Windsor 7 Nov 2026

Slow Leaves / The Bishop Boys at Meteor

Meteor 1 Nov 2026

Hassan Phills: Live in Windsor

Windsor Laughs Comedy Club at The Tipsy Toucan 20 Nov 2026

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

The Tipsy Toucan 28 Nov 2026

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

The Tipsy Toucan 14 Nov 2026

Into the Void Market: Dark Harvest

St Cyrils Slovak Centre 24 Oct 2026

Support LEAD Vendors at Down Town Windsor Farmers Market

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

Experience Windsor Free Event Series

350 City Hall Square West, Windsor, ON, Canada, Ontario N9A 6S1 3 Oct 2026

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

The Tipsy Toucan 12 Dec 2026

Behind the Garden Suburb: Scandal, Speculation, and Unease in Memorial Park

Memorial Park 24 Oct 2026

Chocolate Fest

THE WFCU CENTRE 6 Feb 2027

Paczki Week 2027

4081 Tecumseh Rd. E, Windsor, ON, Canada, Ontario N8W1J7 3 Feb 2027