Canadian Famous Comedy Tour LIVE at The Tipsy Toucan (Oct 3rd) Sat, 03 Oct at 08:00 pm The Tipsy Toucan CAD 28 FITNESS
The Fright Crawl | Windsor's Hottest Halloween Bar Crawl 2026 | Fri, Oct 30 Fri, 30 Oct at 07:30 pm The Thirsty Butler CAD 9 TO 80 FITNESS
Hannah Osborne LIVE Comedy At Tipsy Toucan (Oct 10th) Sat, 10 Oct at 08:00 pm The Tipsy Toucan CAD 25 FITNESS
The Fright Crawl | Windsor's #1 Halloween Bar Crawl 2026 | Sat, Oct 31 Sat, 31 Oct at 07:30 pm Bourbon Tap & Grill CAD 9 TO 92 FITNESS
The Fright Crawl | Windsor Halloween Day Bar Crawl 2026 | Sat, Oct 31 Sat, 31 Oct at 01:00 pm TBA CAD 9 TO 80 FITNESS
2-Minutes To Turkey - Windsor Stand-Up Comedy Contest Fri, 09 Oct at 08:00 pm Windsor Laughs Comedy Club at The Tipsy Toucan CAD 18 TO 23 COMEDY
Windsor Murder Mystery: Solve the case! Tue, 01 Sep at 12:00 am Walkerville Jubilee Pk, 621 Kildare Rd, Windsor, ON N8Y 3G8, Canada CAD 15 TRIPS-ADVENTURES
STILL GOT IT: Halloween 30+ Disco Inferno Day Party Sat, 24 Oct at 04:00 pm Disco Inferno ENTERTAINMENT
Dean Brody at The Colosseum at Caesars Windsor Fri, 20 Nov at 07:30 pm The Colosseum at Caesars Windsor TRIPS-ADVENTURES
Joel Plaskett at The Temple Ballroom Fri, 23 Oct at 07:00 pm Windsor Masonic Temple 100 year Anniversary ART
LEGO® Build It. Blast It. Save the Day! at Staples Store 112 Wed, 07 Oct at 05:00 pm Staples Tecumseh Store 112 FREE CONTESTS
Disability and Chill: ODSP, Advocacy and Community-Building Mon, 28 Sep at 10:30 am Optimist Community Centre FREE ART
Project Polly's Ep Release : A Villain's Masquerade Sat, 31 Oct at 08:00 pm JJ's Roadhouse CAD 23 FITNESS
Ella Horwedel LIVE Comedy At Tipsy Toucan (Nov 28th) Sat, 28 Nov at 08:00 pm The Tipsy Toucan CAD 25 COMEDY
The Bridge: DETROIT Edition LIVE Comedy At Tipsy Toucan (Nov 14th) Sat, 14 Nov at 08:00 pm The Tipsy Toucan CAD 25 FITNESS
Hanging Upside Down: Draw a Bat in the Tree Kids Art Class Sat, 03 Oct at 01:00 pm Expressive Brush Art Studio CAD 17 FITNESS
Josh Adams LIVE Comedy At Tipsy Toucan (Dec 12th) Sat, 12 Dec at 08:00 pm The Tipsy Toucan CAD 25 FITNESS