Disco & Villians Present: The 10th Annual Rocky Horror Screening & Drag Show (Disco’s 10th Rocky) Fri, 16 Oct at 07:00 pm VillainsBeastro Windsor ENTERTAINMENT
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
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
Bite Me, B*tch - A Drag Paint Party Night Fri, 16 Oct at 07:00 pm 1009 Drouillard Rd #2 CAD 34 FITNESS
STILL GOT IT: Halloween 30+ Disco Inferno Day Party Sat, 24 Oct at 04:00 pm Disco Inferno ENTERTAINMENT
3rd Annual R.Y.O.T. For Charity Pre-Halloween Bash Sat, 17 Oct at 08:00 pm Meteor CAD 0 TO 12 FITNESS
Candlelight: Halloween Classics | Windsor Fri, 30 Oct at 01:30 pm Water's Edge Event Centre, Private tours by appointment only, 2879 Riverside Drive East, Windsor ENTERTAINMENT
Candlelight: Halloween Classics Fri, 30 Oct at 06:30 pm Water's Edge Event Centre CAD 27 TO 67 CANDLELIGHT-CONCERTS
Halloween Edition - M**der at Water's Edge: Stand-Up Comedy M**der Mystery Sat, 24 Oct at 08:00 pm Water's Edge Event Centre CAD 40 TO 50 COMEDY
Goulesque - Halloween Burlesque Review Fri, 23 Oct at 08:00 pm Lion's Head Tavern CAD 28 TO 33 FITNESS
Project Polly's Ep Release : A Villain's Masquerade Sat, 31 Oct at 08:00 pm JJ's Roadhouse CAD 23 FITNESS
A Villain's Masquerade : ProjectPolly's HELL ON EARTH EP Release Show & Costume Contest Sat, 31 Oct at 08:00 pm JJ's formerly Jake's Roadhouse & Blues Joint CONTESTS
Spooky Spider Web Craft Workshop – Halloween Art for Kids & Families Sun, 18 Oct at 01:30 pm Expressive Brush Art Studio CAD 27 TO 105 FITNESS
Hocus Pocus, Diamond Art & Matcha Movie Night ✨ Wed, 14 Oct at 06:30 pm 1009 Drouillard Rd #2 CAD 44 TO 50 FITNESS
Halloween Costume & Craft Party: Adopt-a-furry friend Sun, 25 Oct at 11:00 am 1009 Drouillard Rd #2 CAD 23 TO 39 COSTUME-PARTIES
Pumpkin Pop Art Painting Workshop — Family Art Fun! Sun, 18 Oct at 03:00 pm Expressive Brush Art Studio CAD 27 TO 105 FITNESS
October Tarot & Book Swap Sat, 10 Oct at 01:00 pm 553 Lincoln Rd., Windsor, ON, Canada, Ontario N8Y 2G6 BUSINESS
Behind the Garden Suburb: Scandal, Speculation, and Unease in Memorial Park Sat, 24 Oct at 01:30 pm Memorial Park CAD 28 FITNESS