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
Halloween Club Crawl Windsor Thu, 29 Oct at 08:30 pm Disco Inferno, Wild Child, Treehouse, GOAT Walkerville HALLOWEEN
The Fright Crawl | Windsor Halloween Day Bar Crawl 2026 | Sat, Oct 31 Sat, 31 Oct at 01:00 pm The Bistro At The River CAD 9 TO 80 FITNESS
STILL GOT IT: Halloween 30+ Disco Inferno Day Party Sat, 24 Oct at 04:00 pm Disco Inferno ENTERTAINMENT
Ahren Belisle Live In Windsor ON - 2nd Show Added Sun, 22 Nov at 08:30 pm RockStar Music Hall CAD 39 FITNESS
Wines for the World 2026 Fri, 23 Oct at 06:00 pm St. Clair College Centre for the Arts HEALTH-WELLNESS
Gatsby Murder Mystery Dinner Cruise Sat, 24 Oct at 05:00 pm 78 Riverside Dr W, Windsor, ON, Canada, Ontario N9A 2S4 ENTERTAINMENT
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
Opportunity Bridal - Wedding Dress Sale - Windsor Sun, 01 Nov at 09:00 am Giovanni Caboto Club CAD 0 TO 54 POP-UPS
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
Windsor-Essex Christmas Market 2026 - Part 1 Sat, 14 Nov at 12:00 pm THE WFCU CENTRE CHRISTMAS-MARKETS-AND-FAIRS
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
Kid's Spooky Slime & Costume Party Sun, 25 Oct at 11:00 am 1009 Drouillard Rd #2 CAD 20 TO 23 FITNESS
✨ THE ENLIGHTENMENT EXPERIENCE ✨ An Evening of Beauty, Innovation & Giving Thu, 22 Oct at 05:00 pm Enlightenment Day Spa CAD 25 FITNESS
💥🎤🎶Ultimate Karaoke - Alternate Saturdays 🎶🎤💥 Sat, 24 Oct at 08:00 pm JJ's formerly Jake's Roadhouse & Blues Joint MUSIC
Blood on the Clocktower Fri, 30 Oct at 07:00 pm 1441 McDougall St., Windsor, ON, Canada, Ontario N8X 5C9
Halloween Bash at the Dougall Ave Windsor Sportmen's Club Sat, 31 Oct at 06:00 pm Windsor Sportsman Club MUSIC
Twilight Paint & Trivia Night Thu, 22 Oct at 06:30 pm 1009 Drouillard Rd #2 CAD 50 TO 55 DRAWING-PAINTING
Balls & Calls: bingoh and so much more Fri, 06 Nov at 06:30 pm The Man's Shop & Barbershop Bar CAD 12 TO 33 FITNESS
THURST with Kevin Bailey & Friends Thu, 29 Oct at 09:00 pm 261 Pelissier St., Windsor, ON, Canada, Ontario N9A 4K2
United Snakes @ Windsor Sportsman club Dougall location, Nov 28th 7:30pm show time. Sat, 28 Nov at 07:30 pm Windsor Sportsman Club MUSIC
A Nightmare On Pitt Street Fri, 30 Oct at 08:30 pm 63 Pitt St E, Windsor, ON N9A, Canada ENTERTAINMENT
The Downtown Mission Halloween Fundraiser Party with The 519 Band Fri, 30 Oct at 06:00 pm Windsor Sportsmen's Club Trap & Skeet Ranges ENTERTAINMENT
India Canada Association Windsor's 41st Annual Gala Night 2026 Fri, 13 Nov at 06:30 pm Giovanni Caboto Club NONPROFIT
Club Eternal Dropp'n Local Music Spot Light Sun, 25 Oct at 05:00 pm JJ's formerly Jake's Roadhouse & Blues Joint MUSIC
Halloween Pop Up & Shopping Event Sat, 24 Oct at 01:00 pm 553 Lincoln Rd., Windsor, ON, Canada, Ontario N8Y 2G6
Halloween Trivia Pub Crawl w/Mack Flash Trivia Thu, 29 Oct at 06:00 pm Hurricanes Pub and Grill PARTIES
Coulter’s Furniture is Hosting Windsor’s First Interior Design Inspo Show Sat, 24 Oct at 12:00 am Coulter's Furniture
MefLab Muzik Presents: The Berzerk - Demon Vs. Psycho Album Release Party. Sat, 24 Oct at 10:00 pm 44 University Ave W CAD 12 FITNESS
Date Night Thursday’s $20 Off Bottles of Wine Thu, 22 Oct at 11:30 am 3115 Forest Glade Dr, Windsor, ON, Canada
Card Board Game Night Mon, 19 Oct at 05:00 pm 103B - 1501 Howard Ave (Howard and Shepherd), Windsor, ON, Canada, Ontario N8X3T5 ART
October 22nd - Brews & Board Games at the Walkerville Brewery Thu, 22 Oct at 05:00 pm Walkerville Brewery
Project Polly Presents : HIPHOP4TOTS CHRISTMAS CRASH-OUT SHOW AND TOY DRIVE Sat, 19 Dec at 06:30 pm JJ's Roadhouse CAD 23 TOY-DRIVES
Crime Stoppers Pasta Dinner Music Fundraiser Nov 20th @ 5:30pm Fri, 20 Nov at 05:30 pm Windsor Sportsman Club NONPROFIT
FULL FRONTAL Rocks The Cherry Rock Lounge Fri, 13 Nov at 09:00 pm The Cherry Rock Lounge ENTERTAINMENT
Nightmare in Sandwich 2026 - a Halloween Festival in Windsor-Essex's most haunted neighbourhood! Thu, 29 Oct at 06:00 pm Sandwich Street, Windsor, ON, Canada, Ontario KIDS
The Boom Shaka Lakas Dinner Show Sat, 20 Feb at 06:00 pm 201 Riverside Dr W, Windsor, ON, Canada PARTIES
Windsor Optimist Youth Band 60th Anniversary Gala Sat, 07 Nov at 05:30 pm Fogolar Furlan Windsor CAD 34 TO 75 FITNESS
Windsor, ON - Masonic Temple Ballroom Fri, 23 Oct at 08:00 pm 986 Ouellette Ave, Windsor, ON N9A 1C6, Canada
Haunted PUB CRAWL in Sandwich Town Fri, 30 Oct at 10:00 pm 3277 Sandwich St, Windsor, ON N9C 1A9, Canada PARTIES