The Black Keys at The Colosseum at Caesars Windsor Sun, 18 Oct at 07:30 pm The Colosseum at Caesars Windsor TRIPS-ADVENTURES
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
Candlelight: Queen vs. ABBA Fri, 30 Oct at 08:45 pm Water's Edge Event Centre CAD 23 TO 76 ENTERTAINMENT
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
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
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
Mitchell Tenpenny at The Colosseum at Caesars Windsor Sat, 07 Nov at 08:00 pm The Colosseum at Caesars Windsor
Joel Plaskett at The Temple Ballroom Fri, 23 Oct at 07:00 pm Windsor Masonic Temple 100 year Anniversary ART
Lee Brice at The Colosseum at Caesars Windsor Thu, 19 Nov at 08:00 pm The Colosseum at Caesars Windsor
Tinseltown Windsor Christmas Popup Fri, 13 Nov at 05:00 pm 400 Erie Street East, Windsor, ON, Canada, Ontario N9A 3X4 MUSIC
Dean Brody at The Colosseum at Caesars Windsor Fri, 20 Nov at 07:30 pm The Colosseum at Caesars Windsor TRIPS-ADVENTURES
Gatsby Murder Mystery Dinner Cruise Sat, 24 Oct at 05:00 pm 78 Riverside Dr W, Windsor, ON, Canada, Ontario N9A 2S4 ENTERTAINMENT
Candlelight: Halloween Classics Fri, 30 Oct at 06:30 pm Water's Edge Event Centre CAD 45 TO 67 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
Starry Night, inspired by Van Gogh Painting Class for Adults & Teens Fri, 24 Feb at 07:30 pm Expressive Brush Art Studio CAD 48 FITNESS
Project Polly's Ep Release : A Villain's Masquerade Sat, 31 Oct at 08:00 pm JJ's Roadhouse CAD 23 FITNESS
Next Stop Comedy at The Lion's Head Tavern! - Windsor, ON Fri, 27 Feb at 08:00 pm Lion's Head Tavern USD 28 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
Alice Cooper at The Colosseum at Caesars Windsor Fri, 06 Nov at 08:00 pm The Colosseum at Caesars Windsor
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
Josh Ross: Later Tonight Tour | Caesars Ticket + Hotel Packages Sat, 14 Nov at 08:00 pm The Colosseum at Caesars Windsor MUSIC
13th Annual Handmade Christmas Extravaganza "THE BIG ONE” Fri, 27 Nov at 04:00 pm Events Held At: 8787 McHugh Ave, Windsor, ON, Canada, Ontario N8S 0A1 NONPROFIT
Cirque Musica Holiday Wonderland at The Colosseum at Caesars Windsor Thu, 03 Dec at 08:00 pm The Colosseum at Caesars Windsor HOLIDAY
Haunted House Art Workshop | Family and Friends Halloween Craft Sun, 25 Oct at 02:30 pm Expressive Brush Art Studio CAD 59 FITNESS
Goulesque - Halloween Burlesque Review Fri, 23 Oct at 08:00 pm Lion's Head Tavern CAD 28 TO 33 PERFORMANCES
NOSFERATU: An Improvised Audio and Visual Symphony of Horror Fri, 30 Oct at 10:00 pm ekō CAD 12 ENTERTAINMENT
Happy Hallo-wheelz Comedy Show @ The Cherry Wed, 21 Oct at 07:00 pm The Cherry Rock Lounge CAD 17 FITNESS
Hassan Phills: Live in Windsor Fri, 20 Nov at 09:30 pm Windsor Laughs Comedy Club at The Tipsy Toucan CAD 33 TO 39 COMEDY
Decorative Fruit Bowl with Air Dry Clay, Class for Adults and Teens Sat, 15 Aug Expressive Brush Art Studio CAD 48 FITNESS
Rose City Writers take John Muir Library Mon, 19 Oct at 06:00 pm Windsor Public Library John Muir Branch FREE FITNESS
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
9th Annual Mistletoe Market-handmade for the holidays Sat, 05 Dec at 11:00 am 2879 Riverside Drive E, Windsor ON N8Y 2S8 HOLIDAY
Winter Landscape 3D Textured Artwork with Mixed Media Thu, 24 Oct at 05:30 pm Expressive Brush Art Studio CAD 53 FITNESS
Candlelight: Tribute to Michael Jackson Fri, 11 Dec at 06:30 pm Water's Edge Event Centre CAD 20 TO 56 ENTERTAINMENT
Roger Waters Presents LEGACY - A Pink Floyd Show Sat, 13 Mar at 08:00 pm The Colosseum at Caesars Windsor MUSIC
Blood on the Clocktower Fri, 30 Oct at 07:00 pm 1441 McDougall St., Windsor, ON, Canada, Ontario N8X 5C9
Good Deeds: A Drag Show Fundraiser Sat, 14 Nov at 08:30 pm The Man's Shop & Barbershop Bar CAD 12 TO 17 FITNESS
Behind the Garden Suburb: Scandal, Speculation, and Unease in Memorial Park Sat, 24 Oct at 01:30 pm Memorial Park CAD 28 FITNESS
Halloween Bash at the Dougall Ave Windsor Sportmen's Club Sat, 31 Oct at 06:00 pm Windsor Sportsman Club MUSIC
Spooky Streets: The Frightening Reality for Pedestrians Sat, 24 Oct at 11:00 am 585 Chatham St W Parking CAD 28 FITNESS
First Lutheran Fall Concert Series - October Fri, 30 Oct at 07:00 pm First Lutheran Church LC-C CAD 39 FITNESS
Twilight Paint & Trivia Night Thu, 22 Oct at 06:30 pm 1009 Drouillard Rd #2 CAD 50 TO 55 DRAWING-PAINTING
Dungeons and Dragons: One Shot Sun, 25 Oct at 06:00 pm 1441 McDougall St., Windsor, ON, Canada, Ontario N8X 5C9
Candlelight: Christmas Carols on Strings Sat, 19 Dec at 06:30 pm Our Lady of the Assumption Church CAD 30 TO 76 CANDLELIGHT-CONCERTS
Blue Rodeo | Official Caesars Ticket + Hotel Packages Sat, 16 Jan at 08:00 pm The Colosseum at Caesars Windsor MUSIC
Blue Rodeo with special guest The Devin Cuddy Band Sat, 16 Jan at 08:00 pm The Colosseum at Caesars Windsor MUSIC
Marianas Trench at The Colosseum at Caesars Windsor Fri, 08 Jan at 08:00 pm The Colosseum at Caesars Windsor
Tarot Readings With Psychic-Intuitive Tracey Rogers Fri, 23 Oct 1350 Ottawa Street, Windsor, ON, Canada, Ontario N8X 2E8 ART
Still Standing - Some How.. Comedy Tour.. Windsor Sat, 07 Nov at 07:00 pm 460 Erie St E CAD 25 TO 34 FITNESS
Reiki Healing Sessions With Tracey Fri, 23 Oct 1350 Ottawa Street, Windsor, ON, Canada, Ontario N8X 2E8 HEALTH-WELLNESS