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Events & things to do In Windsor, Ontario
Concerts, classes and days out, close to home.
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72 events near Windsor
Rose City Dueling Pianos at Walkerville Brewery
Walkerville Brewery · Windsor, ON
7:00 p.m. to 10:00 p.m.
Join us for a night of musical fun with Rose City Dueling Pianos ft. Marc Dorian & Jeremy Coulter on Thursday, October 15th, 2026 at 7PM. Get ready to sing along and request your favorite songs as these talented pianists battle it out on the keys! Grab a drink, gather your friends and enjoy an exciting evening of entertainment at Walkerville Brewery! Taproom + Snack Bar will be open late to satisfy your appetites.
US$15.00 USD
Trivia Night at Manchester Bar
The Manchester Bar · Windsor, ON
7:00 p.m. to 7:00 p.m.
Join your host, BRN Trivia, at The Manchester Bar every Thursday at 7pm for free trivia with prizes for the winning teams.
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Trivia Night at Manchester Bar
The Manchester Bar · Windsor, ON
7:00 p.m. · 26 upcoming dates
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Trivia Night at Manchester Bar
The Manchester Bar · Windsor, ON
7:00 p.m. · 5 upcoming dates
See event website for price
Trivia Night at Manchester Bar
The Manchester Bar · Windsor, ON
7:00 p.m. · 26 upcoming dates
See event website for price
Ben Albert: Live in Windsor
The Tipsy Toucan · Windsor, ON
8:00 p.m. to 9:30 p.m.
Headliner Ben Albert brings his wild night of big laughs to Windsor for some intimate shows. Come watch this rising star! A must-see comedy showcase featuring headliner Ben Albert — one of Canada’s fastest-rising comedians. Known for his sharp wit and fearless stage presence, Ben has performed on the hit podcast Kill Tony and has built a massive following online, earning over 15 million views on TikTok. Join Ben for…
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Fleetwood Mac Mania
Chrysler Theatre · Windsor, ON
8:00 p.m. to 8:00 p.m.
Don’t miss Fleetwood Mac Mania at Chrysler Theatre! Tickets: $42.95+taxes & fees
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Diablerie Vampire Ball
Waters Edge Event Centre · Windsor, ON
Dates vary, check full schedule
Embrace The Night For one unforgettable night, mystery, elegance, and spectacle collide inside a transformed decommissioned church, where the walls echo with music and the shadows come alive. Welcome to the Diablerie Vampire Ball in Windsor, Ontario—a lavish vampire court where gothic opulence meets high-energy live music and the allure of burlesque cabaret. Whether you’re a vampire, witch, werewolf, fae, demon,…
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The Black Keys: The Peaches ‘N Kream Tour
The Colosseum at Caesars Windsor · Windsor, ON
7:30 p.m. to 9:30 p.m.
American rock duo The Black Keys are set to ignite The Colosseum stage on their PEACHES ‘N KREAM tour Formed in Akron, Ohio, over two decades ago, The Black Keys are comprised of singer/guitarist Dan Auerbach and drummer Patrick Carney. The duo has been called “rock royalty” by the Associated Press and “one of the best rock ‘n’ roll bands on the planet” by Uncut. Cutting their teeth playing small clubs, The Black…
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Card Board Game Night
The Shadowbox Theatre · Windsor, ON
5:00 p.m. to 10:00 p.m.
Sally forth for a solo adventure or bring a group of friends. Either way you\'ll make new friends who share your love of boardgames and card games!\n
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Trivia Night at Manchester Bar
The Manchester Bar · Windsor, ON
7:00 p.m. to 7:00 p.m.
Join your host, BRN Trivia, at The Manchester Bar every Thursday at 7pm for free trivia with prizes for the winning teams.
See event website for price
Pride Dirty Bingo
Villians Beastro · Windsor, ON
8:00 p.m. to 8:00 p.m.
Get ready for a night of outrageous laughs, cheeky entertainment, and fabulous prizes at our PRIDE DIRTY BINGO! Join us Thursday, October 22, 2026 at 8:00pm at VILLAIN’s BEASTRO for an adults-only evening where classic bingo gets a playful Pride Fest twist, complete with our gracious hosts Venom Von Snap and B Martini giving you campy commentary, music, and plenty of surprises. Whether you’re coming with friends,…
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WYCked Run 5K
River front, Great Canadian Flag @ Dieppe Gardens · Windsor, ON
9:30 a.m. to 12:00 p.m.
On Saturday, October 24 2026, Windsor's waterfront will come alive with costumes, community spirit, and a shared commitment to supporting local youth.The WYCked Run is not your typical fundraising run or walk! It's a celebration of community, creativity, inclusivity and giving back. Whether you're an experienced runner, a casual walker, …
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Dreamer: The Supertramp Experience
Chrysler Theatre · Windsor, ON
8:00 p.m. to 8:00 p.m.
Dreamer – “The Supertramp Experience” delivers a world-class show that includes authentic instrumentation, including vintage keyboards and live horns. Costume changes in between sets set the stage for a memorable evening of the very best Supertramp songs of all time, that are performed by some of North America’s finest A-List musicians. The accuracy of their renditions both vocally and instrumentally are uncanny. A…
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Dreamer: The Supertramp Experience
Chrysler Theatre · Windsor, ON
8:00 p.m.
See event website for price
Trivia Night at Manchester Bar
The Manchester Bar · Windsor, ON
7:00 p.m. to 7:00 p.m.
Join your host, BRN Trivia, at The Manchester Bar every Thursday at 7pm for free trivia with prizes for the winning teams.
See event website for price
Trivia Night at Manchester Bar
The Manchester Bar · Windsor, ON
7:00 p.m. to 7:00 p.m.
Join your host, BRN Trivia, at The Manchester Bar every Thursday at 7pm for free trivia with prizes for the winning teams.
See event website for price
Alice Cooper – Alice’s Attic Tour
The Colosseum at Caesars Windsor · Windsor, ON
8:00 p.m. to 8:00 p.m.
Shock-rock pioneer Alice Cooper returns to The Colosseum stage at Caesars Windsor.
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A Word to Carry: Grief, Grace & a Blank Page
Mastering the Soul · Windsor, ON
10:00 a.m.
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Bob Dylan – The Never Ending Tribute Show
Walkerville Brewery · Windsor, ON
7:00 p.m. to 11:00 p.m.
Tim Swaddling and The Twisted Fate presents … Bob Dylan: The Never Ending Tribute Show. A salute to the Poet Laureate of Rock n’ Roll. Performing selections of over 65 years of songs. Admission: $13 in advance, $15 at the door
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Catch Country Star Mitchell Tenpenny on Speed of Light Tour Stop at Caesars Windsor
The Colosseum at Caesars Windsor · Windsor, ON
8:00 p.m. to 8:00 p.m.
Mitchell Tenpenny brings his Speed of Light Tour 2026 to The Colosseum stage for a rowdy night of country on Saturday, November 7 at 8 PM. Multi-Platinum artist Mitchell Tenpenny has seen his career explode over the last few years. Since the release of his debut Number One hit single “Drunk Me” the multi-faceted entertainer, singer, songwriter, producer, and performer has surpassed the one billion streams threshold,…
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Trivia Night at Manchester Bar
The Manchester Bar · Windsor, ON
7:00 p.m. to 7:00 p.m.
Join your host, BRN Trivia, at The Manchester Bar every Thursday at 7pm for free trivia with prizes for the winning teams.
See event website for price
Tinseltown Windsor Christmas Popup
Windsor Eats · Windsor, ON
5:00 p.m. to 11:00 p.m.
Tinseltown Windsor is back and just like Kevin’s parents, we’d never leave you Home Alone for the holidays. From November 13 to December 31, 2026, WindsorEats Food Hall is undergoing a complete, floor-to-ceiling holiday transformation. We’re turning up the festive chaos, maxing out the tinsel, and making this year’s pop-up bigger, brighter, and way more over-the-top than ever before. Whether you’ve been good, bad,…
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Windsor Lancers Volleyball
Toldo Lancer Centre · Windsor, ON
6:00 p.m. to 9:30 p.m.
Catch the Windsor Lancers in action as they take on McMaster on Friday, November 13th at 6:00pm (W) and 7:30pm (M) at the Toldo Lancer Centre. Experience an exciting Volleyball matchup featuring the Windsor Lancers. Tickets are available at goLancers.ca/tickets.
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