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Events & things to do In Windsor, Ontario
Concerts, classes and days out, close to home.
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305 events near Windsor
Wines For The World
St. Clair Centre for the Arts · Windsor, ON
6:00 p.m. to 6:00 p.m.
Tickets are now on sale for the Rotary Club of Windsor-Roseland’s Wines For The World! Experience wines from our local wineries and sample culinary delights from our region’s restaurants. Craft beer will also be featured this year. Enjoy the music of Oxley Duo. There will be a silent auction and winery gifts baskets and restaurant gift certificates will be raffled. Tickets are $80/person – $750 table of 10. A group…
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Windsor Lancers Hockey
Adie Knox Herman Arena · Windsor, ON
7:30 p.m. to 10:00 p.m.
Catch the Windsor Lancers in action as they take on Ottawa on Friday, October 23rd at 7:30pm at Adie Knox Herman Arena. Experience an exciting Hockey matchup featuring the Windsor Lancers. Tickets are available at goLancers.ca/tickets.
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Windsor Lancers Hockey
Adie Knox Herman Arena · Windsor, ON
7:30 p.m. to 7:30 p.m.
Catch the Windsor Lancers in action as they take on Ottawa on Friday, October 23rd at 7:30pm at Adie Knox Herman Arena. Experience an exciting Hockey matchup featuring the Windsor Lancers.
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Jeff Leeson: Only Gonna Say This Once Comedy Tour
Chrysler Theatre · Windsor, ON
8:00 p.m. to 8:00 p.m.
Internationally touring comedian Jeff Leeson comes to Windsor for a night of live stand up comedy you will never forget! With over 25 years of touring experience and over 100 Million views online, find out why this is definitely one show you absolutely Do Not want to miss! Ages 16+ Tickets: $35+taxes & fees Debit cards cannot be used as a form of online payment. Visa & Mastercard only. No AMEX No refunds or…
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Jeff Lesson: Only Gonna Say This Once Comedy Tour
Chrysler Theatre · Windsor, ON
8:00 p.m.
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Fort Malden by Candlelight
Fort Malden National Historic Site · Amherstburg, ON
Dates vary, check full schedule
Explore candle-lit buildings and listen to stories of the soldiers who lived at Fort Malden over 200 years ago. Dates: Friday, October 23 and Saturday, October 24 Time: Tours available at 7 pm and 8 pm both days Email to register – spots are limited fortmalden@pc.gc.ca Event is weather dependent – cancellations will be posted on Facebook Presented by the Friends of Fort Malden Cost: $33 per person
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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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Windsor Lancers Hockey
Adie Knox Herman Arena · Windsor, ON
4:00 p.m. to 6:30 p.m.
Catch the Windsor Lancers in action as they take on Ottawa on Saturday, October 24th at 4:00pm at Adie Knox Herman Arena. Experience an exciting Hockey matchup featuring the Windsor Lancers. Tickets are available at goLancers.ca/tickets.
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Windsor Lancers Hockey
Adie Knox Herman Arena · Windsor, ON
4:00 p.m. to 4:00 p.m.
Catch the Windsor Lancers in action as they take on Ottawa on Saturday, October 24th at 4:00pm at Adie Knox Herman Arena. Experience an exciting Hockey matchup featuring the Windsor Lancers.
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Gatsby Murder Mystery Dinner Cruise
Windsor Premier Cruises · Windsor, ON
5:00 p.m. to 9:00 p.m.
Murder is on the Menu for this Gatsby themed voyage. During prohibition there were many gangsters bringing booze across the Detroit River. Risky business deals topped with greed, jealousy, hunger for power, and strikingly beautiful woman was always a recipe for disaster. Will you be the sleuth that solves this mystery? Detective that solves case wins a free cruise for 2 to use in 2027. Passengers are encouraged to…
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Soo Greyhounds V.S. Windsor Spitfires – Halloween Game
WFCU Centre · Windsor, ON
7:05 p.m. to 7:05 p.m.
Get into the Halloween spirit with costumes, candy, and hockey! Celebrate Halloween with family friendly fun and spooky surprises around every corner. Please come dressed up for a chance to win a Windsor Spitfires gift card. Giveaway: Candy Bag Stop by The Crease Shop inside the WFCU Centre to grab your own Windsor Spitfires merchandise to cheer on the hometown team! Make it a whole family outing with plenty of…
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Windsor Spitfires vs. Sault Ste. Marie Greyhounds
WFCU Centre · Windsor, ON
7:05 p.m.
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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.
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WSO Goes Country with Genevieve Fisher
Capitol Theatre · Windsor, ON
Dates vary, check full schedule
The Windsor Symphony Orchestra presents an unforgettable evening of music as country artist Genevieve Fisher joins the orchestra for a concert that blends the warmth and storytelling of modern country music with the richness of a live symphonic performance. Featuring a selection of Fisher’s original songs alongside popular contemporary country favourites, the concert offers audiences a unique crossover experience…
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Rad Sports Card And TCG Show
St Clair College Sportsplex · Windsor, ON
10:00 a.m. to 4:00 p.m.
The Rad Sports Card And TCG Show returns to the St. Clair College SportsPlex on Sunday, October 25th from 10am-4pm! This show will feature 100+ vendor tables, giveaways, and special guests. Admission is $5 and current St. Clair College Students and youth 13 & under get in free. Parking is available on site for free. Don’t miss out on one of the biggest shows of the year!
US$5.00 USD
Lakewood Mini Market
Lakewood Park · Tecumseh, ON
11:00 a.m. to 3:00 p.m.
Shop Local. Support Community. Join us on the Plaza on the second and fourth Sunday of each month through September for a vibrant mini market featuring local vendors, handmade goods, delicious treats and so much more! The Plaza is in Lakewood Park South, is free to attend, and is family and pet friendly. Good Finds – Great Vibes – See you there!
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Rum Runners Tour – SOLD OUT
Rockstar Music Hall · Windsor, ON
11:00 a.m. to 5:00 p.m.
Step back into the Roaring Twenties with The Rum Runners Tour — the award-winning theatrical adventure everyone’s raving about! Hop aboard for a 4-hour thrill ride filled with gangsters, rumrunners, comedy, music, and a lively speakeasy lunch show. From back-alley stories to larger-than-life characters, this is Windsor’s Prohibition era brought roaring back to life. With 300+ TripAdvisor reviews (95% five-star!),…
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Fall Leaf Garland — Printmaking Art Workshop for All Ages
Excessive Brush Art Studio · Windsor, ON
1:30 p.m. to 3:00 p.m.
Create a beautiful fall leaf garland using fun printmaking techniques! A creative family workshop for kids and adults Come and spend a beautiful afternoon creating art together at our studio! In this family-friendly workshop, you will explore a fun and colorful printmaking technique to create unique autumn leaves. Each leaf will have its own beautiful combination of colors, patterns, and textures. Once your printed…
US$25.00 USD
Essex County Black Historical Research Society Walking Tours
Jackson Park · Windsor, ON
3:00 p.m. to 3:00 p.m.
Join us for a free walking tour in Jackson Park to explore the new Windsor Emancipation Celebration Monument and Windsor’s Emancipation history! Meet at the parking lot near the Sunken Garden entrance. (Enter the lot from Tecumseh Rd E, next to Kennedy Collegiate Institute.)
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Jazz Night at the Brewery
Walkerville Brewery · Windsor, ON
6:00 p.m. to 9:00 p.m.
Join us on the last Sunday of the month from 6-9PM to enjoy some silky-smooth live jazz by The Coffee House Combo! Our taproom and kitchen will be open late to satisfy your cravings while enjoying some toe tapping tunes with charcuterie menu features on Jazz Nights! There is no cover for Jazz Night at the Brewery, however tips to the performers are appreciated! Admission is on a first come, first served basis –…
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Italian Culture Lecture Series – Learning about Wines
Giovanni Caboto Club · Windsor, ON
7:00 p.m. to 9:00 p.m.
Explore Italian culture this fall! Join us for our Italian Culture Series, featuring five fascinating lectures on Italian history, language, wine, art and more. You are invited to join us every Tuesday evening in October, plus Tuesday, November 3, for an informative and entertaining series featuring five knowledgeable guest speakers. Whether you have Italian roots, a passion for Italy, or simply want to learn…
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Phogheads Comedy Showcase
Phog Lounge · Windsor, ON
8:30 p.m. to 9:30 p.m.
Looking for something to do Tuesday night? Skip the scrolling and come laugh.\n
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2026 IIHF Women’s World Championship PreTournament
WFCU Centre · Windsor, ON
7:00 p.m. to 7:00 p.m.
Watch Canada go head-to-head with its biggest rival before taking on the world! On October 28 at the WFCU Centre in Windsor, Canada’s National Women’s Team will face the United States in an exhibition game ahead of the 2026 IIHF Women’s World Championship. After the last meeting between these two teams in the gold medal game of the 2026 Olympic Winter Games, Canada is setting its sights on gold once again with…
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