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X-WR-CALDESC:Events for Tourism Windsor Essex Pelee Island
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DTSTART;TZID=America/Detroit:20261016T190500
DTEND;TZID=America/Detroit:20261016T190500
DTSTAMP:20260821T160505Z
CREATED:20260821T150607Z
LAST-MODIFIED:20260821T160505Z
UID:10178584-1792177500-1792177500@www.visitwindsoressex.com
SUMMARY:Owen Sound Attack V.S. Windsor Spitfires - Fight Night
DESCRIPTION:It is going to be a physical one! Experience fight-inspired entertainment\, high-energy moments\, and an unforgettable game night. Come early to watch a Boxing Exhibition in a full size ring located right on our concourse. Thank you Border City Boxing Club. \nStop by The Crease Shop inside the WFCU Centre to grab your own Windsor Spitfires merchandise to cheer on the hometown team! \nMake it a whole family outing with plenty of activities and entertainment all throughout the night!
URL:https://www.visitwindsoressex.com/event/owen-sound-attack-v-s-windsor-spitfires-fight-night/
LOCATION:WFCU Centre\, 8787 McHugh Street\, Windsor\, ON\, Canada
CATEGORIES:Entertainment,Sport
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X-APPLE-STRUCTURED-LOCATION;VALUE=URI;X-ADDRESS=WFCU Centre 8787 McHugh Street Windsor ON Canada;X-APPLE-RADIUS=500;X-TITLE=8787 McHugh Street:geo:-82.926651000977,42.320640563965
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BEGIN:VEVENT
DTSTART;TZID=America/Detroit:20261017T100000
DTEND;TZID=America/Detroit:20261017T150000
DTSTAMP:20260729T125922Z
CREATED:20260729T125922Z
LAST-MODIFIED:20260729T125922Z
UID:10178223-1792231200-1792249200@www.visitwindsoressex.com
SUMMARY:Family Fun Fall Market
DESCRIPTION:Shop local from over 80+ unique local vendors! From yummy baked goods\, colouring books\, all natural dog biscuits\, custom nightwear and loungewear to crochet\, 3D printed products and natural wellness products – you will be sure to find something special at this market! \nWe can’t wait to see you on Saturday October 17th from 10am to 3pm at The Event Centre at LaSalle Landing – 970 Front Rd. in LaSalle. \nFree Admission and not just for Moms\, something for everyone\, all are welcome!
URL:https://www.visitwindsoressex.com/event/family-fun-fall-market/
LOCATION:Event Centre at LaSalle Landing\, 970 Front Rd\, LaSalle\, Ontario\, N9J 1Z9\, Canada
CATEGORIES:Artisan,Entertainment
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BEGIN:VEVENT
DTSTART;TZID=America/Detroit:20261017T180000
DTEND;TZID=America/Detroit:20261017T220000
DTSTAMP:20260821T133934Z
CREATED:20260713T125554Z
LAST-MODIFIED:20260821T133934Z
UID:10178094-1792260000-1792274400@www.visitwindsoressex.com
SUMMARY:Ghost Ship Cruise
DESCRIPTION:Join us for an early Halloween Cruise – A Sunset cruise with a spooky flare. \nDJ Chino will be mixing the beats to make this Ghost Ship event spooktacular! \nCome dressed to enter the costume contest. Lucky 1st place winner will receive 2 Sunset passes-valued at $110. Runner up will receive 2 Sightseeing passes-valued at $90. \nBoarding: 6:00pm\nCruise: 7:00pm – 10:00pm \nDrink specials & small plates available to purchase.
URL:https://www.visitwindsoressex.com/event/ghost-ship-cruise/
LOCATION:Windsor Premier Cruises\, 78 Riverside Dr W\, Windsor\, Ontario\, N9A 2S4\, Canada
CATEGORIES:Buyable Experiences,Entertainment,Halloween
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BEGIN:VEVENT
DTSTART;TZID=America/Detroit:20261017T200000
DTEND;TZID=America/Detroit:20261017T200000
DTSTAMP:20251230T142859Z
CREATED:20251230T142859Z
LAST-MODIFIED:20251230T142859Z
UID:10174196-1792267200-1792267200@www.visitwindsoressex.com
SUMMARY:Fleetwood Mac Mania
DESCRIPTION:Don’t miss Fleetwood Mac Mania at Chrysler Theatre! \nTickets: $42.95+taxes & fees
URL:https://www.visitwindsoressex.com/event/fleetwood-mac-mania/
LOCATION:Chrysler Theatre\, 201 Riverside Dr. W\, Windsor\, ON\, Canada
CATEGORIES:Concerts,Entertainment
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X-APPLE-STRUCTURED-LOCATION;VALUE=URI;X-ADDRESS=Chrysler Theatre 201 Riverside Dr. W Windsor ON Canada;X-APPLE-RADIUS=500;X-TITLE=201 Riverside Dr. W:geo:-83.0420112,42.3187501
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BEGIN:VEVENT
DTSTART;TZID=America/Detroit:20261017T200000
DTEND;TZID=America/Detroit:20261018T020000
DTSTAMP:20260713T130617Z
CREATED:20260713T130617Z
LAST-MODIFIED:20260713T130617Z
UID:10178106-1792267200-1792288800@www.visitwindsoressex.com
SUMMARY:Diablerie Vampire Ball
DESCRIPTION: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\, ghost\, eldritch being\, or any other creature of the night\, you are welcome within our court. Don your finest dark attire\, embrace the fantasy\, and immerse yourself in an evening where every shadow has a story.
URL:https://www.visitwindsoressex.com/event/diablerie-vampire-ball/
LOCATION:Waters Edge Event Centre\, 2879 Riverside Dr E\, Windsor\, ON\, N8Y 4S7\, Canada
CATEGORIES:Entertainment
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BEGIN:VEVENT
DTSTART;TZID=America/Detroit:20261018T110000
DTEND;TZID=America/Detroit:20261018T170000
DTSTAMP:20260821T154612Z
CREATED:20260821T154612Z
LAST-MODIFIED:20260821T154612Z
UID:10178618-1792321200-1792342800@www.visitwindsoressex.com
SUMMARY:Harvest and Horses
DESCRIPTION:Don’t miss this longstanding\, family-favourite fall festival! Get hands-on experiences with Early Settler harvest activities including cider pressing\, sausage making\, apple drying\, and more! \nDon’t miss the popular Parade of Horses at 1pm and repeated at 3pm. Pony rides with Sarah Parks Horsemanship\, equine exhibits\, crafts and games for children\, too! \nHarvest Makers Market with select local vendors. Demonstrations including blacksmithing\, woodworking\, and weaving.
URL:https://www.visitwindsoressex.com/event/harvest-and-horses/
LOCATION:John R. Park Homestead\, 915 Essex County Rd. 50\, Essex\, ON\, N0R 1G0\, Canada
CATEGORIES:Entertainment,Family Fun
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BEGIN:VEVENT
DTSTART;TZID=America/Detroit:20261018T130000
DTEND;TZID=America/Detroit:20261018T130000
DTSTAMP:20260330T140228Z
CREATED:20260330T140228Z
LAST-MODIFIED:20260330T140228Z
UID:10176086-1792328400-1792328400@www.visitwindsoressex.com
SUMMARY:Leamington Raceway Horse Races
DESCRIPTION:Head out to the Leamington Raceway for a thrilling day filled with excitement and lots of fun! \nHorse races begin at 1:00pm sharp each Sunday with speciality weeks of racesa happening throughout the season!
URL:https://www.visitwindsoressex.com/event/leamington-raceway-horse-races/2026-10-18/
LOCATION:Leamington Raceway\, 194 Erie St. N\, Leamington\, ON\, N8H 3A4\, Canada
CATEGORIES:Entertainment,Sport
ATTACH;FMTTYPE=image/jpeg:https://www.visitwindsoressex.com/wp-content/uploads/2026/03/Leamington-Horse-Races.jpg
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BEGIN:VEVENT
DTSTART;TZID=America/Detroit:20261018T170000
DTEND;TZID=America/Detroit:20261018T190000
DTSTAMP:20260611T142948Z
CREATED:20260611T142948Z
LAST-MODIFIED:20260611T142948Z
UID:10177424-1792342800-1792350000@www.visitwindsoressex.com
SUMMARY:Music Bingo Trivia at Walkerville Brewery
DESCRIPTION:Join us for Music Bingo Trivia one Sunday a month at 5pm with your host Mack Flash Entertainment. A night filled with a little bit of bingo\, a little bit of trivia and a whole lot of music! \nMusic Bingo Trivia is always free to play and great prizes to be won! Participation is first come\, first serve. \nOur taproom and snack bar will be open late to satisfy your appetites!
URL:https://www.visitwindsoressex.com/event/music-bingo-trivia-at-walkerville-brewery/2026-10-18/
LOCATION:Walkerville Brewery\, 525 Argyle Road\, Windsor\, ON N8Y 4Z8\, Windsor\, ON\, Canada
CATEGORIES:Breweries Cideries & Distilleries,Entertainment
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END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Detroit:20261018T193000
DTEND;TZID=America/Detroit:20261018T193000
DTSTAMP:20260528T154905Z
CREATED:20260212T191358Z
LAST-MODIFIED:20260528T154905Z
UID:10175442-1792351800-1792351800@www.visitwindsoressex.com
SUMMARY:The Black Keys: PEACHES 'N KREAM at Caesars Windsor
DESCRIPTION:American rock duo The Black Keys are set to ignite The Colosseum stage on their PEACHES ‘N KREAM tour Sunday\, October 18 at 7:30 PM. \nFormed 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. \nThe Black Keys have won five GRAMMY Awards among 15 nominations\, including “Best Rock Album” for El Camino and “Best Rock Song” and “Best Rock Performance” for ”Lonely Boy.” Their latest single\, “You Got to Lose\,” was released on February 5. \nBe there when The Black Keys take The Colosseum stage on Sunday\, October 18 at 7:30 PM. Tickets go on sale online on Friday\, February 13 at 10 AM. Tickets can be purchased on caesarswindsor.com or ticketmaster.ca. Tickets can also be purchased at the Box Office on Friday\, Saturday\, and Show Days from 1 PM to 9 PM. \nAll shows in The Colosseum will be open to all-ages\, unless otherwise stated. Guests are reminded of the age requirement of 19 or older to enter the casino and related outlets. Minors attending a show in The Colosseum are to enter the property at the McDougall Street entrance. Guests 12 years of age or younger need to be accompanied by someone who is 16 years of age or older when attending a show in The Colosseum.
URL:https://www.visitwindsoressex.com/event/the-black-keys-at-caesars-windsor/
LOCATION:The Colosseum at Caesars Windsor\, 377 Riverside Dr E\, Windsor\, ON\, Canada
CATEGORIES:Concerts,Entertainment
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END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Detroit:20261019T170000
DTEND;TZID=America/Detroit:20261019T220000
DTSTAMP:20260225T155852Z
CREATED:20260225T155828Z
LAST-MODIFIED:20260225T155852Z
UID:10175825-1792429200-1792447200@www.visitwindsoressex.com
SUMMARY:Card Board Game Night
DESCRIPTION:Only at The Shadowbox Theatre on the 3rd Monday of every month: Card Board Game Night! 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! All are welcome — even kids (with adult supervision). Just $5 at the door. \nNot only are there myriad games for you to choose from — including fast-paced\, strategy\, trivia\, tile\, deck building\, party games — you can also bring your own games and find others who want to play them. Fun is guaranteed! \nHOW MUCH: $5 per person at the door (cash\, debit\, and credit accepted) \nTo learn more\, make requests for future game nights\, or even get a complete list of available games\, contact Ian Reuten at ianreuten@hotmail.com. You can also learn more at https://www.postproductionswindsor.ca/card-board-game-night.html
URL:https://www.visitwindsoressex.com/event/card-board-game-night-2/2026-10-19/
LOCATION:The Shadowbox Theatre\, 103B - 1501 Howard Ave\, Windsor\, ON N8X 3T5\, Windsor\, ON\, N8X 3T5\, Canada
CATEGORIES:Entertainment,Family Fun
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END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Detroit:20261023T200000
DTEND;TZID=America/Detroit:20261023T200000
DTSTAMP:20260812T152331Z
CREATED:20251211T134249Z
LAST-MODIFIED:20260812T152331Z
UID:10174047-1792785600-1792785600@www.visitwindsoressex.com
SUMMARY:Jeff Leeson: Only Gonna Say This Once Comedy Tour
DESCRIPTION:Internationally touring comedian Jeff Leeson comes to Windsor for a night of live stand up comedy you will never forget! \nWith 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! \nAges 16+ \nTickets: \n$35+taxes & fees \nDebit cards cannot be used as a form of online payment.\nVisa & Mastercard only. No AMEX \nNo refunds or exchanges on tickets. All sales are final. \nWheelchair Seating/Restricted Mobility: \nPlease advise the box office staff of your accessibility needs when booking tickets. The Balcony and Box Seats are not Wheelchair or Walker accessible. \nThe Chrysler Theatre Intermission Cafe offers soft drinks\, spirits\, wine\, beer and snacks.
URL:https://www.visitwindsoressex.com/event/jeff-lesson-only-gonna-say-this-once-comedy-tour/
LOCATION:Chrysler Theatre\, 201 Riverside Dr. W\, Windsor\, ON\, Canada
CATEGORIES:Entertainment
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BEGIN:VEVENT
DTSTART;TZID=America/Detroit:20261024T160000
DTEND;TZID=America/Detroit:20261024T210000
DTSTAMP:20260827T161048Z
CREATED:20260827T161048Z
LAST-MODIFIED:20260827T161048Z
UID:10178645-1792857600-1792875600@www.visitwindsoressex.com
SUMMARY:STILL GOT IT: Halloween 30+ Disco Inferno Day Party
DESCRIPTION:Get ready for a Halloween party made for the 30+ crowd at Disco Inferno in Windsor. Still Got It: Halloween Edition is an afternoon dance party featuring the best throwback hits from the 1980s\, 1990s and 2000s\, with hip hop\, R&B\, pop\, dance anthems and party classics. \nGuests can enjoy two LED disco dancefloors\, more than 40 disco balls\, Halloween decor\, a haunted photo booth\, a themed drink menu\, live performers and confetti moments throughout the afternoon. Costumes are encouraged\, with a costume contest and prizes adding to the Halloween fun. A professional photographer will also be on site to capture the celebration. \nThe party runs from 4 to 9 p.m.\, making it the perfect chance to get dressed up\, hit the dancefloor and enjoy a night out without staying out late.
URL:https://www.visitwindsoressex.com/event/still-got-it-halloween-30-disco-inferno-day-party/
LOCATION:Disco Inferno\, 29 Park St W\, Windsor\, ON\, Canada
CATEGORIES:Entertainment,Halloween
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END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Detroit:20261024T170000
DTEND;TZID=America/Detroit:20261024T210000
DTSTAMP:20260716T184311Z
CREATED:20260716T184311Z
LAST-MODIFIED:20260716T184311Z
UID:10178132-1792861200-1792875600@www.visitwindsoressex.com
SUMMARY:Gatsby Murder Mystery Dinner Cruise
DESCRIPTION:Murder is on the Menu for this Gatsby themed voyage. \nDuring 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? \nDetective that solves case wins a free cruise for 2 to use in 2027. \nPassengers are encouraged to dress in 1920’s & 30’s attire. \nMurder mystery will take place in the Dining Room from the comfort of your table. You will not be required to go outside. However you do have free range to the whole ship. \nCome immerse yourself in this real life drama hosted by the best in the biz Michelle Mainwaring and her talented team. \nDinner Menu:\nHarvest Salad/Bun\, Chicken Breast stuffed with sun dried tomatoes\, gruyere cheese\, asparagus & prosciutto\, potato dauphinoise\, green beans\, Pumpkin Pie & coffee or tea. (Vegetarian also available) \n$150 taxes & gratuity included. \nBoarding starts at 5pm. Cruise 6-9pm. \nDinner will be served as soon as boat leaves the dock shortly after 6pm. \nSpace is limited. Please book early to ensure your spot. \nPLEASE NOTE: Guests may be seated at the same table with other parties.\nCall to book 519-250-3999 (No online booking available)
URL:https://www.visitwindsoressex.com/event/gatsby-murder-mystery-dinner-cruise/
LOCATION:Windsor Premier Cruises\, 78 Riverside Dr W\, Windsor\, Ontario\, N9A 2S4\, Canada
CATEGORIES:Entertainment
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BEGIN:VEVENT
DTSTART;TZID=America/Detroit:20261024T190000
DTEND;TZID=America/Detroit:20261024T210000
DTSTAMP:20260725T182827Z
CREATED:20260603T134446Z
LAST-MODIFIED:20260725T182827Z
UID:10177340-1792868400-1792875600@www.visitwindsoressex.com
SUMMARY:Movie Trivia With Mack Flash at Walkerville Brewery
DESCRIPTION:Lights. Camera. TRIVIA! \nJoin us at Walkerville Brewery for a night of movie magic with the one and only Mack Flash! From cult classics to modern blockbusters\, are you ready to test your film knowledge? \nBring your team\, grab a pint\, and let’s roll film… and questions. \nFree to play. Prizes to win. Beers to drink. See you there\, cinephiles!
URL:https://www.visitwindsoressex.com/event/movie-trivia-with-mack-flash-at-walkerville-brewery/2026-10-24/
LOCATION:Ontario
CATEGORIES:Breweries Cideries & Distilleries,Entertainment
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END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Detroit:20261024T190500
DTEND;TZID=America/Detroit:20261024T190500
DTSTAMP:20260821T153851Z
CREATED:20260820T202117Z
LAST-MODIFIED:20260821T153851Z
UID:10178585-1792868700-1792868700@www.visitwindsoressex.com
SUMMARY:Soo Greyhounds V.S. Windsor Spitfires - Halloween Game
DESCRIPTION:Get into the Halloween spirit with costumes\, candy\, and hockey! Celebrate Halloween with family friendly fun and spooky surprises around every corner. \nPlease come dressed up for a chance to win a Windsor Spitfires gift card. \nGiveaway: Candy Bag \nStop by The Crease Shop inside the WFCU Centre to grab your own Windsor Spitfires merchandise to cheer on the hometown team! \nMake it a whole family outing with plenty of activities and entertainment all throughout the night!
URL:https://www.visitwindsoressex.com/event/soo-greyhounds-v-s-windsor-spitfires-halloween-game/
LOCATION:WFCU Centre\, 8787 McHugh Street\, Windsor\, ON\, Canada
CATEGORIES:Entertainment,Sport
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END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Detroit:20261024T200000
DTEND;TZID=America/Detroit:20261024T200000
DTSTAMP:20251230T143720Z
CREATED:20251230T143406Z
LAST-MODIFIED:20251230T143720Z
UID:10174197-1792872000-1792872000@www.visitwindsoressex.com
SUMMARY:Dreamer: The Supertramp Experience
DESCRIPTION: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 concert not-to-be-missed that is guaranteed to leave a lasting impression\, along with an uplifting sense of joy and satisfaction\, to all fans of this iconic musical group!\n\nTickets: $49.50 + taxes and fees
URL:https://www.visitwindsoressex.com/event/dreamer-the-supertramp-experience/
LOCATION:Chrysler Theatre\, 201 Riverside Dr. W\, Windsor\, ON\, Canada
CATEGORIES:Entertainment
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GEO:42.3187501;-83.0420112
X-APPLE-STRUCTURED-LOCATION;VALUE=URI;X-ADDRESS=Chrysler Theatre 201 Riverside Dr. W Windsor ON Canada;X-APPLE-RADIUS=500;X-TITLE=201 Riverside Dr. W:geo:-83.0420112,42.3187501
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Detroit:20261025T100000
DTEND;TZID=America/Detroit:20261025T140000
DTSTAMP:20260821T133917Z
CREATED:20260813T155522Z
LAST-MODIFIED:20260821T133917Z
UID:10178509-1792922400-1792936800@www.visitwindsoressex.com
SUMMARY:Hallowoof Fun Run & Walk
DESCRIPTION:Grab your costume\, leash up your four-legged best friend\, and join us for the Hallowoof Fun Run & Walk\, presented by Royal Canin! \nSunday\, October 25 at Malden Park (Pond Side)\n10AM – 2PM —— *Run begins at 11AM \nAs we celebrate 100 Years of Caring\, we’re excited to bring back a beloved event from our past\, bringing together hundreds of participants for a day filled with wagging tails\, community and Halloween fun. \nWhether you’re racing to the finish line or enjoying a leisurely stroll\, Hallowoof is all about celebrating pets\, people\, and community while raising vital funds for the thousands of animals who need our care each year. \nThis isn’t your average fun run! Dress up in your favourite Halloween costumes (pets too!)\, browse local vendors\, enjoy family-friendly activities\, enjoy a BBQ\, enter our costume contest\, and meet fellow animal lovers. \nWhether you’re running\, walking\, cheering from the sidelines\, or simply coming out to enjoy the festivities\, everyone is welcome. \nCome for the costumes. Stay for the cause. Help change an animal’s life—one step at a time.
URL:https://www.visitwindsoressex.com/event/hallowoof-fun-run-walk/
LOCATION:Ontario
CATEGORIES:Entertainment,Halloween
ATTACH;FMTTYPE=image/jpeg:https://www.visitwindsoressex.com/wp-content/uploads/2026/08/Hallowoof-SM-Poster-NO-QR.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Detroit:20261025T130000
DTEND;TZID=America/Detroit:20261025T130000
DTSTAMP:20260330T140228Z
CREATED:20260330T140228Z
LAST-MODIFIED:20260330T140228Z
UID:10176087-1792933200-1792933200@www.visitwindsoressex.com
SUMMARY:Leamington Raceway Horse Races
DESCRIPTION:Head out to the Leamington Raceway for a thrilling day filled with excitement and lots of fun! \nHorse races begin at 1:00pm sharp each Sunday with speciality weeks of racesa happening throughout the season!
URL:https://www.visitwindsoressex.com/event/leamington-raceway-horse-races/2026-10-25/
LOCATION:Leamington Raceway\, 194 Erie St. N\, Leamington\, ON\, N8H 3A4\, Canada
CATEGORIES:Entertainment,Sport
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END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Detroit:20261030T193000
DTEND;TZID=America/Detroit:20261030T210000
DTSTAMP:20260615T150920Z
CREATED:20260615T150920Z
LAST-MODIFIED:20260615T150920Z
UID:10177577-1793388600-1793394000@www.visitwindsoressex.com
SUMMARY:Leo Dufour LIVE Comedy At Tipsy Toucan
DESCRIPTION:Leo Dufour\, founder of Windsor’s iconic Komedy Korner\, returns to the heart of Ottawa Street for one unforgettable night of high-energy laughs\, quick wit\, and classic storytelling. If you’ve ever seen Leo live\, you already know—his shows are a guaranteed good time. If you haven’t? Don’t miss your chance. \nVenue & Show Info:\n– Doors Open: 7:30 PM | Show Starts: 8:00 PM\n– Venue: Located downstairs | 19+ only | Uncensored comedy — discretion advised\n– Drinks & Food: Cash-only bar during show | Full food menu upstairs\n– Parking: Street and lot parking available\n– Tickets: First-come\, first-served\, limited seating | Shows often sell out\n– Cost: $30.09\n– Experience Windsor’s premier — and only — live comedy club!
URL:https://www.visitwindsoressex.com/event/leo-dufour-live-comedy-at-tipsy-toucan/
LOCATION:The Tipsy Toucan\, 1444 Ottawa Street\, Windsor\, ON N8X 2G1\, Windsor\, ON\, N8X 2G1\, Canada
CATEGORIES:Entertainment
ATTACH;FMTTYPE=image/jpeg:https://www.visitwindsoressex.com/wp-content/uploads/2026/06/leo-dufour.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Detroit:20261031T180000
DTEND;TZID=America/Detroit:20261031T220000
DTSTAMP:20260821T133908Z
CREATED:20260813T155750Z
LAST-MODIFIED:20260821T133908Z
UID:10178514-1793469600-1793484000@www.visitwindsoressex.com
SUMMARY:Halloween Party
DESCRIPTION:Get ready for a frightfully fun night in our Skyline Ballroom. \nBring your friends and celebrate Halloween with a delicious three-course plated meal\, great music\, and a night of spooktacular memories. \nWhether you arrive in full costume or your favourite party attire\, you’re in for a wickedly good time! \nDoors open at 6pm\, Dinner at 7pm and Dancing at 9pm. \nTickets: $59.95 + tax and fees \nBook your tickets by calling the Box Office at 519 252-6579 or visit the www.chryslertheatre.com for menu and ticket information
URL:https://www.visitwindsoressex.com/event/halloween-party/
LOCATION:St Clair Centre for the Arts\, 201 Riverside Dr. W\, Windsor\, ON
CATEGORIES:Entertainment,Halloween
ATTACH;FMTTYPE=image/jpeg:https://www.visitwindsoressex.com/wp-content/uploads/2026/08/event-halloween-party-e1786548438325.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Detroit:20261106T200000
DTEND;TZID=America/Detroit:20261106T200000
DTSTAMP:20260713T195122Z
CREATED:20260713T195122Z
LAST-MODIFIED:20260713T195122Z
UID:10178113-1793995200-1793995200@www.visitwindsoressex.com
SUMMARY:Alice Cooper - Alice's Attic Tour
DESCRIPTION:Shock-rock pioneer Alice Cooper returns to The Colosseum stage at Caesars Windsor.
URL:https://www.visitwindsoressex.com/event/alice-cooper-alices-attic-tour/
LOCATION:The Colosseum at Caesars Windsor\, 377 Riverside Dr E\, Windsor\, ON\, Canada
CATEGORIES:Concerts,Entertainment
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GEO:42.3203332;-83.0335464
X-APPLE-STRUCTURED-LOCATION;VALUE=URI;X-ADDRESS=The Colosseum at Caesars Windsor 377 Riverside Dr E Windsor ON Canada;X-APPLE-RADIUS=500;X-TITLE=377 Riverside Dr E:geo:-83.0335464,42.3203332
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Detroit:20261107T193000
DTEND;TZID=America/Detroit:20261107T210000
DTSTAMP:20260615T150916Z
CREATED:20260615T150916Z
LAST-MODIFIED:20260615T150916Z
UID:10177578-1794079800-1794085200@www.visitwindsoressex.com
SUMMARY:Ron Josol LIVE Comedy At Tipsy Toucan
DESCRIPTION:Ron Josol is a Canadian-Filipino comedy powerhouse whose razor-sharp wit and global swagger have made him one of the most sought-after stand-up acts on the planet. A true legend of the circuit\, Ron has carved out a career that spans continents—headlining sold-out shows from Toronto to Tokyo\, Dubai to New York. Not to mention having performed at the prestigious Just for Laughs comedy festival in Montreal a staggering 12 times. \nWith over 15 million views across social platforms—4M on Facebook\, 5.8M on Instagram\, 3.8M on TikTok\, and 1.7M on YouTube—Ron’s fanbase is as international as his punchlines. His comedy blends cultural insight\, street-smart charm\, and a delivery that’s as smooth as it is savage. \nVenue & Show Info:\n– Doors Open: 7:30 PM | Show Starts: 8:00 PM\n– Venue: Located downstairs | 19+ only | Uncensored comedy — discretion advised\n– Drinks & Food: Cash-only bar during show | Full food menu upstairs\n– Parking: Street and lot parking available\n– Tickets: First-come\, first-served\, limited seating | Shows often sell out\n– Cost: $30.09\n– Experience Windsor’s premier — and only — live comedy club!
URL:https://www.visitwindsoressex.com/event/ron-josol-live-comedy-at-tipsy-toucan/
LOCATION:The Tipsy Toucan\, 1444 Ottawa Street\, Windsor\, ON N8X 2G1\, Windsor\, ON\, N8X 2G1\, Canada
CATEGORIES:Entertainment
ATTACH;FMTTYPE=image/jpeg:https://www.visitwindsoressex.com/wp-content/uploads/2026/06/ron-josol.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Detroit:20261107T200000
DTEND;TZID=America/Detroit:20261108T020000
DTSTAMP:20260826T133638Z
CREATED:20260826T133638Z
LAST-MODIFIED:20260826T133638Z
UID:10178644-1794081600-1794103200@www.visitwindsoressex.com
SUMMARY:Carnival Noir: Dream Evil
DESCRIPTION:Dive into a sea of dreams… or nightmares. Ontario’s largest dark fantasy masquerade returns for its fourth iteration: DREAM EVIL. Grander than ever\, Carnival Noir spans two full floors and over 25\,000 sq ft of space to explore. Never before seen shows excite across five continuously running stages\, while over twenty rooms\, passageways\, and interactive attractions offer never-ending discovery around every twist and turn. \nGeneral Admission doors open at 8:00 p.m. VIP doors open at 6:00 p.m. with a themed four-course dinner at 6:30 p.m. This is a 19+ event with valid government-issued photo ID required. Masquerade attire is required. Tickets and details at carnivalnoir.ca.
URL:https://www.visitwindsoressex.com/event/carnival-noir-dream-evil/
LOCATION:Scarehouse Windsor\, 1441 McDougall St.\, Windsor\, Ontario\, N9A 1H8\, Canada
CATEGORIES:Entertainment
ATTACH;FMTTYPE=image/jpeg:https://www.visitwindsoressex.com/wp-content/uploads/2026/08/Carnival-Noir-2026-Dream-Evil-1500px-x-550px-New.jpg
ORGANIZER;CN="Velvet Edge Entertainment":MAILTO:info@velvetedge.ca
GEO:42.30260848999;-83.024208068848
X-APPLE-STRUCTURED-LOCATION;VALUE=URI;X-ADDRESS=Scarehouse Windsor 1441 McDougall St. Windsor Ontario N9A 1H8 Canada;X-APPLE-RADIUS=500;X-TITLE=1441 McDougall St.:geo:-83.024208068848,42.30260848999
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Detroit:20261114T143000
DTEND;TZID=America/Detroit:20261114T143000
DTSTAMP:20260609T141735Z
CREATED:20260609T141735Z
LAST-MODIFIED:20260609T141735Z
UID:10177397-1794666600-1794666600@www.visitwindsoressex.com
SUMMARY:FMX World Tour
DESCRIPTION:The FMX World Tour is an explosive\, full-throttle display of athletic ability from professional freestyle motocross riders who defy gravity. \nThese elite athletes push the limits of physics as they soar through the air\, delivering jaw-dropping stunts that combine precision\, power\, and fearless creativity. You will watch in awe as the high-flying FMX World Tour stars perform incredible tricks such as Superman Seat Grabs\, Cliff Hangers\, Kiss of Death\, Back Flips\, Super Backflips\, and more!\nWith roaring engines\, mid-air rotations\, and heart-stopping landings\, every moment is packed with adrenaline and intensity. Whether you’re a seasoned fan or experiencing FMX for the first time\, this high-octane show will leave you breathless\, cheering\, and wanting more \nDon’t miss your chance to witness the world’s top freestyle motocross athletes right here in Windsor\, as they bring the ultimate action-sports spectacle to life before your eyes!
URL:https://www.visitwindsoressex.com/event/fmx-world-tour/
LOCATION:WFCU Centre\, 8787 McHugh Street\, Windsor\, ON\, Canada
CATEGORIES:Entertainment
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GEO:42.320640563965;-82.926651000977
X-APPLE-STRUCTURED-LOCATION;VALUE=URI;X-ADDRESS=WFCU Centre 8787 McHugh Street Windsor ON Canada;X-APPLE-RADIUS=500;X-TITLE=8787 McHugh Street:geo:-82.926651000977,42.320640563965
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Detroit:20261114T180000
DTEND;TZID=America/Detroit:20261114T180000
DTSTAMP:20260326T125517Z
CREATED:20260326T125517Z
LAST-MODIFIED:20260326T125517Z
UID:10176063-1794679200-1794679200@www.visitwindsoressex.com
SUMMARY:The Piano Men - Dinner Show
DESCRIPTION:Enjoy the music of Billy Joel and Elton John at St. Clair Centre for the Arts
URL:https://www.visitwindsoressex.com/event/the-piano-men-dinner-show/
LOCATION:St Clair Centre for the Arts\, 201 Riverside Dr. W\, Windsor\, ON
CATEGORIES:Concerts,Entertainment
ATTACH;FMTTYPE=image/jpeg:https://www.visitwindsoressex.com/wp-content/uploads/2026/03/event-piano-men.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Detroit:20261114T190000
DTEND;TZID=America/Detroit:20261114T210000
DTSTAMP:20260725T182827Z
CREATED:20260603T134446Z
LAST-MODIFIED:20260725T182827Z
UID:10177341-1794682800-1794690000@www.visitwindsoressex.com
SUMMARY:Movie Trivia With Mack Flash at Walkerville Brewery
DESCRIPTION:Lights. Camera. TRIVIA! \nJoin us at Walkerville Brewery for a night of movie magic with the one and only Mack Flash! From cult classics to modern blockbusters\, are you ready to test your film knowledge? \nBring your team\, grab a pint\, and let’s roll film… and questions. \nFree to play. Prizes to win. Beers to drink. See you there\, cinephiles!
URL:https://www.visitwindsoressex.com/event/movie-trivia-with-mack-flash-at-walkerville-brewery/2026-11-14/
LOCATION:Ontario
CATEGORIES:Breweries Cideries & Distilleries,Entertainment
ATTACH;FMTTYPE=image/webp:https://www.visitwindsoressex.com/wp-content/uploads/2026/06/movie-trivia-w-mack-flash.webp
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Detroit:20261114T193000
DTEND;TZID=America/Detroit:20261114T213000
DTSTAMP:20260615T151019Z
CREATED:20260615T151019Z
LAST-MODIFIED:20260615T151019Z
UID:10177565-1794684600-1794691800@www.visitwindsoressex.com
SUMMARY:The Bridge: DETROIT Edition LIVE Comedy At Tipsy Toucan
DESCRIPTION:Josh Adams is crossing the border with 2 of his funniest friends for his bi-monthly Detroit takeover of the Windsor Laughs Comedy Club! \nHailing from Detroit\, Michigan\, Josh Adams is gearing up to be a comedic heavy hitter. Over the course of his career\, Adams has performed in front of all types of audiences from mainstream to urban\, and at venues across the country ranging from colleges\, to churches\, to comedy clubs. Drawing from his unique perspective as a kid who was born in the hood and grew up in the suburbs\, Adams holds his own when performing alongside national headlining acts such as Mike Epps and Finesse Mitchell. \nNever hesitant to step out of his comfort zone\, Adams’ versatile style has won him numerous titles in comedy competitions. Adams considers winning the prestigious “Showtime at the Apollo” at the historic Apollo Theatre on BET’s “Apollo Live\, Season 2” a personal milestone. He also won “Showdown in Motown” and the “Devil’s Cup Comedy Competition” at the Laughing Devil Comedy Club in New York. He was named “Funniest Person in Grand Rapids” and awarded “Best of the Fest” at Mark Ridley’s Comedy Castle’s “Detroit Laugh Comedy Festival”. \nVenue & Show Info:\n– Doors Open: 7:30 PM | Show Starts: 8:00 PM\n– Venue: Located downstairs | 19+ only | Uncensored comedy — discretion advised\n– Drinks & Food: Cash-only bar during show | Full food menu upstairs\n– Parking: Street and lot parking available\n– Tickets: First-come\, first-served\, limited seating | Shows often sell out\n– Cost: $24.76\n– Experience Windsor’s premier — and only — live comedy club!
URL:https://www.visitwindsoressex.com/event/the-bridge-detroit-edition-live-comedy-at-tipsy-toucan-3/
LOCATION:The Tipsy Toucan\, 1444 Ottawa Street\, Windsor\, ON N8X 2G1\, Windsor\, ON\, N8X 2G1\, Canada
CATEGORIES:Entertainment
ATTACH;FMTTYPE=image/png:https://www.visitwindsoressex.com/wp-content/uploads/2026/06/the-bridge-tipsy-toucan-e1781465306135.png
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Detroit:20261114T200000
DTEND;TZID=America/Detroit:20261114T200000
DTSTAMP:20260528T161405Z
CREATED:20260311T141811Z
LAST-MODIFIED:20260528T161405Z
UID:10175905-1794686400-1794686400@www.visitwindsoressex.com
SUMMARY:Josh Ross: Later Tonight Tour Live at Caesars Windsor
DESCRIPTION:The electrifying Josh Ross is set to take The Colosseum stage on his Later Tonight Tour! \nJosh Ross is one of Canada’s most promising singer-songwriter-performers. On an unconventional path of his own design\, Ross pairs a dark\, mellow blast of modern country rock with a warm vocal rasp\, heart-on his-sleeve writing\, and addictive hooks. Pulling influence from Guns N’ Roses and Metallica to country-rock outlaw Steve Earle\, Ross has leveraged his knack for emotional song craft into a series of Platinum-certified Canadian country radio hits. \nHis dusky power ballad “Trouble” rose to Number One in Canada and earned RIAA Gold certification in the US. The CCMA “Entertainer of the Year” has tallied over 900 million career streams and has been hailed as an “Artist to Watch” by Spotify\, Amazon Music\, Pandora\, MusicRow\, and the Grand Ole Opry. \nHis full-length debut album\, Later Tonight\, features standout tracks “Later Tonight\,” “Hate How You Look\,” and “Drunk Right Now (Na Na Na)” with Akon. Ross’ latest single\, “Bar and Back” is out now. \nTickets are on sale now and can be purchased at ticketmaster.ca. Tickets can also be purchased at the Box Office on Friday\, Saturday\, and Show Days from 1 PM to 9 PM. \nAll shows in The Colosseum will be open to all-ages\, unless otherwise stated. Guests are reminded of the age requirement of 19 or older to enter the casino and related outlets. Minors attending a show in The Colosseum are to enter the property at the McDougall Street entrance. Guests 12 years of age or younger need to be accompanied by someone who is 16 years of age or older when attending a show in The Colosseum.
URL:https://www.visitwindsoressex.com/event/josh-ross-live-at-caesars-windsor/
LOCATION:The Colosseum at Caesars Windsor\, 377 Riverside Dr E\, Windsor\, ON\, Canada
CATEGORIES:Concerts,Entertainment
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GEO:42.3203332;-83.0335464
X-APPLE-STRUCTURED-LOCATION;VALUE=URI;X-ADDRESS=The Colosseum at Caesars Windsor 377 Riverside Dr E Windsor ON Canada;X-APPLE-RADIUS=500;X-TITLE=377 Riverside Dr E:geo:-83.0335464,42.3203332
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Detroit:20261115T160500
DTEND;TZID=America/Detroit:20261115T160500
DTSTAMP:20260821T150734Z
CREATED:20260821T150734Z
LAST-MODIFIED:20260821T150734Z
UID:10178589-1794758700-1794758700@www.visitwindsoressex.com
SUMMARY:Saginaw Spirit V.S. Windsor Spitfires - Toy Story
DESCRIPTION:Bring the whole family for a game night inspired by iconic animated favorites. Enjoy themed entertainment\, family fun\, and magical moments throughout the game. \nPlease come dressed up for a chance to win a Windsor Spitfires gift card \nStay after the final buzzer to skate alongside your favourite Windsor Spitfires players! \nStop by The Crease Shop inside the WFCU Centre to grab your own Windsor Spitfires merchandise to cheer on the hometown team! \nMake it a whole family outing with plenty of activities and entertainment all throughout the night!
URL:https://www.visitwindsoressex.com/event/saginaw-spirit-v-s-windsor-spitfires-toy-story/
LOCATION:WFCU Centre\, 8787 McHugh Street\, Windsor\, ON\, Canada
CATEGORIES:Entertainment,Sport
ATTACH;FMTTYPE=image/jpeg:https://www.visitwindsoressex.com/wp-content/uploads/2026/08/Windsor-Spitfires.jpg
GEO:42.320640563965;-82.926651000977
X-APPLE-STRUCTURED-LOCATION;VALUE=URI;X-ADDRESS=WFCU Centre 8787 McHugh Street Windsor ON Canada;X-APPLE-RADIUS=500;X-TITLE=8787 McHugh Street:geo:-82.926651000977,42.320640563965
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Detroit:20261115T170000
DTEND;TZID=America/Detroit:20261115T190000
DTSTAMP:20260611T142948Z
CREATED:20260611T142948Z
LAST-MODIFIED:20260611T142948Z
UID:10177425-1794762000-1794769200@www.visitwindsoressex.com
SUMMARY:Music Bingo Trivia at Walkerville Brewery
DESCRIPTION:Join us for Music Bingo Trivia one Sunday a month at 5pm with your host Mack Flash Entertainment. A night filled with a little bit of bingo\, a little bit of trivia and a whole lot of music! \nMusic Bingo Trivia is always free to play and great prizes to be won! Participation is first come\, first serve. \nOur taproom and snack bar will be open late to satisfy your appetites!
URL:https://www.visitwindsoressex.com/event/music-bingo-trivia-at-walkerville-brewery/2026-11-15/
LOCATION:Walkerville Brewery\, 525 Argyle Road\, Windsor\, ON N8Y 4Z8\, Windsor\, ON\, Canada
CATEGORIES:Breweries Cideries & Distilleries,Entertainment
ATTACH;FMTTYPE=image/jpeg:https://www.visitwindsoressex.com/wp-content/uploads/2026/06/music-bingo-trivia.jpg
GEO:42.324028015137;-83.011329650879
X-APPLE-STRUCTURED-LOCATION;VALUE=URI;X-ADDRESS=Walkerville Brewery 525 Argyle Road Windsor ON N8Y 4Z8 Windsor ON Canada;X-APPLE-RADIUS=500;X-TITLE=525 Argyle Road\, Windsor\, ON N8Y 4Z8:geo:-83.011329650879,42.324028015137
END:VEVENT
END:VCALENDAR