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DTSTART;TZID=America/Detroit:20261022T200000
DTEND;TZID=America/Detroit:20261022T200000
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SUMMARY:Pride Dirty Bingo
DESCRIPTION:Get ready for a night of outrageous laughs\, cheeky entertainment\, and fabulous prizes at our PRIDE DIRTY BINGO! \nJoin 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. \nWhether you’re coming with friends\, your partner\, or flying solo\, you’ll enjoy a welcoming\, inclusive atmosphere where everyone can relax\, laugh\, and celebrate community. Expect suggestive humor\, themed games\, fun audience participation\, and a chance to win an assortment of adult-themed and novelty prizes. \nAdmission is $15.00 and is open to all members of the 2SLGBTQIA+ community and allies (19+). Capacity is limited. \nCome dressed to express yourself\, bring your good luck charms\, and prepare for an unforgettable evening of fun\, laughter\, and Pride! \nVILLAINS BEASTRO is located at 256 Pelissier Street in Windsor. This event is sponsored by Chapter The Stag Shop!
URL:https://www.visitwindsoressex.com/event/pride-dirty-bingo/
LOCATION:Villians Beastro\, 256 Pelissier St\, Windsor\, Ontario\, N9A 4K3\, Canada
CATEGORIES:Entertainment
ATTACH;FMTTYPE=image/jpeg:https://www.visitwindsoressex.com/wp-content/uploads/2026/10/Bingo-Instagram.jpg
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BEGIN:VEVENT
DTSTART;TZID=America/Detroit:20261022T173000
DTEND;TZID=America/Detroit:20261022T203000
DTSTAMP:20261019T193009Z
CREATED:20261019T193009Z
LAST-MODIFIED:20261019T193009Z
UID:10179230-1792690200-1792701000@www.visitwindsoressex.com
SUMMARY:Piano Night With Lisa Difazio
DESCRIPTION:Join us for an evening of good food\, good wine\, and live piano music performed by local pianist\, Lisa DiFazio. Settle in and enjoy the sounds of the piano as you dine with us. \nLisa will be playing Thursday\, October 22 from 5:30 PM – 8:30 PM. Come for dinner\, linger over a glass of wine\, and finish the evening with dessert while enjoying the music. \nNo ticket required. No cover charge. Food and beverages are available for purchase. Seating is limited. We recommend reserving your table early.
URL:https://www.visitwindsoressex.com/event/piano-night-with-lisa-difazio/
LOCATION:Paglione Estate Winery\, 724 County Road 50 E\, Harrow\, ON\, N0R 1G0\, Canada
CATEGORIES:Entertainment,Wine
ATTACH;FMTTYPE=image/jpeg:https://www.visitwindsoressex.com/wp-content/uploads/2026/10/Piano-Night-With-Lisa-DiFazio.jpg
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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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BEGIN:VEVENT
DTSTART;TZID=America/Detroit:20261018T193000
DTEND;TZID=America/Detroit:20261018T213000
DTSTAMP:20260904T132833Z
CREATED:20260904T132833Z
LAST-MODIFIED:20260904T132833Z
UID:10178727-1792351800-1792359000@www.visitwindsoressex.com
SUMMARY:The Black Keys: The Peaches 'N Kream Tour
DESCRIPTION:American rock duo The Black Keys are set to ignite The Colosseum stage on their PEACHES ‘N KREAM tour \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. \nCutting their teeth playing small clubs\, The Black Keys have gone on to sell out arena tours\, headline festivals in North America\, South America\, Mexico\, Australia\, and Europe\, and release 13 studio albums\, including their latest\, No Rain\, No Flowers. Smash hits for the duo include “Lonely Boy\,” “Howlin’ for You\,” “Gold On the Ceiling\,” “Tighten Up\,” and “The Night Before.” \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. \n 
URL:https://www.visitwindsoressex.com/event/the-black-keys-the-peaches-n-kream-tour/
LOCATION:The Colosseum at Caesars Windsor\, 377 Riverside Dr E\, Windsor\, ON\, Canada
CATEGORIES:Concerts,Entertainment
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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
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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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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
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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: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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END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Detroit:20261018T090000
DTEND;TZID=America/Detroit:20261018T130000
DTSTAMP:20261013T145435Z
CREATED:20261008T132742Z
LAST-MODIFIED:20261013T145435Z
UID:10179186-1792314000-1792328400@www.visitwindsoressex.com
SUMMARY:Tecumseh Farmers Market - Hometown Highlights: Experience Local
DESCRIPTION:We’re partnering with the Tecumseh Farmers Market in Hometown Highlights – Experience Local! Discover the best attractions\, experiences\, organizations and businesses! Connect with the community experts and explore unique activities and destinations that make our region a great place to live\, work and play! \nMake sure to stop by the Tourism Windsor Essex tent while you’re there to pick up a copy of our Official Visitor Guide\, Cycle Tourism Map & more! \nYou can also stop by to learn more about: \n\nNew Earth Wellness\nTown of LaSalle and Winter at the Loop\nWIFF – Windsor International Film Festival\nLungovita Beach Retreat\nHidden Trail Experiences\nCanadian Aviation Museum – Essex Railway Station\nHeritage Essex\nAmherstburg Freedom Museum\nAdventure Bay Family Waterpark\n\n  \n 
URL:https://www.visitwindsoressex.com/event/tecumseh-farmers-market-hometown-highlights-experience-local/
LOCATION:Lacasse Park\, 590 Lacasse Blvd.\, Tecumseh\, ON\, Canada
CATEGORIES:Artisan,Entertainment,Farmer's Markets
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GEO:42.3232167;-82.8835121
X-APPLE-STRUCTURED-LOCATION;VALUE=URI;X-ADDRESS=Lacasse Park 590 Lacasse Blvd. Tecumseh ON Canada;X-APPLE-RADIUS=500;X-TITLE=590 Lacasse Blvd.:geo:-82.8835121,42.3232167
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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
ATTACH;FMTTYPE=image/jpeg:https://www.visitwindsoressex.com/wp-content/uploads/2026/07/556848090_10172366616970203_2580694636515515222_n.jpg
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BEGIN:VEVENT
DTSTART;TZID=America/Detroit:20261017T200000
DTEND;TZID=America/Detroit:20261017T213000
DTSTAMP:20260921T134350Z
CREATED:20260921T134350Z
LAST-MODIFIED:20260921T134350Z
UID:10178909-1792267200-1792272600@www.visitwindsoressex.com
SUMMARY:Standup Comedy at Sidelines Sports Bar & Grill!
DESCRIPTION:Get ready to laugh at Standup Comedy at Sidelines Sports Bar & Grill! Join us for a hilarious evening filled with jokes\, good vibes\, live music and great company! It’s the perfect way to unwind and enjoy some live humor right at Sidelines Sports Bar & Grill. Don’t miss out on the fun – bring your friends and let the good times roll!
URL:https://www.visitwindsoressex.com/event/standup-comedy-at-sidelines-sports-bar-grill-2/
LOCATION:Sidelines Sports Bar & Grill\, 2675 Lauzon Road\, Windsor\, ON N8T 2Z5\, Windsor\, ON\, N8T 2Z5\, Canada
CATEGORIES:Entertainment
ATTACH;FMTTYPE=image/png:https://www.visitwindsoressex.com/wp-content/uploads/2026/09/Copy-of-comedy-show-oct.png
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Detroit:20261017T200000
DTEND;TZID=America/Detroit:20261017T213000
DTSTAMP:20260917T133745Z
CREATED:20260917T133745Z
LAST-MODIFIED:20260917T133745Z
UID:10178875-1792267200-1792272600@www.visitwindsoressex.com
SUMMARY:Ben Albert: Live in Windsor
DESCRIPTION:Headliner Ben Albert brings his wild night of big laughs to Windsor for some intimate shows. Come watch this rising star! \n\n\n\n\nA 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. \nJoin Ben for a night of unfiltered\, high-energy stand-up\, packed with big laughs\, bold stories\, and unforgettable moments. \nIt’s going to be BRUTAL.
URL:https://www.visitwindsoressex.com/event/ben-albert-live-in-windsor/
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/2026/09/20260917090943-scaled.jpg
END:VEVENT
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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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:20261017T193000
DTEND;TZID=America/Detroit:20261017T193000
DTSTAMP:20261013T154427Z
CREATED:20260924T133027Z
LAST-MODIFIED:20261013T154427Z
UID:10179034-1792265400-1792265400@www.visitwindsoressex.com
SUMMARY:Windsor Lancers Hockey
DESCRIPTION:Catch the Windsor Lancers as they take on Western on Saturday\, October 17th at 7:30 PM at Adie Knox Herman Arena! Break out the boots\, denim\, and plaid for Country Night\, featuring country music\, contests\, giveaways\, and more.
URL:https://www.visitwindsoressex.com/event/windsor-lancers-hockey-2/
LOCATION:Adie Knox Herman Arena\, 1551 Wyandotte St W\, Windsor\, ON\, N9B 1H6\, Canada
CATEGORIES:Entertainment,Sport
ATTACH;FMTTYPE=image/png:https://www.visitwindsoressex.com/wp-content/uploads/2026/09/CTRYNIGHT_Original.png
END:VEVENT
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
ATTACH;FMTTYPE=image/png:https://www.visitwindsoressex.com/wp-content/uploads/2026/07/Copy-of-Oct-17-1.png
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Detroit:20261017T080000
DTEND;TZID=America/Detroit:20261017T130000
DTSTAMP:20260909T144148Z
CREATED:20260623T133811Z
LAST-MODIFIED:20260909T144148Z
UID:10178775-1792224000-1792242000@www.visitwindsoressex.com
SUMMARY:Lakeside Market
DESCRIPTION:Presented by Lakeside Home Solutions\, the Lakeside Market will bring together local farmers\, growers\, makers\, artisans\, small businesses\, food vendors\, and community organizations in a vibrant market atmosphere designed to celebrate the bounty of our county\, local talent and strengthen community connections. \n​The market aims to become a welcoming destination for residents and visitors alike by offering: \n-Local handmade goods \n-Farm to table offerings \n-Artisan and vintage vendors \n-Fresh and specialty foods \n-Family-friendly experiences \n-Community engagement opportunities \n-Seasonal and themed market events \nLocal farmers and growers\, businesses\, artisans\, food vendors\, entertainers\, and community groups interested in participating are encouraged to reach out for upcoming opportunities. Sponsorship and vendor information available.
URL:https://www.visitwindsoressex.com/event/lakeside-market/2026-10-17/
LOCATION:927 St Joachim L’Association\, 2722 County Rd 42\, Lakeshore\, Ontario\, N0R 1S0\, Canada
CATEGORIES:Artisan,Entertainment
ATTACH;FMTTYPE=image/jpeg:https://www.visitwindsoressex.com/wp-content/uploads/2026/06/706981992_122096902065345922_8152641280201799738_n.jpg
END:VEVENT
BEGIN:VEVENT
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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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:20261016T190000
DTEND;TZID=America/Detroit:20261016T210000
DTSTAMP:20261002T200335Z
CREATED:20261002T200335Z
LAST-MODIFIED:20261002T200335Z
UID:10179147-1792177200-1792184400@www.visitwindsoressex.com
SUMMARY:WINDSOR SINGLES\, Stand up comedy and matchmaking
DESCRIPTION:“Laugh. Mingle. Maybe Match.”\nLooking to laugh and maybe meet someone new? WINDSOR Singles is a one-of-a-kind night that blends stand-up comedy with real-life matchmaking. Kick back with a drink\, enjoy a lineup of hilarious comedians\, and take part in a fun\, low-pressure dating experience designed to spark genuine connections.\nWhether you’re single and ready to mingle or just in it for the laughs\, expect a night full of good vibes\, unexpected moments\, and plenty of opportunities to connect.\nCome for the comedy… stay for the chemistry.
URL:https://www.visitwindsoressex.com/event/windsor-singles-stand-up-comedy-and-matchmaking/
LOCATION:Meteor\, 138 University Ave. W.\, Windsor\, ON\, N9A 5N9\, Canada
CATEGORIES:Entertainment
ATTACH;FMTTYPE=image/png:https://www.visitwindsoressex.com/wp-content/uploads/2026/10/Windsor-Singles-Comedy-Matchmaking-Night.png
END:VEVENT
BEGIN:VEVENT
DTSTART;VALUE=DATE:20261016
DTEND;VALUE=DATE:20261019
DTSTAMP:20260925T135014Z
CREATED:20260925T135014Z
LAST-MODIFIED:20260925T135014Z
UID:10179088-1792108800-1792367999@www.visitwindsoressex.com
SUMMARY:OHL Battle of the Border
DESCRIPTION:Don’t miss OHL Battle of the Border! \nIt’s the first time the showcase has been held since 2019. Twelve of the top U16/15O AAA programs from both sides of the border will play 27 games over three days. The showcase features up and coming talent eligible for the 2027 OHL Priority Selection. \nThe Competitors\nOntario: Elgin Middlesex Canucks (ALLIANCE)\, Halton Hurricanes (OMHA)\, Hamilton Steel (OMHA)\, Toronto Jr. Canadiens (GTHL)\, Toronto Marlboros (GTHL) and Vaughan Kings (GTHL). \nUnited States: Detroit HoneyBaked\, Detroit Little Caesars\, Oakland Grizzlies\, Ohio Blue Jackets\, Palmyra Black Knights and Philadelphia Jr. Flyers. \nFormat\nThe 12 teams are split into four three-team divisions: \nSchaefer Division: Elgin Middlesex\, Halton\, Vaughan\nJohnston Division: Hamilton\, Toronto Jr. Canadiens\, Toronto Marlboros\nDeBrincat Division: Detroit HoneyBaked\, Ohio\, Philadelphia\nRobertson Division: Detroit Little Caesars\, Oakland\, Palmyra \nEvery round-robin game on Friday and Saturday is a cross-border matchup. Each team plays at least four games. The four division winners advance to Sunday’s semifinals. The two Ontario division winners meet in one semifinal and the two U.S. division winners in the other. That guarantees an Ontario-versus-U.S. championship game at 2 p.m. on Sunday\, Oct. 18. \nGames are played on three WFCU Centre surfaces: the Main Bowl\, the Grenon Pad and Green Shield Pad. Regulation is two 15-minute periods and a 20-minute third period. Ties go to a five-minute\, 3-on-3 overtime. \nAway from the rink\, players will take part in OHL information seminars and a Windsor Spitfires facility tour. \nThe 2026 OHL Battle of the Border is proudly presented by Destination Ontario with support from the Gordie Howe International Bridge as well as Ontario Virtual Schools. \nHistory\nThe Battle of the Border provides a key event on the OHL Priority Selection scouting calendar. The 2019 edition\, which was the sixth year of the showcase\, drew 24 teams across U14 and U15 divisions to the WFCU Centre for 36 games.
URL:https://www.visitwindsoressex.com/event/ohl-battle-of-the-border/
LOCATION:THE WFCU CENTRE\, 8787 McHugh St\, Windsor\, ON\, Canada
CATEGORIES:Entertainment,Sport
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BEGIN:VEVENT
DTSTART;TZID=America/Detroit:20261015T190500
DTEND;TZID=America/Detroit:20261015T190500
DTSTAMP:20260821T150526Z
CREATED:20260821T150526Z
LAST-MODIFIED:20260821T150526Z
UID:10178583-1792091100-1792091100@www.visitwindsoressex.com
SUMMARY:Sudbury Wolves V.S. Windsor Spitfires - The Great Outdoors
DESCRIPTION:Come celebrate the 4th annual great outdoors night! Whether you’re a camper\, angler\, hunter\, or explorer\, enjoy outdoor-themed activities\, family fun\, and an exciting night of Spitfires hockey. \nPlease come dressed up for a chance to win a Windsor Spitfires gift card. Guess who the special celebrity in attendance dropping the puck \nGiveaway: Kids Grab Bags \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/sudbury-wolves-v-s-windsor-spitfires-the-great-outdoors/
LOCATION:WFCU Centre\, 8787 McHugh Street\, Windsor\, ON\, Canada
CATEGORIES:Entertainment,Sport
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BEGIN:VEVENT
DTSTART;TZID=America/Detroit:20261015T190000
DTEND;TZID=America/Detroit:20261015T220000
DTSTAMP:20261002T200550Z
CREATED:20261002T200550Z
LAST-MODIFIED:20261002T200550Z
UID:10179136-1792090800-1792101600@www.visitwindsoressex.com
SUMMARY:Rose City Dueling Pianos at Walkerville Brewery
DESCRIPTION: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! \nGrab a drink\, gather your friends and enjoy an exciting evening of entertainment at Walkerville Brewery! \nTaproom + Snack Bar will be open late to satisfy your appetites.
URL:https://www.visitwindsoressex.com/event/rose-city-dueling-pianos-at-walkerville-brewery/
LOCATION:Walkerville Brewery\, 525 Argyle Road\, Windsor\, ON N8Y 4Z8\, Windsor\, ON\, Canada
CATEGORIES:Breweries Cideries & Distilleries,Entertainment
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BEGIN:VEVENT
DTSTART;TZID=America/Detroit:20261015T180000
DTEND;TZID=America/Detroit:20261015T230000
DTSTAMP:20261015T143331Z
CREATED:20260904T133116Z
LAST-MODIFIED:20261015T143331Z
UID:10178706-1792087200-1792105200@www.visitwindsoressex.com
SUMMARY:Dueling Pianos Soiree:  Live Music By Request\, Dinner\, and Dancing
DESCRIPTION:Join the Rotary Club of Tecumseh-Lakeshore and the Kiwanis Club for an evening of guaranteed fun and festivities on Oct 15th\, 2026 at the Caboto Club. \nWe have two professional pianists who will play songs by request throughout the evening while guests eat dinner\, enjoy the cash bar\, and dance and sing along. \nAll monies raised go directly to funding Camp Sunshine\, an overnight sleepaway camp for children and young teens who may otherwise not be able to attend. \nIn addition to the fun of live music and dancing\, we will have many raffle prizes and gift giveways throughout the night\, and we will have a silent auction table with many great gifts and experiences on which to bid. \nWe have room for approximately 300 people and tickets are going fast\, we have about half already sold. \nGet your tickets or table today! $125 per person or $1125 for a table of ten. Bring your friends and family for a fun night on the town knowing you’re doing good directly in our community. \nContact Madison @ 226 346 5822 or email info.kiwaniswinsor@gmail.com for tickets.
URL:https://www.visitwindsoressex.com/event/dueling-pianos-soiree/
LOCATION:Giovanni Caboto Club\, 2175 Parent Avenue\, Windsor\, ON\, N8X 4K2\, Canada
CATEGORIES:Entertainment
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BEGIN:VEVENT
DTSTART;TZID=America/Detroit:20261013T080000
DTEND;TZID=America/Detroit:20261013T170000
DTSTAMP:20261014T125454Z
CREATED:20261014T125454Z
LAST-MODIFIED:20261014T125454Z
UID:10179201-1791878400-1791910800@www.visitwindsoressex.com
SUMMARY:Sniff Night 1: The Dirty Show
DESCRIPTION:WIFF officially kicks off tonight\, which means high art is officially in session across the street. If you prefer your entertainment a little more lowbrow\, cross the road for The Dirty Show . This is our unapologetically adult-themed set—filthy\, hilarious\, and completely unpasteurized. Consider it the ultimate palate cleanser after sitting quietly through a three-hour foreign film subtitled in despair. \nDoors-7:30pm\nStarts-8:30pm
URL:https://www.visitwindsoressex.com/event/sniff-night-1-the-dirty-show/
LOCATION:Meteor\, 138 University Ave. W.\, Windsor\, ON\, N9A 5N9\, Canada
CATEGORIES:Entertainment
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BEGIN:VEVENT
DTSTART;VALUE=DATE:20261013
DTEND;VALUE=DATE:20261014
DTSTAMP:20260224T212332Z
CREATED:20251202T175200Z
LAST-MODIFIED:20260224T212332Z
UID:10174012-1791849600-1791935999@www.visitwindsoressex.com
SUMMARY:Jimmy Carr live at the WFCU Centre
DESCRIPTION:Outback Presents and Chambers Touring are proud to announce that global comedy superstar Jimmy Carr is returning to Canada with his biggest national tour ever. The brand-new show\, Jimmy Carr: Laughs Funny\, will hit an unprecedented 31 cities across the country\, a first for an international comedian. The tour will play coast to coast\, stopping in these 4 cities in Ontario for the first time: Windsor on October 13\, Barrie on October 17\, Sudbury on October 18 and Thunder Bay on November 16. Tickets go on-sale Friday\, December 5 at 10 AM at jimmycarr.com. \nKnown worldwide for his lightning-quick wit\, dark one-liners and unmistakable laugh\, Jimmy Carr remains one of the most successful and best-selling comedians on the planet. A master of razor-sharp humour\, he has toured to over 40 countries\, sold millions of tickets\, and continues to be one of the most streamed stand-ups of the last decade. His most recent tour\, Terribly Funny 2.0\, surpassed one million tickets worldwide and saw him perform 293 shows across 145 cities in a single year—cementing his reputation as one of the hardest-working acts in comedy. Following his sold-out 2023 tour\, Jimmy Carr returns to Canada with his fifth and most ambitious Canadian tour yet\, Jimmy Carr: Laughs Funny. Alongside time-honoured cities such as Toronto\, Vancouver\, Montréal\, Calgary\, Ottawa\, Halifax and Winnipeg\, this tour will bring Jimmy to new markets he has never performed in before\, expanding his Canadian footprint further than ever. Don’t miss Jimmy Carr coming to a city near you in Fall 2026.
URL:https://www.visitwindsoressex.com/event/jimmy-carr-live-at-the-wfcu-centre/
LOCATION:WFCU Centre\, 8787 McHugh Street\, Windsor\, ON\, Canada
CATEGORIES:Entertainment
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BEGIN:VEVENT
DTSTART;TZID=America/Detroit:20261012T200000
DTEND;TZID=America/Detroit:20261012T220000
DTSTAMP:20260924T142139Z
CREATED:20260924T142139Z
LAST-MODIFIED:20260924T142139Z
UID:10179027-1791835200-1791842400@www.visitwindsoressex.com
SUMMARY:Dan Duvall: Live at Windsor Laughs
DESCRIPTION:Dan Duvall brings his ‘Pretty Good Comedy’ filled with punchy comedy and stories of his past to Windsor for one-night only! \n\n\n\n\nDan Duvall is a Victoria based comedian who has performed across Canada and the US including at Just For Laughs Vancouver\, CBC’s LOL and Rifflandia Festival. He’s opened for Shawn Majumder\, Brent Butt\, Bruce McCulloch\, Jon Dore and more. He is also the subject of the CraveTV/HBO Canada documentary Funny Tweets! He was most recently named a JFL New Faces in 2025. \nDan has extensive experience as a writer with his work appearing on the Cartoon Network\, Adult Swim and has served as a copywriter for commercial adverts on TV and radio. Dan Duvall is fresh off being named to the 2025 cast of New Faces and being a part the hugely successful “One Night Out” Gala with Alan Cummings at Just For Laughs Montreal! Come see him run his full hour this time around!”
URL:https://www.visitwindsoressex.com/event/dan-duvall-live-at-windsor-laughs/
LOCATION:The Tipsy Toucan\, 1444 Ottawa Street\, Windsor\, ON N8X 2G1\, Windsor\, ON\, N8X 2G1\, Canada
CATEGORIES:Entertainment
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BEGIN:VEVENT
DTSTART;TZID=America/Detroit:20261012T140500
DTEND;TZID=America/Detroit:20261012T140500
DTSTAMP:20260821T150451Z
CREATED:20260821T150451Z
LAST-MODIFIED:20260821T150451Z
UID:10178582-1791813900-1791813900@www.visitwindsoressex.com
SUMMARY:Saginaw Spirit V.S. Windsor Spitfires - Paws and Pucks
DESCRIPTION:Hockey is better with your best friend by your side! Bring your four-legged companion for one of our most unique nights of the season\, featuring pet-friendly activities and an unforgettable game-day experience for pets and their humans. \nGiveaway: Windsor Spitfire Branded Chew Toy (First 100 Dogs) \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-paws-and-pucks/
LOCATION:WFCU Centre\, 8787 McHugh Street\, Windsor\, ON\, Canada
CATEGORIES:Entertainment,Sport
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BEGIN:VEVENT
DTSTART;TZID=America/Detroit:20261011T130000
DTEND;TZID=America/Detroit:20261011T130000
DTSTAMP:20260330T140228Z
CREATED:20260330T140228Z
LAST-MODIFIED:20260330T140228Z
UID:10176085-1791723600-1791723600@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/2026-10-11/
LOCATION:Leamington Raceway\, 194 Erie St. N\, Leamington\, ON\, N8H 3A4\, Canada
CATEGORIES:Entertainment,Sport
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BEGIN:VEVENT
DTSTART;TZID=America/Detroit:20261011T110000
DTEND;TZID=America/Detroit:20261011T150000
DTSTAMP:20260928T154313Z
CREATED:20260928T154313Z
LAST-MODIFIED:20260928T154313Z
UID:10179103-1791716400-1791730800@www.visitwindsoressex.com
SUMMARY:Lakewood Mini Market
DESCRIPTION:Shop Local. Support Community. \nJoin 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! \nThe Plaza is in Lakewood Park South\, is free to attend\, and is family and pet friendly. \nGood Finds – Great Vibes – See you there!
URL:https://www.visitwindsoressex.com/event/lakewood-mini-market-2/2026-10-11/
LOCATION:Lakewood Park\, 13451 Riverside Dr. E.\, Tecumseh\, ON\, Canada
CATEGORIES:Artisan,Entertainment
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GEO:42.3252984;-82.867137
X-APPLE-STRUCTURED-LOCATION;VALUE=URI;X-ADDRESS=Lakewood Park 13451 Riverside Dr. E. Tecumseh ON Canada;X-APPLE-RADIUS=500;X-TITLE=13451 Riverside Dr. E.:geo:-82.867137,42.3252984
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Detroit:20261010T200000
DTEND;TZID=America/Detroit:20261010T200000
DTSTAMP:20260528T154705Z
CREATED:20260409T133707Z
LAST-MODIFIED:20260528T154705Z
UID:10176184-1791662400-1791662400@www.visitwindsoressex.com
SUMMARY:TWISTED SISTER Featuring Sebastian Bach on Lead Vocals
DESCRIPTION:The Twisted Sister featuring Sebastian Bach on lead vocals head to the The Colosseum stage on Saturday\, October 10th. \nTwisted Sister has sold over 12 million records and performed more than 9\,000 shows\, including 125 headline festival dates. They are widely regarded as one of the greatest heavy metal bands\, with a lasting influence on glam metal and rock culture\, and songs that remain iconic in rock history. Twisted Sister was inducted into the Long Island Music Hall of Fame in 2006 and the Metal Hall of Fame in 2023. \nTwisted Sister has earned multiple RIAA Platinum and Gold certifications\, most notably for their album Stay Hungry\, which went three-times Multi-Platinum in the U.S. One of their most popular singles\, “We’re Not Gonna Take It” went Platinum\, and the band has also achieved Gold certifications for albums You Can’t Stop Rock ’n’ Roll and Come Out and Play. \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/twisted-sister-featuring-sebastian-bach-on-lead-vocals/
LOCATION:The Colosseum at Caesars Windsor\, 377 Riverside Dr E\, Windsor\, ON\, Canada
CATEGORIES:Concerts,Entertainment
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BEGIN:VEVENT
DTSTART;TZID=America/Detroit:20261010T193000
DTEND;TZID=America/Detroit:20261010T210000
DTSTAMP:20260615T150925Z
CREATED:20260615T150925Z
LAST-MODIFIED:20260615T150925Z
UID:10177576-1791660600-1791666000@www.visitwindsoressex.com
SUMMARY:Hannah Osborne LIVE Comedy At Tipsy Toucan
DESCRIPTION:Hannah Osborne has been preforming all over the Midwest since 2019. She was the 2025 winner of the Detroit to LA contest at Mark Ridley’s Comedy Castle in Royal Oak Michigan. She’s a regular at the Toledo Funny Bone. She has opened for Michael Kosta\, Jeff Aurci\, Jordan Jensen\, and more. \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/hannah-osborne-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/hannah-osborne.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/Detroit:20261010T190500
DTEND;TZID=America/Detroit:20261010T190500
DTSTAMP:20260821T150124Z
CREATED:20260821T150124Z
LAST-MODIFIED:20260821T150124Z
UID:10178581-1791659100-1791659100@www.visitwindsoressex.com
SUMMARY:Oshawa Generals V.S. Windsor Spitfires - Star Wars Night
DESCRIPTION:A galaxy of excitement awaits! Experience a game night featuring a special Star Wars theme jersey\, cosplay characters\, interactive activities\, exciting entertainment\, and one of the most anticipated games of the season. \nPlease come dressed up as your favourite character for a chance to win a Windsor Spitfires gift card \nGiveaway: Lightsaber \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/oshawa-generals-v-s-windsor-spitfires-star-wars-night/
LOCATION:WFCU Centre\, 8787 McHugh Street\, Windsor\, ON\, Canada
CATEGORIES:Entertainment,Sport
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END:VCALENDAR