What's Happening: Windsor

Attribution: Photo by CRP Films on Pexels

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Happy Wednesday, Windsorites! It feels like Fall is trying hard to push its way in, but the sun is coming back soon!

This weather makes me want to watch football and movies all day, but we have too many fun things to do in this city to stay at home! Keep supporting local and look for Canadian companies whenever possible.

Fun Events: Relive the Music: 50s, 60s, and 70s Show - Book Bingo & Book Swap Night - An Afternoon With UFC Legend Mark Coleman - Cider Sunday at The Little Cider Company - Game On! Beyond The Ice with Gilbert Dionne & Friends - PLAY FOR FREE! Learn to Curl - Truth and Reconciliation Gathering - Give Like Dolly Day at Grove Brewing Company - Heimat Oktoberfest

WEATHER

NEWS

EVENTS

Disrupt HR 4.0 Date: Wednesday, September 23 – Thursday, September 24 Time: 5:00 pm – 8:30 pm Location: Augustus 27 at Caesars Windsor Tickets: $75.00 Summary: Discover bold new ideas and challenge conventional HR practices in a fast-paced, thought-provoking environment. Event Details

Empty Bowls YQG Date: Wednesday, September 23 – Thursday, September 24 Time: 5:45 pm – 9:00 pm Location: Windsor Eats Food Hall Tickets: $32.56 Summary: Empty Bowls is back! Stop by for some soup and a handmade ceramic bowl (yours to keep)! All money raised helps support The Soup Shack! Event Details

Heimat Oktoberfest Date: Thursday, September 24 – Saturday, September 26 Time: 5:00 pm Location: Heimat Summary: Experience Oktoberfest at Heimat Event Details

Windsor Police Women's Session Information & Fitness Readiness Session Date: Thursday, September 24 Time: 5:00 pm – 7:00 pm Location: Major FA Tilston Armoury & Police Training Centre Tickets: Free Summary: Gain an insight into the recruitment process for a career at Windsor Police Service. Event Details

Buy, Build, Scale, Or Sell: The Complete Dental Journey Date: Thursday, September 24 – Friday, September 25 Time: 6:00 pm – 9:00 pm Location: Parks & Rec Gastropub Sports Bar Tickets: Free Summary: Featuring Eric Pook, President of Cirrus. Enjoy food and refreshments, network, and earn 2 CE credits! Event Details

Autumn Paint & Sip at the Gallery Date: Thursday, September 24 Time: 6:30 pm Location: Art Windsor-Essex Summary: Create your own painting and enjoy a glass or two! Your ticket includes 2 glasses of wine, all supplies, admission, and a snack! Event Details

Henry Sir: Live In Windsor Date: Thursday, September 24 Time: 7:00 pm Location: The Tipsy Toucan Summary: Henry Sir is bringing his sharp, witty comedy to Windsor for a night of laughs and banter you won’t forget. Event Details

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Rise Above Community Health Conference Date: Friday, September 25 Time: 8:00 am Location: St. Clair College Summary: SAVE THE DATE Event Details

ECMS President's Cruise Date: Friday, September 25 – Saturday, September 26 Time: 5:00 pm – 9:00 pm Location: Windsor Premier Cruise Boat Dock Tickets: $60.00 – $200.00 Summary: ECMS President’s Cruise along the beautiful Windsor riverfront! Enjoy a catered dinner by the St. Clair Centre for the Arts Event Details

French Part'eh Date: Friday, September 25 – Saturday, September 26 Time: 5:00 pm – 9:00 pm Location: Mazaar Lebanese Cuisine Tickets: $65.00 Summary: Celébration du drapeau Franco-ontarien- 25 septembre 2026 Event Details

Open Streets Harrow Date: Friday, September 25 Time: 5:00 pm Location: Downtown Harrow Summary: Enjoy an evening in downtown Harrow featuring 30+ vendors, a magician, live music, food trucks, coffee and much more! Event Details

Walkerville Distillery District Night Markets Date: Friday, September 25 Time: 5:00 pm Location: Walkerville Brewery Summary: Join us at the Walkerville Distillery District Night Market from June through September on the last Friday of the month! Event Details

Flint Firebirds V.S. Windsor Spitfires – Video Game Night Date: Friday, September 25 Time: 7:05 pm Location: WFCU Centre Summary: Enjoy a night of gaming-inspired entertainment. Head on out to the WFCU Centre, for an exciting OHL Matchup as the Spitfires matchup against one of their rivals the Flint Firebirds. Event Details

Death of a Salesman at the Bank Theatre Date: Friday, September 25 – Sunday, September 27 Time: 7:30 pm Location: The Bank Theatre Summary: The Bank Theatre presents – Death of a Salesman by Arthur Miller Event Details

All My Sons at Kordazone Theatre Date: Friday, September 25 – Saturday, September 26 Time: 8:00 pm Location: Kordazone Theatre Summary: In 1947, Arthur Miller exploded onto Broadway with his first major work, ALL MY SONS, winning both the New York Drama Critics’ Circle Award for Best New Play and the Tony Award® for Best Author. Event Details

Give Like Dolly Day at Grove Brewing Company Date: Friday, September 25 Time: 8:00 pm Location: The Grove Brewing Co. Summary: Grove Brewing Company is partnering with the Kiwanis Club of Windsor to present Give Like Dolly Day, a celebration of the music, spirit and extraordinary legacy of one of the world’s most beloved entertainers. Event Details

Essex Region Conservation Bike Tour 2026 Date: Saturday, September 26 Time: 8:00 am Location: Mettawas Park Summary: The Essex Region Conservation Bike Tour returns to raise funds to support trail amenities along the ERCA Greenway trails! Event Details

Womenonfire Date: Saturday, September 26 Time: 8:30 am – 4:00 pm Location: Department of National Defense Training Facility Tickets: Free Summary: WomenOnFire allows women to learn about the recruitment requirements for local emergency service careers and practice their physical tests Event Details

Ruthven Apple Festival Date: Saturday, September 26 – Sunday, September 27 Time: 9:00 am – 5:00 pm Location: Colasanti’s Tropical Gardens Summary: The Ruthven Apple Festival is a beloved annual celebration of apples, community, and fall traditions in Essex County. Event Details

End of Summer Peche Island Guided Tours Date: Saturday, September 26 Time: 10:00 am Location: Lakeview Park Marina Summary: Last chance to explore Peche Island this season with a guided tour! Event Details

Your Plan. Your Legacy. Their Future. A Power Panel & Networking Event Date: Saturday, September 26 Time: 10:00 am – 12:00 pm Location: Victoria Greenlawn Funeral Home & Cemetery Tickets: $10.00 Summary: Five professionals. One room. Your retirement, wealth, and estate planning questions answered. Event Details

Windsor-Essex Fitness Expo Date: Saturday, September 26 Time: 11:00 am Location: Event Centre at LaSalle Landing Summary: Kickstart your fall fitness goals at the Windsor-Essex Fitness Expo! Event Details

Yoga House Social Vol.2 Pop Up Date: Saturday, September 26 Time: 11:00 am – 2:00 pm Location: 683 Ouellette Ave Tickets: $30.00 Summary: Where movement, music & connection meet. Join us for a feel-good morning of yoga on the sand, house music and net Event Details

Truth and Reconciliation Gathering Date: Saturday, September 26 Time: 12:00 pm Location: King’s Navy Yard Park Summary: Together as a community we are on this journey of reconciliation. Event Details

Windsor Pizza Festival – Saturday September 26th Date: Saturday, September 26 Time: 12:00 pm Location: City Hall Square Summary: Celebrate the Pizza Capital of Canada at the Windsor Pizza Festival, a delicious community event showcasing one of Windsor’s most iconic traditions. Event Details

PLAY FOR FREE! FREE Learn to Curl Date: Saturday, September 26 – Sunday, October 04 Time: 1:00 pm Location: Capri Pizzeria Recreation Complex Summary: Enjoy free access to swimming, skating, curling, and golf at facilities across the city. Event Details

Opening Weekend: From Paris to Madrid Date: Saturday, September 26 – Sunday, September 27 Time: 2:30 pm – 4:00 pm Location: Capitol Theatre Summary: Celebrate opening weekend with an exhilarating evening of orchestral music as From Paris to Madrid brings together French elegance, Spanish passion, and jazz-inspired energy performed by the Windsor Symphony Orchestra. Event Details

Howl at The Moon Dinner Series Date: Saturday, September 26 Time: 5:00 pm Location: Oxley Estate Winery Summary: Experience the magic of a full moon night in the heart of Essex County wine country. Event Details

Movie Trivia With Mack Flash at Walkerville Brewery Date: Saturday, September 26 Time: 7:00 pm Location: Walkerville Brewery Summary: From cult classics to modern blockbusters, are you ready to test your film knowledge? Event Details

ABBA Revisited Date: Saturday, September 26 Time: 8:00 pm Location: Chrysler Theatre Tickets: $52.21+taxes & fees Summary: Beach Towel Communication Presents: Event Details

Bad Apple Comedy Date: Saturday, September 26 Time: 8:00 pm – 9:30 pm Location: Coffin Club Tickets: $20.00 Summary: Comedy Show Event Details

Game On! Beyond The Ice with Gilbert Dionne & Friends Date: Saturday, September 26 Time: 8:00 pm Location: Club 9 Banquet Hall Tickets: $40 – $100 Summary: An entertainment show where hockey, comedy & music all collide! Event Details

Standup Comedy at Sidelines Sports Bar & Grill! Date: Saturday, September 26 Time: 8:00 pm Location: Sidelines Sports Bar & Grill Tickets: $10 – $15 Summary: Come join us for THE LONGEST RUNNING MONTHLY COMEDY SHOW IN WINDSOR!!!! Event Details

Kingsville – Mayor’s Spotlight on Business Golf and Dinner SOLD OUT Date: Sunday, September 27 Time: 9:00 am Location: Kingsville Golf & Country Club Summary: Enjoy a fun day on the golf course, good company and a delicious dinner Event Details

Harvest Moon Market 2026 Date: Sunday, September 27 Time: 10:00 am Location: Colour Lounge Summary: Local vendors joining together to celebrate the Harvest Moon! Event Details

Lakewood Mini Market Date: Sunday, September 27 Time: 11:00 am Location: Lakewood Park Summary: Join us on the Plaza 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. Event Details

Pilates, Prosecco & Pizza on The Patio Date: Sunday, September 27 Time: 11:00 am Location: Sandbar Waterfront Grill Summary: Stretch, sip bubbly, and munch on pizza with us for a fun Pilates sesh on the patio! Event Details

The Hospice Wine Tour Date: Sunday, September 27 Time: 11:30 am Location: Ciociaro Club Pavillion Tickets: $125 Summary: Join us on Sunday, September 27, 2026 for a fun-filled day of touring local wineries, all in support of The Hospice of Windsor and Essex County! Event Details

Wine Glass Paint & Sip Date: Sunday, September 27 Time: 12:00 pm Location: Cooper’s Hawk Vineyards Summary: A fun, laid-back painting experience as we create beautiful sunflower wine glasses surrounded by creativity, laughter, and good company. Event Details

Cider Sunday at The Little Cider Company Date: Sunday, September 27 Time: 1:00 pm Location: The Little Cider Company Summary: We’re thrilled to host our ninth Cider Sunday event and we can’t wait to celebrate with you! Whether you’re a cider enthusiast or just looking for a fun afternoon, this event has something for everyone! Event Details

Bake Club At Windsor Eats | 90'S Nostalgia Date: Sunday, September 27 Time: 2:00 pm – 5:00 pm Location: 400 Erie St E Tickets: $15.00 Summary: We're getting nostalgic in Windsor-Essex and Bake Club is ready to return to the 90's! Think your favourite childhood snacks and shows! Event Details

Palette Play: Pumpkin Painting Date: Sunday, September 27 Time: 2:00 pm Location: Leamington Arts Center Summary: Young artists can get creative this fall with a fun pumpkin painting class led by local artists Sally LePla and Candace Anderson. Event Details

Mackenzie Hall Jazz Opener: The Paul Keller “At Sundown” Quintet Date: Sunday, September 27 Time: 2:30 pm Location: Mackenzie Hall Cultural Centre Summary: Good Vibes, Vocals, and Goodies! Event Details

Essex County Black Historical Research Society Walking Tours Date: Sunday, September 27 Time: 3:00 pm Location: Jackson Park Summary: Join us for a free walking tour in Jackson Park to explore the new Windsor Emancipation Celebration Monument and Windsor’s Emancipation history! Event Details

An Afternoon With UFC Legend Mark Coleman: Screening & Live Q&A Date: Sunday, September 27 Time: 3:30 pm – 7:00 pm Location: Riverside Sportsmen Club Tickets: $35.00 – $100.00 Summary: Watch The Smashing Machine, then join UFC legend Mark Coleman for a live Q&A and exclusive VIP fan experience in Windsor. Event Details

LaSalle Night Markets Date: Sunday, September 27 Time: 4:00 pm Location: LaSalle Civic Centre Summary: The LaSalle Night Markets are lively and feature talented local artisans and crafters, farm-to-table local produce, delicious food vendors, amazing merchant consultants and local businesses, exhibiting their handmade and handcrafted products. Event Details

Paws And Paint - Paint Your Pet! Date: Sunday, September 27 Time: 5:30 pm – 7:30 pm Location: 1009 Drouillard Rd #2 Tickets: $45.00 – $50.00 Summary: Come and paint your pet at Windsor Craft Club. Event Details

James Cummins Live Comedy At Tipsy Toucan (Sep 26Th) Date: Sunday, September 27 Time: 8:00 pm – 9:30 pm Location: The Tipsy Toucan Tickets: $22.00 Summary: Where Windsor Laughs Every Weekend With Professional Stand-Up Comedy Event Details

Book Bingo & Book Swap Night Date: Monday, September 28 Time: 6:30 pm Location: Windsor Craft Club Summary: Come solo or bring a friend to our Book Swap and Book Bingo night at Windsor Craft Club! Win new books from different genres. Event Details

Paint Black Light Nights: Falling Leaves Witch Date: Monday, September 28 Time: 7:00 pm Location: Scarehouse Windsor Summary: Grab your friends and spend a fun evening with us. Unleash your creativity and take home a spooky piece of art created by… you! Event Details

Relive the Music: 50s, 60s, and 70s Show Date: Monday, September 28 Time: 7:30 pm Location: The Capitol Theatre Summary: A brand-new, one-of-a-kind live show featuring sensational singers, dazzling dancers, and a rockin ‘band. Event Details

Fall Convocation - Windsor Date: Tuesday, September 29 Time: 12:30 pm – 3:00 pm Location: St. Clair College Summary: Join us in celebrating the Fall 2026 Convocation Ceremonies at the WFCU Centre. Click for more details. Event Details

Practical Nursing Dinner & Pinning Ceremony Class of 2026 Date: Tuesday, September 29 Time: 5:00 pm Location: Chrysler Theatre Tickets: $39.00 + taxes and fees Summary: Event Details

WEEKLY EVENTS

7:30 pm — Mean Girls @ Sho Art Studios

8:00 am — Lakeside Market @ Atlas Tube Centre

9:00 am — Downtown Windsor Farmers’ Market @ Pelissier Street (between Wyandotte & Park)

1:00 pm — Wolfhead Distillery Tour and Tasting Experience @ Wolfhead Distillery

1:00 pm — Leamington Raceway Horse Races @ Leamington Raceway

2:00 pm — Park House Museum Discovery Days @ Park House Museum — Tickets: Free

SPORTS

🏠 ⚾ 👨 Windsor Lancers vs Windsor Selects 6:30 pm • Baseball • Libro Field

✈️ ⚾ 👨 Lambton vs St. Clair Saints 7:00 pm • Baseball • Stan Slack Field at Errol Russell Park, Sarnia

We have over 40 games this week. The list was too long to add them all here. If you would like to see the full list of games, please go to https://whatshappeningwindsor.ca/sports

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