Vines & Vibes Business Social Join us for an evening of networking at Kingscoast Estate Winery! This is a wonderful opportunity to connect with fellow entrepreneurs, small business owners and professionals from across Windsor-Essex for a relaxed and engaging evening at one of the region’s newest winery destinations. Nestled along the Lake Erie shoreline, Kingscoast [...]
Blonde Ambition - The Madonna Tribute Dinner Show Includes salad, roasted pepper velouté, Mediterranean chicken, and black and white opera cake. Join us for a nostalgic evening filled with music, memories, and fun. Many guests say the Chrysler Theatre dinner shows are among the best nights out in Windsor, combining great entertainment, delicious food, and [...]
Arts at the Marina Leamington Municipal Marina/Rick Atkin Park, 101 Robson Rd. Celebrate the arts with us! The Leamington Arts Centre proudly presents the 32nd annual Arts at the Marina outdoor arts and crafts show. This two-day event held at the scenic lakeside Leamington Municipal Marina/Rick Atkin Park, features dozens of artisans on display, live [...]
Cars For A Cause x Oneday Dreams - Charity Car Show Whether you’re a car enthusiast or just looking for a great afternoon out with the family, we’d love to see you there! A few things we have planned for this year include: Over 200 iconic cars from near and far Grand Touring Automobiles VIP [...]
SANT IPPOLITO ITALIAN FESTIVAL WINDSOR For over 21 years here in Windsor, our community has proudly gathered to celebrate the Sant Ippolito Festival, a beautiful tradition rooted in faith, family, and our deep connection to Sant’Ippolito in Cosenza, Italy. Every year, we come together to honour Sant Ippolito with a heartfelt religious program and procession. [...]
Dog Days of Summer Dog lovers and their furry companions are invited to Downtown Windsor for the return of Dog Days of Summer, a free community event celebrating pets, local businesses, and summer fun in the city core. Taking place in the north half of the Downtown Windsor Farmers’ Market parking garage section on Pelissier [...]
2026 Run for Rocky Run for Rocky is a charity run/walk in Windsor Ontario which is inspired by Rocky Campana who passed away in 2012 after attempting to take his own life. The Campana Family, along with the Windsor Pride Community, wanted to share Rocky’s story. Through their collaboration, they have been able to fund [...]
Mill St. Market - Harvest, Place and Taste The Leamington Arts Centre (LAC), in partnership with the Municipality of Leamington, the Uptown Leamington BIA, and The Bank Theatre are proud to present the Mill St. Market. Experience the vibrant Mill St. Market. A unique family-friendly street festival showcasing immersive and live music and cultural experiences, [...]
Ouellette Car Cruise and Afterparty The Downtown Windsor Business Improvement Association (DWBIA) is excited to welcome back the annual Ouellette Car Cruise, celebrating its 11th year as one of Windsor’s most anticipated summer traditions and a signature event highlighting the city’s deep automotive roots. Bringing together car enthusiasts, collectors, hobbyists, and visitors from across the [...]
The Rule Of Three WINDSOR'S MOST UNIQUE COMEDY SHOW IS BACK! Think you’ve seen every comedy show Windsor has to offer? Think again. The Rule of Three is a live stand-up comedy competition where six comedians battle across three rounds to prove who deserves the crown: Rapid-fire One-Liners Crowd Work & Off-the-Cuff Riffing Storytelling The [...]
Paws and Power Chords Summer Music Festival A Rock Festival Supporting Veterans Living with PTSD & PTSI.This event is in partnership with Kingsville Legion Branch #188. Paws & Power Chords is more than a rock festival—it's a community coming together to support Canada's Veterans living with Post-Traumatic Stress Disorder (PTSD) and Post-Traumatic Stress Injury (PTSI). [...]
Windsor Zombie Walk & Afterparty The Windsor Zombie Walk and Parade returns to Downtown Windsor for another evening of spooky fun, Halloween spirit, and community celebration. Presented by Scarehouse Windsor in partnership with the Downtown Windsor Business Improvement Association (DWBIA), this annual event invites zombies, survivors, horror fans, families, and curious spectators to gather in [...]
Sing Pitch Perfect with Deke Sharon & Splush Sing Pitch Perfect with Deke Sharon & Splush At The Chrysler Theatre Join the legendary Deke Sharon, 'Father of Contemporary A Cappella', to learn and sing a song from the famous movie franchise! With Deke’s expert guidance, you’ll soon be crushing it with fellow Pitch Perfect fans, [...]
Card Board Game Night Only at The Shadowbox Theatre (1501 Howard ave. - corner of Howard & Shepherd - Windsor, ON) 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 [...]
Sports related events appear on the event calendar of our sister publication In Play! magazine. Check it out!
Dates and times of events are subject change. Please contact organizers to confirm details.
As well please view the EVENT PROFILE section of our website for detailed information on certain events in the region.