Here is a look at some of the exciting activities happening across Windsor-Essex this weekend.
Star Favorites
Classic Cars
On Sunday, May 17, the Yesterday and Today Car Show at Colasanti's Tropical Gardens (1550 Rd. 3 E) will feature hundreds of vehicles from various decades. Alongside over 300 cars, attendees can browse local vendors, enjoy food from trucks, listen to live music, and participate in raffles and awards. Spectator admission is $5, and the event runs from 11 a.m. to 4 p.m.
Golden Girls Pub Crawl
WindsorEats is hosting a Golden Girls-themed pub crawl on Sunday, May 17, from noon to 4:30 p.m. Guests are encouraged to dress as Dorothy, Sophia, Rose, or Blanche. The crawl starts at WindsorEats Food Hall (400 Erie St. E) with themed cocktails, interactive stations, and photo ops, then moves to three other nearby stops. Registration is $5 per person, but groups of four dressed as the full cast can attend for free.
Summer Kick-Off Concert
The Rotary Club of LaSalle presents a free outdoor concert on Saturday, May 16, at LaSalle Landing (1010 Front Rd.) featuring The Jody Raffoul Band. The show starts at 2 p.m.; bring your own lawn chairs. A food truck will be available.
Distillery Tours
Wolfhead Distillery (7781 Howard Ave.) in Amherstburg celebrates 10 years of craft spirits with free guided tours on Saturday, May 16. Tours at 11 a.m., 1 p.m., and 3 p.m. last 45–60 minutes, including behind-the-scenes access and whisky samples. Call 519-726-1111 for dining reservations.
Techno on Tap
SOTC Productions transforms Walkerville Brewery (525 Argyle Rd.) into a late-night warehouse on Saturday, May 16, featuring progressive house and techno from Baran Acar, Ex Libris, Petch, Tyler Johnston, and Portland's Pleasant Hiss in her Windsor debut. The 19+ event runs 8 p.m. to 1 a.m. with Void Acoustics sound, custom lights, and craft beer. Tickets are $20 via eventbrite.ca.
For the Kids
Victoria Day Fireworks
Celebrate the long weekend at Green Acres Optimist Park (13731 St. Gregory's Rd.) in Tecumseh on Saturday, May 16. The Optimist Club of St. Clair Beach's Victoria Day celebration starts at 6 p.m. with live music and food vendors, followed by fireworks at 9:50 p.m. Free glow-in-the-dark bracelets are available while supplies last.
Gaming Tournament
Pressure Point 2026 returns to St. Clair College (2000 Talbot Rd. W) on Saturday, May 16, from 10 a.m. to 10 p.m. This competitive video game event features top players from Ontario and the U.S., live-streamed matches, and a lively atmosphere. Admission is $15; register at www.start.gg/tournament/pressure-point-2026.
Plan Ahead
178th Leamington Fair
The Leamington Fair runs May 21–24 at the fairgrounds with rides, live entertainment, and tradition. Admission is reduced to $7; ride tickets sold separately. Enjoy a demolition derby, games, concerts, agricultural displays, local vendors, fair food, and a beer tent throughout the weekend.
A Night in Nashville
Downtown Windsor turns into a country street party on May 24 at the Pelissier St. Parking Garage. Performances by Carson Janik, Slim Pickerel, and the River Boys bring modern country and boot-stomping favorites. Enjoy cold drinks and open-air vibes for a one-night celebration.
