Labour Day long weekend events & activities including free, fun family & kids’ activities, live music, theatre & performing arts, exhibitions and more. – Friday, September 4 – Monday, September 7, 2026.
I. Family & Kids Activities this weekend
Labour Day Parade
Join us for a day of free food, live music, and fun family activities! The festivities kick off with a parade and inspiring speakers, followed by an afternoon of celebration. Don’t miss our Labour Day 50/50 Jackpot—your chance to win big and give back to the community! Bring your family, bring your friends—everyone’s welcome!
Details
Monday, September 7, 2026 | Parade starts at 10:00 AM
Lanspeary Park, Kildare Rd/Ottawa St Parade Route
Free
Great Canadian Riverfront
Join us for the Great Canadian Riverfront, a free red-and-white celebration of music, food, family and all things Canadian, capped by a spectacular 400-drone show over the Detroit River, presented by LIUNA Local 625.
At 9:15 p.m., 400 drones will rise above the Detroit River for a massive, choreographed show celebrating Windsor and Canada through light, movement, music and some unmistakably Canadian imagery. Details
View this post on Instagram
Sunday, September 6, 2026 | 4:00 PM – 9:30 PM
4:00 p.m. | Buck Twenty
6:00 p.m. | Ultrasonik
8:00 p.m. | The S’Aints
9:15 p.m. | Drone show
Dieppe Gardens, 78 Riverside Drive West
Free
Fun at the Orchard
Pick your own raspberries, blackberries and apples here at the Orchard. Details
Monday to Friday | 9:00 AM – 5:30 PM
Sunday & Labour Day Monday | 10:00 AM – 5:00 PM
Closed on Saturdays
Meleg’s Lakeview Orchard & Cider Mill, 166 Arner Townline, Kingsville
You may like:
The 172nd annual Harrow Fair
The Harrow Fair is back and has become a favorite end-of-summer event for Essex County and beyond! Visit the 4H displays, the barns, the machinery, and the parade. Visit the many vendors and the midway. And don’t forget to enjoy the entertainment, as we have some great people lined up. 2026 Theme is ‘Tractors and Tailgates’. Details
September 3 – 6, 2026
Parade | Saturday, September 5 | 11:30 AM
Fairgrounds, 134 McAffee, Harrow
Adult: $12; Children 12 and under free entry; Weekend Pass $30
End of Summer Celebration
Head to Lakewood Park in Tecumseh for the End of Summer Celebration, Community Bonfire & Fireworks!
The event begins with a Community Bonfire and Marshmallow Roast. While you roast your marshmallow and make a smore, local artist Max Marshall will be performing some tunes beachside. There will be lots of fun interactive lawn games for all ages to enjoy!
Afterwards, fireworks will take place at Lakewood Park South sponsored by Chartwell St. Clair Beach. Don’t forget to bring along blankets, lawn chairs, and bug spray. Details

End of Summer Celebration
Saturday, September 5, 2026
Bonfire, Marshmallow Roast & Concert | 6:30 PM – 8:30 PM @ Lakewood Park North
Fireworks begin at Dusk ~ 9:00 PM @ Lakewood Park South
Lakewood Park, 13451 Riverside Dr E., Tecumseh
Free
Scenic Train Rides
Enjoy a scenic ride on the Port Stanley Terminal Railway. Details
September 5 – 7, 206 | 11:00 AM, 1:00 PM & 3:00 PM
Port Stanley Terminal Rail, Bridge Street, Port Stanley
$12- $18 + tax
Visit Peche Island
The City of Windsor, which maintains the island offers boat transportation to the Island and you are free to brave the inland trails yourself. Details
Pick Your Own Dahlias
You will wander the rows at your own pace, get to know all the Dahlias and cut your very own bouquet to bring home. Feel free to bring a coffee and take photos while you’re here. Details
Summer in Windsor and Essex County
All surrounded by lakes and rivers, this region is special for its beautiful natural parks, farmland, and range of festivals to enjoy. Details
Discover Fort Malden National Historic Site
Know more about Canada’s early military history. Fort Malden National Historic Site is open daily until September 3rd from 10 am to 5 pm. Costumed interpreters will be present in select areas. Musket firing demonstrations will also be taking place. Details
Visit Point Pelee National Park
The Point Pelee National Park is currently open daily with limited access. Enjoy hiking, camping, and more. Details
Lake Erie Road Trip
Celebrate the end of summer with a Lake Erie shores road trip.
Go Apple Picking
Delicious apples are now ready to pick. Check out these u-pick apple farms.
Sunflower Fields and Mazes in Ontario
A visit to a sunflower farm is surely a cause for a smile, photo ops, and plenty of sunshine. Walk on a path through a sea of yellow flowers and purchase a specialty product from a store on-site to commemorate your summer experience. In Ontario, these flowersbloom for about two weeks only from early to late August/early September. Details
If you are going just for sunflowers, do call the farm to know more about the bloom condition.
Corn Mazes in Ontario
Get lost at world-famous corn mazes or the one nearest to you for a memorable experience with the family or your bestie. Most of these farms also have a whole bunch of other great activities so you can enjoy the entire day picking pumpkins, milking goats, cuddling bunnies and so much more! Details
Unique Summer Adventures in Southwestern Ontario
Southwestern Ontario is home to some of the most famed birding sites, wineries, microbreweries, spas, nature sites, and spots for outdoor adventure in the country, and for some, in the world. Details
II. Live Music/Theatre/Performing Arts
Lakeshore Summer Parks Concert Series: Jon Brett
Join Lakeshore for an incredible lineup of musicians and musical acts! Details
Friday, September 4, 2026| 7:00 PM – 8:30 PM
Lakeview Park, 535 Lakeview Dr, Belle River
Free
89X Birthday Bash
Caesars Windsor plays host to the 89X Birthday Bash featuring Default, The Blue Stones, and Fionn. Details
Friday, September 4, 2026 | 8:00 PM
The Colosseum at Caesars Windsor, 377 Riverside Dr E, Windsor
$34 and up
Majhaestic Night with Prem Dhillon
Prem Dhillon is an Indian singer and songwriter known for his Punjabi music.
Saturday, September 5, 2026 | 9:00 PM
Chrysler Theatre, 201 Riverside Dr. W, Windsor
$25.00 plus tax and fees
Leamington’s Music On the 42 Summer Concert Series – The S’Aints
Residents and visitors can enjoy live waterfront entertainment by The S’Aints on Saturday. Concertgoers are encouraged to bring lawn chairs or blankets to enjoy the show comfortably.
Saturday, September 5, 2026 | 8:00 PM
SUNSET® Amphitheatre, 24 Seacliff Dr W, Leamington
Free
Lizzie
What better way to end off the summer than a punk-rock opera about the axe-wielding Lizzie Borden? Accused of the brutal killing of her father and stepmother in 1892, Lizzie now takes the stage and gives us a little insight into what goes on behind closed doors.
Plunge into this unsolved mystery through a theatrical-concert directed by Bonnie Porteous, with music direction by Sam Bourque.
September 3 – 5, 2026 | 9:00 PM
Masonic Temple Ballroom, 986 Ouellette Ave, Windsor
$30+hst
III. Exhibitions, Festivals & Other Events
Yacht Rock Dance Party
Join us on Saturday, September 5th for a Yacht Rock Dance Party — a full-on throwback to the sun-soaked, breezy hits of the 70s and 80s.
DJ Captain Crunchy (aka Liam Lux) is your captain for the night, steering us through a sea of high-fidelity hits, soaring saxophone solos, and irresistible late-70s and 80s rhythms. This is a 19+ event. Details
Saturday, September 5, 2026 | 8:00 PM
Walkerville Brewery, 525 Argyle Road, Windsor
$11.98
Dirty Dancing: Dinner & a Movie
Enjoy a 3-course plated meal in our skyline ballroom and then move to the Chrysler Theatre to enjoy the movie.
Saturday, September 5, 2026 | Doors 6:00 PM
Chrysler Theatre, 201 Riverside Dr. W, Windsor
$55.45
Campfire Night at the Food Hall
Settle in for a cozy summer evening filled with live music, fireside treats, and good company. Gather around our tabletop fire features and patio fire pit, enjoy classic summer snacks, and soak up the long weekend atmosphere under the stars.
Friday, September 4, 2026
400 Erie Street East, Windsor
Free admission
Fall Fun on Wheels Car Show
Get ready for the Canadian Transportation Museum & Heritage Village’s 50th Fall Fun on Wheels Car Show. Details
Sunday, September 6, 2026 | 8:00 AM – 2:00 PM
Canadian Transportation Museum and Heritage Village, 6155 Arner Townline, Kingsville
$5 Spectator Admission (Children 12 & Under Free)
Windsor Food Festival 4.0
A celebration of culture, cuisine, and community
Live music, global beats, and cultural dance performances
International flavours from every corner of the globe
Vibrant vibes and unforgettable memories. Details
September 4–6, 2026
Riverfront Festival Plaza, 370 Riverside Dr. E., Windsor
Free
Dungeons and Dragons (LEGO) Scavenger Hunt
The Heroes of Baldur’s Gate have arrived at the François Baby House, as magic has brought a large party of Dungeons & Dragons LEGO Minifigures to the museum’s galleries. Visitors of all ages are invited to gain some experience points (XP) and discover historic treasures as they explore this National Historic Site of Canada by participating in this fun dungeon-crawling scavenger hunt. Details
Ongoing
François Baby House, 254 Pitt Street West
Free admission
Le Burger Week
Throughout the week, burger aficionados everywhere are called upon to indulge in their city’s LBW burgers and vote for their favourite one! Details
September 1 to 7, 2026
Participating Restaurants
Varies with restaurants
You might like: Hospice Face to Face Campaign on until September 30, 2026
Windsor Uncensored: Wet! An Erotic Art Show
Join us for a night dedicated to exploring the raw, the provocative, and the intimate. Windsor Uncensored is a space that celebrates freedom of expression and showcases the diverse perspectives of our local art community. Details
September 4, 2026 | 8:00 PM – 10:00 PM
Meteor, 138 University Ave. W., Windsor
$10 cover
Visit Historic Essex Railway Station
The station contains a variety of railway memorabilia and artifacts of historical interest. Booklets will be available to take self-directed tours. Details
Tuesday | 8:30 AM–4:30 PM
Wednesday | 9:00 AM–9:00 PM
Thursday | 8:30 AM–4:30 PM
Friday | 8:00 AM–4:00 PM
Saturday | 9:00 AM–2:00 PM
Historic Essex Railway Station, 87 Station Street, Essex
Free
Amherstburg Open Air Weekends
Find everything you need in our Open Air streets from craft beer, gourmet popcorn, cotton candy, frozen yogurt, gelato, baked goods to ice cream; satisfy your long-awaited craving for delicious drinks and desserts from your favorite Amherstburg eateries. Shop Amherstburg’s amazing local businesses for clothes, accessories, home decor, jewelry, shoes, candles, classic and new author books and more! Details
September 4 – 6, 2026 | 3:00 PM – 8:00 PM
Amherstburg Open Air Night Market | Friday September 4
Downtown Amherstburg
Free
Go on a Mural Tour
View the thirty -six outdoor murals located along Drouillard Road that signifies the importance of Ford City in history. A self-guided Mural Tour booklet is available by calling Marina Clemens at (519) 253-1073. Details
Wolfhead Distillery Tour
Get ready for a howling good time! We’ll be your spirit guide, walking you through the perfect pairings, fun facts, and where to track down unique spirits you won’t find anywhere else. Join us at our restaurant, and let us treat you to a tasting right at your table. Details
Saturdays | 1:00 PM & 3:00 PM
7781 Howard Ave, Amherstburg
$10 – $20 +tax
Downtown Windsor Farmer’s Market
At the Downtown Windsor Farmers Market, you’ll find farm-fresh fruit, vegetables, produce, and unique artisan food products from the best our area has to offer. Details
Saturdays, until October 31, 2026 | 9:00 AM – 2:00 PM
Pelissier St. & Maiden Ln W, Windsor
Free
Amherstburg Farmer’s Market
The Amherstburg Farmers Market is a weekly rural market for local produce, prepared food & craft products. Details
Sundays | 12:30 PM – 4:30 PM
GL Heritage Brewing Company, 8728 Howard Avenue
200m north of the Little White Church at Howard and County Rd 20
Free
Art Windsor Essex Guided Tour
Discover the stories behind the artworks at Art Windsor–Essex! Join our friendly Gallery Guides on the first Saturday of each month from 2pm-3pm for a free guided tour of the gallery. Explore the creative vision and techniques of the artists featured in our current exhibitions. Details
Saturday September 5, 2026 | 2:00 PM – 3:00 PM
Art Windsor Essex, 401 Riverside Dr. W, Windsor
Tours are FREE with regular admission to the gallery. Admission is always free for members.
Go Hiking or Visit Nature Areas
Parks and pathways, Provincial parks and conservation reserves are open for people to enjoy some time with nature.
Enjoy a leisurely walk with the family at any of these locations:
- Must-Visit Nature Attractions & Parks in the Windsor Essex Region
- 25 Fabulous Scenic Lookouts to Visit in Ontario
- 100 Adventures in Ontario Provincial Parks
- 25 Nature and Wilderness Adventures in Ontario
Go Fishing
You can cast a line and reel in that big catch at Ontario Provincial Parks. Do obey any fishing location restrictions in the park.
We do try to make the listings as accurate as possible, but there may be typographical/oversight errors or events may be cancelled or postponed without any notice. Verify all details from concerned event Websites/officials.
50+ Bucket List Ideas for Summer in Ontario








