Things to Do During 2025 Labour Day Weekend in Windsor Essex Region

 Labour Day long weekend events & activities including free, fun family & kids’ activities, live music, theatre & performing arts, exhibitions and more. – Friday, August 29– Monday, September 1, 2025.

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 1, 2025 | Parade starts at 10:00 AM

Lanspeary Park, Kildare Rd/Ottawa St Parade Route

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

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The 171st 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. Details

August 28 – 31, 2025
Parade | Saturday, August 30 | 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 Diamond & Diamond Lawyers. Don’t forget to bring along blankets, lawn chairs, and bug spray. Details

Saturday, August 30, 2025
Bonfire, Marshmallow Roast & Concert | 6:30 PM – 8:30 PM @ Lakewood Park North
Fireworks begin at Dusk ~ 9:00 PM @ Lakewood Park South
Rain date | August 31

Lakewood Park, 13451 Riverside Dr E., Tecumseh

Free

Scenic Train Rides

Enjoy a scenic ride on the Port Stanley Terminal Railway. Details

August 30 – September 1, 2025 | 11:00 AM, 1:00 PM & 3:00 PM

Port Stanley Terminal Rail, Bridge Street, Port Stanley

$10.50 – $16.50

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. 

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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

Shakespeare’s A Midsummer Night’s Dream

This messy rom-com full of high emotions and magic is one of Shakespeare’s most beloved and accessible plays. Details

August 22 – 24, 28 – 30, 2025

Fogolar Furlan Club, 1800 N Service Road, Windsor

$20 – $50

Lakeshore Summer Parks Concert Series: Millen Park- Elvis and Dawn Gori

Join Lakeshore for an incredible lineup of musicians and musical acts, coming to a park near you! Details

Friday, August 29, 2025 | 7:00 PM – 8:30 PM

Millen Community Park, 1925 S Middle Rd, Woodslee

Free

Live at The Square with Leighton Bain

Every Friday evening from July through October 2025, Windsor’s new City Hall Square plaza will transform into a hub of music, culture, and community with Live at The Square — a free weekly concert series that celebrates some of the best in local talent. Details

Friday, August 29, 2025 | 7:00 PM – 9:00 PM

City Hall Square, 400 City Hall Square E, Windsor

Free

Jazz Night at Walkerville Brewery

Join us on the last Sunday of the month from 6-9PM to enjoy some silky-smooth live jazz by The Coffee House Combo!

Our taproom and kitchen will be open LATE to satisfy your cravings while enjoying some toe tapping tunes with charcuterie menu features on Jazz Nights! Details

Sunday, August 31, 2025 | 6:00 PM – 9:00 PM

Walkerville Brewery, 525 Argyle Road, Windsor

There is no cover for Jazz Nights at the Brewery, however tips to the performers are appreciated!

Old Dominion: How Good Is That – World Tour

Lead singer and guitarist Matthew Ramsey, guitarist and vocalist Brad Tursi, keyboardist and vocalist Trevor Rosen, bassist and vocalist Geoff Sprung, and drummer Whit Sellers built their sound, as well as career, taking the music they loved, getting in the van and playing the bars across the Southeast as a ragtag group of hit songwriters. That zeal for the moment and strong love for what happens when players meet music lovers has fueled an almost unprecedented rise for the band who’ve written iconic hits for Kenny Chesney, Keith Urban, Kelsea Ballerini, Dierks Bentley, Sam Hunt, and more. ​Details

Friday, August 29, 2025 | 8:00 PM

The Colosseum at Caesars Windsor, 377 Riverside Dr E, Windsor

$150and up

Theresa Caputo Live!

Caesars Windsor welcomes renowned medium, Theresa Caputo, to The Colosseum stage

For over a decade, Theresa Caputo, known worldwide as the Long Island Medium, hasshared her messages of comfort and healing with more than a million and a half audience members worldwide.

Known for her unique ability to communicate with those who have passed on, Theresa Caputo Live! The Experience brings Caputo face-to-face with her fans as Spirit guides her through the audience, and a full-stage video display ensures that everyone has an up-close experience regardless of seat location. Details

Saturday, August 30, 2025 | 8:00 PM

The Colosseum at Caesars Windsor, 377 Riverside Dr E, Windsor

$49 and up

III. Exhibitions, Festivals & Other Events

Point Pelee National Park – Fall Migration

Canada’s Point Pelee National Park along the shores of Lake Erie is one of the best inland locations to observe bird migration.

Join Detroit Bird Alliance expert and eagle-eyed Leaders Jim Bull and Bruce Szczechowski as they explore the wonders of Canada’s Point Pelee National Park. Details

Saturday, August 30, 2025 | 9:00 AM – 2:00 PM

Point Pelee National Park, 1118 Point Pelee Dr, Leamington

$18.91 – $27.45

Dirty Dancing Movie Night

Come check out Dirty Dancing movie night at Chrysler Theatre!

In the summer of 1963, 17-year-old Baby, a pampered daddy’s girl not knowing the first thing about dancing, braces herself for a bland holiday at Kellerman’s posh Catskills resort. But expectations and reality are two entirely different things. And when Baby sets eyes on handsome dance instructor Johnny Castle, a rebellious dreamer from the wrong side of the tracks, an exciting, music-filled world she never knew existed unfolds before her. As their heated bodies entwine and passionate hips roll right under everyone’s noses, Baby and the Mambo King explore the boundaries of rhythm, entranced by Johnny’s confident style and their effortless connection. It won’t be a walk in the park, but Baby is about to have a blast and learn a thing or two about dance and love.

Details

Saturday, August 30, 2025 | 7:00 PM

Chrysler Theatre, 201 Riverside Dr. W, Windsor

$12 including tax and fees

Beats & Vintage!

On August 30th, we are hosting a special summer edition to mark their 15th session!

This milestone event will feature a producer showcase, an all-ages hands-on beat-making workshop, a vendor market, and of course, all the amazing food and drinks at Windsor Eats!

Details

Saturday, August 30, 2025 | 3:00 PM – 10:00 PM

400 Erie Street East, Windsor

Free

49th Annual Fall Fun on Wheels Car Show

Get ready for the Canadian Transportation Museum & Heritage Village’s 49th Fall Fun on Wheels Car Show. Details

Sunday, August 31, 2025 | 8:00 AM – 3:00 PM

Canadian Transportation Museum and Heritage Village, 6155 Arner Townline, Kingsville

$5 Spectator Admission (Children 12 & Under Free)

LaSalle Ribfest

The first annual “Your Local” LaSalle Ribfest is here and we’re bringing you 3 award-winning ribbers, 20+ vendors, entertainment and more! A family-friendly community event awaits you. Details

August 29 – 31, 2025

LaSalle Event Centre, 970 Front Road, Lasalle

Free

Windsor Food Festival 3.0

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

“Spices Beyond Borders, Hearts Beyond Differences” – Because food brings us together! Details

August 29 – 31, 2025

Riverfront Festival Plaza, 370 Riverside Dr. E., Windsor

Free

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, 2025

Participating Restaurants

Varies with restaurants

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Animal Mini-Figure (Lego) Scavenger Hunt

Animal Lego friends are visiting the François Baby House. Can you find them and the artifacts they are discovering? Small prize for those adventurers who finish the hunt! Details

Ongoing

François Baby House, 254 Pitt Street West, Windsor

Free

Tales of the Town

It’s Windsor’s very own open-mic storytelling night—where anyone can step up, take the mic, and share a slice of their life. Details

Saturday, August 30, 2025 | 5:00 PM – 7:00 PM

Aloe Lounge, 614 Erie St E, Windsor

$12.50

Erie Street Guided Walking Tour

On September 1st at 11AM, join Museum Windsor for a Guided Erie Street Walking Tour. Learn about the rich, history and culture of Erie Street. Details

Monday, September 1, 2025 | 1100 AM – 12:30 PM

Art Windsor Essex, 401 Riverside Dr. W, Windsor

$6.00 per person

AWE Free Guided Tours

Step into AWE’s refreshing galleries and discover the hidden stories behind the artworks. Join our friendly Gallery Guides every Saturday from 2pm to 3pm for a free Public Guided Tour. Learn about the creative vision and techniques of the artists featured in our current exhibitions, all while staying cool and inspired this summer! Details

Saturday, August 30, 2025 | 2:00 PM – 3:00 PM

AWE, 401 Riverside Drive West, Essex
Attendees will meet their Gallery Guide on the 2nd floor.

Free with Gallery Admission

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 | 9:00 AM – 5:00 PM
Friday | 8:30 AM–4:00 PM
Saturday | 9:00 AM–2:00 PM

Historic Essex Railway Station, 87 Station Street, Essex

Free

Amherstburg Open Air Weekends

The weekly events run from Friday at 3pm until Sunday at 8pm in the downtown core of Amherstburg. 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

August 29-31, 2025 | 3:00 PM – 8:00 PM

Downtown Amherstburg

Free

Walkerville Distillery District Night Market

The Walkerville Distillery District Night Markets are making a highly anticipated return to Walkerville this summer, offering locals and visitors the chance to enjoy an evening under the stars filled with all things local – from delicious eats and drinks to entertainment and small business vendors. Walkerville Brewery is proud to revive this beloved community tradition! Details

Friday, August 29, 2025 | 5:00 PM – 11:00 PM

Argyle Rd in front of the Walkerville Brewery, 525 Argyle Rd

Free

Friday Night Lights Bike Ride

Enjoy the sight of colourfully lit cyclists roll through the streets, bells clacking, as they partake in a pub crawl on two wheels appropriately named Friday Night Lights and always try to outdo each other with their decorations on each ride. Details

Friday, August 29, 2025 | 6:30 PM

400 Erie St E Unit 3, Windsor

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 25, 2025 | 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

Saturdays, June 8 – October 26, 2025 | 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

Lasalle Night Market

The 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. Admission is free, all are welcome! There is truly something for everyone! Details

Sunday, August 31, 2025 | 4:00 PM – 8:00 PM

LaSalle Civic Centre, 5950 Malden Rd., Lasalle

Free

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:

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.

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