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Thanksgiving weekend events & activities in Windsor-Essex Region including free, fun family & kids’ activities, live music, theatre & performing arts, sports, and exhibitions. A few weekday events are also listed.
Things to do this Thanksgiving Weekend in Windsor Essex Region: Friday, October 10 – Monday, October 13, 2025
I. Family & Kids Activities this weekend
Fall Fun at PéPé’s Pumpkin Patch
Daily | 9:00 AM – 5:00 PM
Pepe’s Pumpkin Patch, Front Road, Windsor
No admission fee. (pay per activity)
Family Fun at Thiessen Orchards
The FUN ACRE is located right in the middle of our orchard and has 2 huge swings, 2 giant tube slides, a bouncy castle, a barrel train ride, climbing areas, and more! Your children will benefit from being active, having fun on the farm, and maybe meet a new friend along the way. Details
September 4 – October 26, 2025
Thiessen Apple Orchards, 400 Talbot Road East, Leamington
$10 – $13
Family Fun at Allsop Farm
Come take a stroll through the Magic Kingdom, explore Cinderella’s carriage, and let the magic guide your way through the corn maze. There are mums, pumpkins, gourds, activities for the family to enjoy, and the Jurassic corn maze! Kingsville Brewery will be with us every weekend serving up some local beer and vodka smash!! Details
September 13 to October 2025
Allsop Farm Pumpkins & More, 195 Rd 3 E, Kingsville
Admission to the farm is free, and the corn maze is $5 per person.
Thanksgiving at Colasanti
Petting Farm, garden centre, Mini Golf, and Arcade Rooms are open at Colasanti’s Tropical Garden. Meet some new friends at Colasanti’s in our indoor and outdoor petting zoo. Mini-golf Course – Enjoy mini-golfing on Colasanti’s 18 hole indoor mini-golf course. Details
Daily
Colasanti’s Tropical Gardens, 1550 Road 3 East, Kingsville
Varies
Go Apple Picking
Delicious apples are now ready to pick. Check out these u-pick apple farms.
- Meleg’s Lakeview Orchard & Cider Mill
- Thiessen Orchards
- Wagner Orchards and Estate Winery
- Kennette Orchard
You may like: Places to Go For Apple Picking in Greater Toronto Area & Hamilton
Do call the farms to confirm their hours before starting
Pumpkin Patch and Corn Maze
- Allsop Farms Pumpkins and More
- Thiessen Apple Orchards
- PéPé’s Pumpkin Patch
- Kennette Orchard
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
Fall in Southwestern Ontario
Fall is a time of country harvests, crunching leaves, and soothing drinks. It’s a time when families curl up close to stay warm and prepare for winter: the leaves are changing and the air is getting crisp. Don’t let the weather fool you, though; Fall shouldn’t mean hibernating alone at home. There are plenty of fun fall activities to get you outside, around the table, or jumping from the tree tops. To help you make your Fall bucket list, we’ve compiled a list of 50 Fun Fall Activities in South Western Ontario.
- Fun Things to Do this Fall in Southwestern Ontario
- Weekend Getaways from GTA: Exploring Ontario Provincial Parks
Fall Activities and Getaways in Ontario
When Ontario comes alive with vibrant colours in autumn, cities and towns across the province offer a unique environment, and distinct character for visitors and locals to truly explore.
- Bucket List Ideas for Fall Activities and Getaways in Ontario
- 10 Fantastic Fall Activities in Ontario
II. Live Music/ Theatre/Performing Arts
ACT: Evita The Musical
Evita chronicles the extraordinary life of Eva Perón, from her humble beginnings to becoming the First Lady of Argentina and a symbol of hope for the nation’s working class. Set against the backdrop of Argentina from 1934 to 1952, this Tony Award-winning musical follows Eva Duarte’s journey from a poor, illegitimate child to an ambitious actress and, ultimately, the most powerful woman in Latin America as the wife of President Juan Perón. Details
October 3 – 5, 10 – 11, 2025
Pentastar – in Capitol Theatre, 121 University Ave. W. Windsor
Students/Seniors $43, Adults $47
Il Divo By Candlelight
Join multi-Platinum classical group Il Divo in The Colosseum for their Il Divo By Candlelight tour. Details
Friday, October 10, 2025 | 8:00 PM
The Colosseum at Caesars Windsor, 377 Riverside Drive East, Windsor
$44 and up
A Charlie Brown Double Feature
It’s the Great Pumpkin, Charlie Brown & A Charlie Brown Thanksgiving – Movie Night. Details
Friday, October 10, 2025 | 7:00 PM
Chrysler Theatre, 201 Riverside Dr W, Windsor
$12
III. Sports
Windsor Spitfires
Watch the Windsor Spitfires in action at WFCU Centre.
Pucks-n-Paws – It’s sure to be a tail-wagging good time—bring your furry friends for an afternoon filled with adorable pups, pet-friendly giveaways, and fundraising in support of local animal shelters. Plus, dogs will receive a free dog chew toy (while supplies last).
vs Oshawa Generals on Thursday, October 9, 2025 | 7:05 PM
vs Oshawa Generals on Monday, October 13, 2025 | 2:05 PM
WFCU Centre, 8787 McHugh Street, Windsor
$21.50 – $45.50
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:
- 25 Hikes to Enjoy Fall Colours in Ontario
- Must-Visit Nature Attractions & Parks in the Windsor Essex Region
- 25 Fabulous Scenic Lookouts to Visit in Ontario
- 25 Nature and Wilderness Adventures in Ontario
IV. Exhibitions, Festivals & Other Events
Halloween Town Pop-Up at WindsorEats
Windsor’s spookiest pop-up bar is creeping its way into the WindsorEats Food Hall! Get ready for Halloween Town Pop-Up, a frightfully fun, over-the-top Halloween takeover packed with creepy cocktails, eerie eats, and all the haunted vibes you can handle. Details
Every Friday & Saturday in October 2025
WindsorEats Food Hall, 400 Erie St. E.
Free to enter — just bring a ghoulish thirst and appetite.
Phantoms of the Canard Ghost Tour
A 2-hour ghostly historical tour on the water in historic River Canard. Details
Fridays & Saturdays in October until All Hallows Eve
River Canard Outpost, 9350 Malden Road, LaSalle
$25 per person
Scared Evil Haunted House
The spookiest of attractions are waiting for you at Scarehouse Windsor.
From crazy zombies and frightening nightmares locked behind doors to horrors lurking in the dark, they have everything that can possibly scare you out of your mind.
Select days, September 12 – November 21, 2025
Scarehouse Windsor, 1441 McDougall Street, Windsor
Various Packages $35 – $100
Oktoberfest at Heimat
The worlds biggest beer festival is at the Heimat once again. Keep the tradition alive at Windsor’s only German fest hall and celebrate with us. In addition to the authentic Paulaner Oktoberfest beer we have brought in from Munich we also offer a delicious traditional Bavarian menu, music and dancing! Come celebrate 10 years of Oktoberfest at the Heimat! Details
October 10 – 11, 2025
Heimat Banquet Centre, 1367 Drouillard Rd., Windsor
$13 – $15
Thanksgiving at The Races!
Celebrate Thanksgiving at Leamington Raceway! Spend the holiday with the thrill of live harness racingand enjoy exciting giveaways all afternoon. Details
October 12, 2025 | 1:00 PM
Leamington Raceway, 194 Erie St N, Leamington
Free
Belle River Stroll the Streets
Join us for a Belle River Stroll the Streets edition of the W.E. Heart Local Pop Up Market – your chance to support local and shop farm fresh! Details
Friday, October 10, 2025
Libro Credit Union, 441 Notre Dame St, Belle River
Bernie’s Haunted Farm Maze
Haunted maze, farm friends and Halloween inspired goodies!
That’s what Bernie’s Farm has to offer this Spooky season. Starting October 3rd every Friday, Saturday and Sunday we will be running the Haunted maze! Of course our farm shop will be open during the week as well and you’re welcome to take a look at the display. Our animal friends will only be out on the weekends. Details
Friday – Sunday in October 3 – 31, 2025
Bernies Farm, 2062 Lakeshore Road 215, Lakeshore
Admission is totally free, but there will be a donation box to go towards our farm friends.
Essex Centre StreetFest – The Haunted Edition
There’s something for everyone – Dress up and trick-or-treat, Costume contest, Scary street walkers lurking about, Vendors full of frightfully fun shopping, Delicious food trucks, and Live band. Details
Saturday, October 11, 2025 | 12:00 PM – 4:00 PM
Talbot St N & Centre St, Essex
Free
Hadestown: Teen Edition
Step into the hauntingly beautiful world of Hadestown — where jazz, folk, blues, and Broadway collide in a bold, unforgettable score.
Follow the mythic love story of Orpheus and Eurydice, and the stormy passion between Hades and Persephone, rulers of the underworld.
October 3 – 11, 2025
Masonic Temple Ballroom, 998 Ouellette Ave, Windsor
$25 – $30
Weekends in the Studio! Colorful Marathon Posters with Suela Prendi
Join us for a fun, family-friendly drop-in studio activity this weekend at the gallery! Create your own artwork with hands-on crafts and guidance from artist, Suela Prendi. No registration needed – just drop in and get creative. All ages welcome! Details
Sunday, October 12, 2025 | 1:00 PM – 4:00 PM
Art Windsor Essex – 2nd floor, Education Studio, 401 Riverside Dr. W, Windsor
FREE with admission to the gallery
Fire Prevention Week
Join Windsor Fire & Rescue for Fire Prevention Week in front of Laura. Visit the display and learn from the experts about fire safety! Fire Truck tours and gear demonstrations Saturday, October 11 on the outdoor pad beside Old navy.
Meet Sparky Friday from 6pm – 8pm and all day Saturday. Details
October 10 – 11, 2025
Devonshire Mall, 3100 Howard Ave, Windsor
Free
Exhibition: Timid Timothy Illustrations by Della Kasarda Romanow
Rochambeau is a culmination of works created by Father and Daughter duo Jody and Emma Fleming. This collection of works spans across multiple years and explores a variety of media including sculpture, painting, drawing, printmaking and more. These works come together to share two unique artistic journeys and views of the world around us. Details
October 2 – 19, 2025
Sunday, October 12, 2025 | 1:00 PM – 3:00 PM
The Gibson Gallery, 140 Richmond Street, Anhersburg
Free
Community Display: Planting the Seeds for Truth & Reconciliation
Art Windsor-Essex partnered with the Windsor Essex Catholic District School Board on a display of artworks made by students in Windsor-Essex. The hearts were coloured by students at WECDSCB. Displayed as blossoming flowers, the hearts represent our collective commitment to working together to achieve truth and reconciliation.
“Planting the seeds for truth and reconciliation” is a metaphor. It likens the work of healing and building better relationships between Indigenous and non-Indigenous people to planting a garden, a process that requires time, care, and effort. It honours the experiences of Indigenous Peoples, celebrates resilience, and affirms a commitment that Every Child Matters. Details
September 2, 2025 – November 4, 2025
Tuesday – Saturday | 10:00 AM – 5:00 PM
Sunday | 11:00 AM – 5:00 PM
Art Windsor Essex, 401 Riverside Dr. W, Windsor
$10 regular gallery admission
Immersive Dinner Experiences at the Scarehouse
Haunted House attraction with Immersive Dinner Experiences catered by Nico Taverna. Enjoy a 90-minute VIP private-themed immersive dining experience. You and your friends will savour over a multi-course meal and then venture thru all 3 of Scarehouse’s attractions. Details
September 13 to October 31, 2025
Scarehouse Windsor, 1441 McDougall Street, Windsor
$99 plus taxes and gratuity
Ontario Culture Days
Culture Days is a national celebration of arts and culture. At the end of each September, millions of people attend thousands of participatory arts and culture events across the country. Culture Days programs invite the public to get hands-on and behind-the-scenes to highlight the importance of arts and culture in our communities. Details
September 19 – October 12, 2025
Across Ontario
Free
Windsor Comedy Club Proshow
Located inside Craft Heads Brewing Company, the Windsor Comedy Club has been a central hub for comedy in Windsor since 2015, and we’re excited to welcome national headliners to our stage. The club’s intimate and laid-back setting guarantees a memorable night, where every seat brings you closer to the action. Make sure to arrive early, as seating is unassigned and tends to fill up quickly!! Details
Saturday, October 11, 2025 | 8:00 PM – 10:00 PM
468 Erie Street East, Windsor
On Sale Sept 30, 2025
A Snapshot of the Literary History of the Windsor Region
This exhibition, organized by Windsor’s Poet Laureate Emeritus Marty Gervais, traces the chronology of what he calls “a gallery of heroes.” Details
April 5 to October 26, 2025
Tuesday – Saturday | 10:00 AM – 5:00 PM
Sunday | 11:00 AM – 5:00 PM
Chimczuk Museum, 401 Riverside Dr W, Windsor
$5 – $6
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
Visit Sculpture Gardens
Sculpture gardens are the perfect blend between nature and art, featuring art installations from local and international artists and concerning multiple different themes. As you stroll or bike through these outdoor galleries, you’ll find yourself experiencing a unique story at each location.
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. We have a Kids Corner, art exhibits and crafts vendors, community booths, entertainment, food demonstrations, and other special events that attract the community to our fun and family-friendly environment. Details
Saturday | 8:00 AM – 1:00 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
Saturday | 8:30 AM – 1:30 PM
8728 Howard Avenue, Amherstburg
Free
VI. Thanksgiving Dinner/Events
Thanksgiving Day at Leamington Raceway
Celebrate Thanksgiving at Leamington Raceway!
Spend the holiday with the thrill of live harness racing and enjoy exciting giveaways all afternoon. Details
Sunday, October 12, 2025 | 1:00 PM
Leamington Raceway, 194 Erie St. N, Leamington
Admission and parking are always free
Thanksgiving Dinner Buffet Cruise
Come cruise with us on our last dinner cruise of the year Thanksgiving weekend! Enjoy the fall colors along the Detroit/Windsor shoreline with local favorite entertainer Dave Fazekas. Details
Friday, October 10, 2025 | 5:00 PM
Windsor Premier Cruises, 78 Riverside Dr W, Windsor
$59.99 – $114.99
You might like:
Thanksgiving Dinner Dine-in/ Take-Out
- Ciociaro Club on October 11 – 12
- Kingsville Golf & Country Club on October 12 – 13
- River’s Edge Tap & Table’s on October 12 – 13
- Green Heart Kitchen on October 11; Pre-order by October 9
- Harbour House Waterfront Eatery on October 11 – 13; Pre-order by October 8
- Koolini on October 11 – 12
- La Belle Fromage on October 10 – 11
- The Keg Steakhouse on October 12 – 13
- Steve Green Foods
- Just Jeff’s Gourmet Express on October 11; Pre-order by October 7
- Sawyers Craft BBQ – Pre-order by October 8
- River Room Restaurant on October 12
- Open Table listing
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.