Game Nights @ Central Library for KIDS!

Date: Wednesday, December 03, 2025
Time: 6:00 pm – 8:00 pm
Location: Windsor Public Library
Summary: Come to the Central branch every Wednesday evening to enjoy our selection of board games! The games will be sitting on a table waiting for you to play with family, friends, and maybe even some new friends! Ages 3 and up. No registration required.

Willistead Manor Holiday Tours

Date: Wednesday, December 03, 2025
Time: 6:00 pm – 8:00 pm
Location: Willistead Manor
Summary: Experience includes tours of Willistead Manor all decked out in its holiday finest, tours of the new Coach House Historical Exhibition, and access to the Friends of Willistead's holiday display

Derrick Brown with Maria Giesbrecht + more!

Date: Wednesday, December 03, 2025
Time: 8:00 pm – 11:00 pm
Location: Windsor Eats
Ticket Price: Event is now FREE!
Summary: Derrick Brown and Maria Giesbrecht are rolling through town in the interest of catalyzing a bit of hype for their forthcoming releases under Write Bloody Publishing.

Christmas Open House

Date: Thursday, December 04, 2025
Time: 5:00 pm – 8:00 pm
Location: The Little House of Cupcakes and More
Summary: Join us for some hot chocolate, goodies, raffles and door prizes!

W.E. Made It Market at Bright Lights Windsor

Date: Thursday, December 04, 2025
Time: 5:30 pm – 10:00 pm
Location: Jackson Park
Summary: Experience the magic of the WE Made It: Holiday Market every Thursday through Sunday with a full selection of local vendors. Can't make it on the weekend? You can find select vendors onsite during the week!

Charcuterie Board Workshop

Date: Thursday, December 04, 2025
Time: 6:00 pm
Location: Sketch Clay + Pottery
Summary: With our gorgeous speckled clay Dani will guide you through creating the most unique charcuterie boards that will definitely be a conversation piece at your next party!

Seriously Trivia at Walkerville Brewery

Date: Thursday, December 04, 2025
Time: 6:30 pm – 8:30 pm
Location: Walkerville Brewery
Summary: Grab your team and head to Walkerville Brewery for some SERIOUSLY TRIVIA on the first Thursday of every month!

SOLD OUT Windsor Symphony Orchestra presents Handel’s Messiah

Date: Thursday, December 04, 2025
Time: 7:30 pm – 9:00 pm
Location: Assumption Church
Summary: Enjoy a favorite WSO holiday tradition: Handel’s Messiah. Resident Conductor Geoffrey Larson leads a program of highlights from Handel’s grand celebration of the season.

Art for All: The 2025 Art Sale

Date: Friday, December 05, 2025
Time: 11:00 am – 5:00 pm
Location: Art Windsor Essex
Summary: Come check out all the amazing artwork on display at the 2025 Art Sale at Art Windsor Essex.

Tecumseh Very Merry Holiday Market

Date: Friday, December 05, 2025
Time: 4:00 pm – 8:00 pm
Location: Tecumseh Towne Centre
Summary: Experience the wonder of the holidays!

Christmas on the Farm at Sarah Parks

Date: Friday, December 05, 2025
Time: 6:00 pm – 8:00 pm
Location: Sarah Parks Horsemanship
Summary: Ring the entire family to share in a truly immersive and interactive Windsor-Essex County experience. Sarah Parks welcomes you to her farm!

Spirited Away Pottery + Movie Night Tribute

Date: Friday, December 05, 2025
Time: 6:00 pm
Location: Urban Surf Company
Summary: Join us for a special tribute evening where you’ll paint your own ceramic mug/other options while watching this beloved film on the big screen.

Santa Claus Pub Crawl

Date: Friday, December 05, 2025
Time: 6:30 pm
Location: WindsorEats
Ticket Price: $40 per person
Summary: Join WindsorEats for a jolly good time as a busload of Santas takes over the city on a Christmas pub crawl like no other.

Join WindsorEats for a jolly good time as a busload of Santas takes over the city on a Christmas pub crawl like no other. We’ll visit three secret bars, spend an hour at each, and keep the party going with karaoke on the bus between stops.

Start early with happy hour at WindsorEats Food Hall at 5pm before the bus departs at 6:30pm sharp (with or without you!).

Annie of Green Gables… Get Your Gun!

Date: Friday, December 05, 2025
Time: 7:00 pm
Location: Kordazone Theatre
Summary: As Korda’s 2025 season comes to a close, the company celebrates the holidays—and Canada—with a remount of its original 2017 holiday panto, Annie of Green Gables... Get Your Gun!

Edmunds Towers School of Dance: The Nutcracker

Date: Friday, December 05, 2025
Time: 7:00 pm
Location: The Capitol Theatre
Summary: Don't miss The Nutcracker!

The Nutcracker production is presented each year by our students here at Edmunds Towers School of Dance. This ballet is performed by over 165 elegantly costumed dancers to the much-loved score by Tchaikovsky. This production is an annual holiday tradition that is held at the Capitol Theatre in Windsor each December.

This is a very exciting opportunity for our students to dance in this holiday classic for their families and friends. From the costumes and the sets to the large cast and brilliant score, Edmunds Towers School of Dance’s production of The Nutcracker is guaranteed to entertain all ages.

Dub City Runners Inner City Gritty 5K

Date: Friday, December 05, 2025
Time: 7:00 pm – 8:00 pm
Location: Walkerville Brewery
Summary: A gritty checkpoint style 5K race through the streets of Walkerville / Ford City. This is an unsanctioned event - run at your own risk.

The streets will not be closed. The race will not be officially timed. There will be checkpoints through Walkerville and Ford City. Checkpoints will be announced prior to the race date and must be completed in the correct order. The route you take to each checkpoint is up to you.

Prizes for 1st place male and 1st place female. Free raffle for all participants.

MISERY at the Temple Ballroom

Date: Friday, December 05, 2025
Time: 7:00 pm – 9:30 pm
Location: Temple Ballroom
Ticket Price: $30 advance, $35 at the door
Summary: From the classic terror by Stephen King!

St. Clair College Holiday Extravaganza: Letters to Santa!

Date: Friday, December 05, 2025
Time: 7:30 pm
Location: St. Clair Centre for the Arts
Summary: The St Clair College Music Theatre students are excited to present this year's holiday extravaganza! Featuring live music, singing, and dancing, this show is sure to be a delight.

Our Lady Peace at Caesars Windsor

Date: Friday, December 05, 2025
Time: 8:00 pm
Location: The Colosseum at Caesars Windsor
Summary: One of Canada’s most influential rock bands, Our Lady Peace, has shaped the alternative rock landscape for over three decades.

Breakfast with Santa

Date: Saturday, December 06, 2025
Time: 9:00 am – 11:00 am
Location: Event Centre at LaSalle Landing
Summary: Breakfast with Santa and the Mayor will take place on Saturday, December 6, 2025.

Maidstone Museum’s Annual Christmas Bazaar

Date: Saturday, December 06, 2025
Time: 10:00 am – 3:00 pm
Location: Maidstone Museum
Summary: Don't miss Maidstone Museum's Annual Christmas Bazaar!

Maidstone Bicentennial Museum is a community museum which houses unique collections of artifacts that have been donated by the community or purchased by the Maidstone and Area Historical Society. This collection includes an impressive WW1 Naval and Army collection, artifacts of Joseph, Daniel and Zoe Ouellette, Rum Running, the War of 1812, including the Aboriginal Contribution to the War of 1812 and much more. The museum grounds are also home to beautiful Native Heritage Gardens, a collection of plants, trees, and shrubs that are native to the Essex County area. These gardens in the past have served several purposes from food, medicinal medicines and dying of cloth. As well they play an important part in the life cycle of butterflies. Several of the trees are rare including Paw Paw, Kentucky Coffee, and Cucumber trees. And check out the Jr. Historical Society's Three Sister Garden.

Stained Glass Angel or Star Workshop

Date: Saturday, December 06, 2025
Time: 10:00 am – 1:00 pm
Location: Stained Glass Workshop
Ticket Price: $55
Summary: Don't miss a Stained Glass Angel or Star Workshop!

Tracey’s Creative Candles Christmas Open House

Date: Saturday, December 06, 2025
Time: 10:00 am – 6:00 pm
Location: Tracey's Creative Candles
Summary: An annual Christmas Open House!

Green Studios – Holiday Market

Date: Saturday, December 06, 2025
Time: 12:00 pm – 4:00 pm
Location: Green Studios
Summary: Enjoy browsing local vendors!

Very Merry Mousetrap Artist Bazaar

Date: Saturday, December 06, 2025
Time: 12:00 pm – 6:00 pm
Location: Walkerville Brewery
Summary: Join us for The Very Merry Mousetrap Artist Bazaar on Saturday, December 6th at Walkerville Brewery Free from 12pm-6pm featuring 16 incredible local vendors!

This FREE EVENT acts as the perfect opportunity to acquire unique and locally made items, as well as connecting with artists in a casual setting! Learn about their process, discuss commissioned work and bring something home!

Photos with Santa at Zap Zone!

Date: Saturday, December 06, 2025
Time: 1:00 pm – 4:00 pm
Location: Zap Zone Family Fun Centre
Summary: Santa Claus is coming to town!

Wolfhead Distillery Tours

Date: Saturday, December 06, 2025
Time: 1:00 & 3:00 pm
Location: Wolfhead Distillery
Summary: Get an exclusive behind-the-scenes look at our den, where we craft award-winning whisky, vodka, and gin.

Fantasy of Lights Market

Date: Saturday, December 06, 2025
Time: 2:00 pm – 8:00 pm
Location: Kingsville Lakeside Park Pavilion
Summary: Come out to the Fantasy of Lights Market at Lakeside Park Pavilion!

Support local vendors selling handmade gifts, food, and so much more.

Christmas Cocktail Class

Date: Saturday, December 06, 2025
Time: 3:00 pm – 5:00 pm
Location: WindsorEats
Summary: Love a good cocktail? Learn to be a mixologist and to make bar-worthy cocktails for your holiday parties!

Lasalle Holiday Lights Heritage Nights Markets

Date: Saturday, December 06, 2025
Time: 3:00 pm – 9:00 pm
Location: LaSalle Event Centre
Summary: Holiday Lights Heritage Nights Events will be held at the Event Centre at LaSalle Landing.

• Indoor holiday market
• Delicious food and drinks
• Seasonal treats
• Entertainment and activities
• Live music

A Heritage Christmas

Date: Saturday, December 06, 2025
Time: 4:00 pm – 7:30 pm
Location: Canadian Transportation Museum & Heritage Village
Ticket Price: $5.00 per person, children under 12 free!
Summary: Meet Santa, Mrs. Claus and other familiar faces, learn about historical holiday traditions, make Christmas crafts and participate in festive activities, browse holiday vendors and enjoy live performances!

Downtown Windsor Holiday Market

Date: Saturday, December 06, 2025
Time: 5:00 pm – 8:00 pm
Location: Pelissier St Parking Garage
Summary: Explore an array of booths featuring local artisans and vendors. Find the perfect gift for everyone on your list.

58th Annual Windsor Santa Claus Parade

Date: Saturday, December 06, 2025
Time: 6:00 pm – 9:00 pm
Location: Downtown Windsor
Summary: Join us in Windsor December 6 th  for the 58 th Annual Windsor Santa Claus Parade on Ouellette Avenue from Giles Blvd  to Pitt Street.

SOLD OUT Blending 101 – J.P. Wiser’s

Date: Saturday, December 06, 2025
Time: 7:00 pm – 10:00 pm
Location: J.P. Wiser’s Distillery Experience
Summary: Unlock the secrets behind Canada’s award-winning whiskies!

Guided by expert Master Blender Dr. Don Livermore, you’ll learn to identify flavour notes, experiment with unique profiles, and create your own custom blend using premium ingredients. Perfect for whisky lovers seeking a personalized bottle and unforgettable tasting experience.

Windsor Spitfires vs. London Knights

Date: Saturday, December 06, 2025
Time: 7:05 pm
Location: WFCU Centre
Summary: Catch two top OHL teams in action as the Spitfires face off against the Knights at the WFCU Centre. Don’t miss the energy, talent, and great hockey.

Shawn Desman: Back to Life Tour

Date: Saturday, December 06, 2025
Time: 8:00 pm – 10:00 pm
Location: The Colosseum at Caesars Windsor
Summary: Canadian pop and R&B sensation Shawn Desman brings his high-energy to The Colosseum at Caesars Windsor

Breakfast with Santa at Willistead Manor

Date: Sunday, December 07, 2025
Time: 10:00 am
Location: Willistead Manor
Summary: Experience includes breakfast buffet, Santa visit and photo op, and a self-guided mini-tour of Willistead Manor.

Christmas Market at Atlas Tube Recreation Centre

Date: Sunday, December 07, 2025
Time: 10:00 am – 4:00 pm
Location: Atlas Tube Centre
Summary: Over 50 vendors in attendance so their will be something for everyone, whether you're looking for handmade goods or that perfect holiday treat!

Christmas in the Country and the Holiday Makers’ Market

Date: Sunday, December 07, 2025
Time: 11:00 am – 4:00 pm
Location: John R. Park Homestead
Summary: Join us for this celebration of holiday traditions at the John R. Park Homestead Christmas in the Country and Holiday Makers' Market.

Holiday Wreath Workshop

Date: Sunday, December 07, 2025
Time: 12:00 pm
Location: Vin Winery
Summary: Sip, craft & get festive! Join us December 7th at Vin Winery for a cozy Holiday Wreath Workshop with Bourbon Rose Floral Design Studio!

A Heritage Christmas

Date: Sunday, December 07, 2025
Time: 12:30 pm – 4:00 pm
Location: Canadian Transportation Museum & Heritage Village
Summary: Meet Santa, Mrs. Claus and other familiar faces, learn about historical holiday traditions, make Christmas crafts and participate in festive activities, browse holiday vendors and enjoy live performances!

Driftwood Succulent Arrangement Holiday Workshop

Date: Sunday, December 07, 2025
Time: 1:00 pm – 3:00 pm
Location: Sprucewood Shores Estate Winery
Summary: Time to get crafty for the Holiday Season. Create something unique and beautiful for your home or for a loved one! Celebrate your love of the holidays and our beautiful region on the shores of Lake Erie

Willistead Manor Holiday Tours

Date: Sunday, December 07, 2025
Time: 1:00 pm – 4:00 pm
Location: Willistead Manor
Summary: Experience includes tours of Willistead Manor all decked out in its holiday finest, tours of the new Coach House Historical Exhibition, and access to the Friends of Willistead's holiday display

Winter Recital 2025

Date: Sunday, December 07, 2025
Time: 1:00 pm – 2:30 pm
Location: Glenwood United Church
Summary: We invite Friends and Family to join South Windsor School of Music's Students and Teachers for our Winter Recital!

Board Game Sunday

Date: Sunday, December 07, 2025
Time: 2:00 pm – 5:00 pm
Location: North 42 Degrees Estate Winery
Summary: Sundays are the ultimate fundays at North 42 Degrees Estate Winery!

Christmas at Amherstburg Freedom Museum

Date: Sunday, December 07, 2025
Time: 2:00 pm – 4:00 pm
Location: Amherstburg Freedom Museum
Ticket Price: $30
Summary: Join us on Sunday, December 7th at 2pm for CHRISTMAS AT THE MUSEUM!

The afternoon’s program will feature musical performances from Black Kids in Action & Trading Places, silent auction prizes, refreshments and access to visit the museum.

Lighted Tractor Parade

Date: Sunday, December 07, 2025
Time: 4:00 pm
Location: Viewpointe Estate Winery
Summary: Join us for our annual lighted tractor parade

12” Tree Workshop

Date: Monday, December 08, 2025
Time: 5:30 pm – 8:00 pm
Location: 2 Chicks Glass Studio
Ticket Price: $75

High Tea Tuesdays at Cindy’s

Date: Tuesday, December 09, 2025
Time: 10:30 am – 5:00 pm
Location: Cindy’s Home and Garden
Summary: Step into a little bit of charm every Tuesday afternoon with our High Tea at Cindy’s.

Call to reserve your table.