Windsor Holiday Events

8th Annual Mistletoe Market - handmade for the holidays

2879 Riverside Dr E, Windsor, ON N8Y 4S7, Canada 12 Dec 2025

Flamekeeper: A Christmas Tale

Capitol Theatre Windsor 12 Dec 2025

WFCU Holiday Market

THE WFCU CENTRE 13 Dec 2025

The 12 Lies of Christmas - A Holiday Magic Experience

1477 Wyandotte St E, Windsor, ON, Canada, Ontario N9A 3L1 12 Dec 2025

W.E Christmas Trick-or-Treat For A Cause

1102 Marion ave windsor ont n9a2j4 13 Dec 2025

The Jimmy Show-Christmas Comedy Charity LIVE At The Tipsy Toucan (Dec 20th)

The Tipsy Toucan 20 Dec 2025

A Very Wild Christmas

527 Ouellette Ave, Windsor, ON, Canada, Ontario N9A 4J3 20 Dec 2025

MISTER CHRISTMAS | HOLIDAY PARTY by Mister Style

1055 Ottawa Street, Windsor, ON, Canada, Ontario N8X 2E3 12 Dec 2025

Holiday Dreams - A Spectacular Holiday Show!

The Colosseum At Caesars Windsor 17 Dec 2025

🎅🎄A Very Merry Warped Xmas 4🎄🎅

The Cherry Rock Lounge 20 Dec 2025

The Pup Pop-Up Market

Animal Antics Behaviour Centre 14 Dec 2025

Sunday Football Pub Crawl for People Allergic to Sports Bars

Meteor 14 Dec 2025

SantaCon Windsor 2025

1093 drouillard road, Windsor, ON, Canada, Ontario N8y 2p9 20 Dec 2025

Snow Globe Ornament Watercolor Painting Class

Expressive Brush Art Studio 19 Dec 2025

Winter Solstice Drum Circle

White Feather Holistic Arts 21 Dec 2025

A Very Merry Mixer Holiday Workshop

Cake Cosmetix 12 Dec 2025

I'll Be Home for Transanity! Holiday Drag Show Fundraiser for Trans Wellness Ontario

Walkerville Brewery 20 Dec 2025

Holiday MOBILE drive

Ottawa St., Windsor Ontario 17 Dec 2025

Hanging Green Mistletoe Watercolor Class

Expressive Brush Art Studio 13 Dec 2025

Dave Merheje-Christmas Edition LIVE Comedy At Tipsy Toucan (December 27th)

The Tipsy Toucan 27 Dec 2025

Colorful Mistletoe Watercolor Painting Class

Expressive Brush Art Studio 20 Dec 2025

Santa's Cocoa & Candy Cane Social

400 Erie Street East, Windsor, ON, Canada, Ontario N9A 3X4 14 Dec 2025

SQUAD UP: Customer Appreciation Party

527 Ouellette Ave, Windsor, ON, Canada, Ontario N9A 4J3 12 Dec 2025

Watercolor Snowman Painting Class

Expressive Brush Art Studio 27 Dec 2025

ALSO NOT-SO-SILENT NIGHT MARKET

1100 University Ave West - Unit A, Windsor, ON, Canada, Ontario N9A 5S7 14 Dec 2025

Ecstatic Channel Dance

1295 Ottawa Street, Windsor, ON, Canada, Ontario 12 Dec 2025

Ho Ho Holiday Bake Club at Windsor Eats Food Hall

400 Erie St E 14 Dec 2025

Red Truck with Christmas Tree Painting Class for All Ages, Kids & Adults

Expressive Brush Art Studio 13 Dec 2025

Paint Night with Art & Soul Studios

The Loose Goose - Resto Pub and Lounge (Walkerville) 17 Dec 2025

The PURE Academy Annual Holiday Showcase (Lakeshore Monday/Friday/Saturday Classes Show)

The Chrysler Theatre 17 Dec 2025

Merry Christmas & Happy New Year

5975 Wyandotte E, Windsor, ON, Canada 24 Dec 2025

🎺 A Christmas Celebration in Windsor ✨ with the Academy Brass Quintet ✨

MacKenzie Hall 20 Dec 2025

Clay Gingerbread Man All Ages are welcome Kids & Adults

Expressive Brush Art Studio 20 Dec 2025

The PURE Academy Annual Holiday Showcase (Lasalle Show)

The Chrysler Theatre 16 Dec 2025

The Pop Yard Pocket Edition

618 Windermere Rd 12 Dec 2025

Santa's Cocoa & Candy Cane Social

400 Erie Street East, Windsor, ON, Canada, Ontario N9A 3X4 21 Dec 2025

New Years Eve Party

Windsor, Ontario, Canada 31 Dec 2025

Home Opener: Windsor Express vs KW Titans

THE WFCU CENTRE 28 Dec 2025

Christmas Buffet at RR

River Room Restaurant 25 Dec 2025

Holiday Dreams - A Spectacular Holiday Cirque at The Colosseum at Caesars Windsor

The Colosseum at Caesars Windsor 18 Dec 2025

Wooden Gnome Painting Workshop Family Fun for all ages

Expressive Brush Art Studio 1 Nov 2025

The PURE Academy Annual Holiday Showcase (Lakeshore Wednesday/Thursday/Sunday Classes Show)

The Chrysler Theatre 18 Dec 2025

Tote Bag Fabric Painting for all Ages

Expressive Brush Art Studio 6 Nov 2025

K-Pop Demon Hunters Holiday Event

Presotea LaSalle & Manning 14 Dec 2025

Snowman Making Workshop: A Family-Friendly Holiday Craft Class

Expressive Brush Art Studio 28 Nov 2025

Red Christmas Truck in a Winter Pine Forest Painting Class

Expressive Brush Art Studio 4 Dec 2025

Gift Cards Art Classes

Expressive Brush Art Studio 26 Mar 2025

Holiday Dreams - Windsor

The Colosseum at Caesars Windsor 19 Dec 2025

Clay Christmas Ornaments, All ages are Welcome, Kids and Adults

Expressive Brush Art Studio 31 Oct 2024