Holiday events in Windsor

Check out happening holiday events all around Windsor, ON

Windsor-Essex Christmas Market 2025: Part I

Sat, 15 Nov at 11:00 am WFCU Centre

Love the City

Sat, 22 Nov at 06:00 pm 285 Ouellette Ave, Windsor, ON N9A 4H9, Canada

Flamekeeper: A Christmas Tale

Fri, 12 Dec at 07:00 pm Capitol Theatre Windsor

Walkerville Holiday Walk

Fri, 21 Nov at 05:00 pm Wyandotte St E, Windsor, ON, Canada

Tinseltown Windsor Christmas Popup Bar

Thu, 13 Nov at 05:00 pm 400 Erie Street East, Windsor, ON, Canada, Ontario N9A 3X4

Weekenders Winter Wonders Pottery Pop-Up

Fri, 21 Nov at 11:00 am Urban Art Market (Walkerville)

The Christmas Bus

Fri, 21 Nov at 07:00 pm 3200 Woodland Drive, Windsor, ON, Canada, Ontario N9E 1Z5

🎤🍬 “Hallow-Queen Karaoke Hangover” 🍬🎤

Sat, 01 Nov at 08:00 pm JJ's formerly Jake's Roadhouse & Blues Joint

Christmas Bazaar

Sat, 06 Dec at 10:00 am Harmony In Action

Corporate Holiday Party

Sat, 06 Dec at 06:00 pm 201 Riverside Dr W, Windsor, ON, Canada

Spirit of the Season ~ Windsor

Sun, 30 Nov at 02:00 pm MacKenzie Hall

8th Annual Mistletoe Market - handmade for the holidays

Fri, 12 Dec at 11:00 am 2879 Riverside Dr E, Windsor, ON N8Y 4S7, Canada

Lee Valley Tools Windsor Store - Holiday Door Hanger Workshop

Sat, 08 Nov at 10:00 am 3009 Howard Ave CAD 40

My Letter to Santa Holiday Market

Sun, 02 Nov at 10:00 am LaSalle Event Centre

The HUGE HOLIDAY SALE AT WFCU Nov 22nd-2025

Sat, 22 Nov at 11:00 am Windsor, ON, Canada, Ontario N8X2A9

Paint a Pumpkin

Thu, 30 Oct at 05:00 pm Chick-fil-A Devonshire Free

SantaCon Windsor 2025

Sat, 20 Dec at 12:00 pm 1093 drouillard road, Windsor, ON, Canada, Ontario N8y 2p9

A Colorful Christmas - Windsor

Wed, 19 Nov at 06:00 pm Heritage Park Alliance Church

Southwestern Ontario Holiday Party

Sat, 06 Dec at 12:00 pm Giovanni Caboto Club

Holi- Gay Golden Girls Musical Extravaganza Drag Brunch Show

Sun, 30 Nov at 11:00 am The Well Windsor CAD 44 to 56

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

Thu, 18 Dec at 08:00 pm The Colosseum at Caesars Windsor

“Holiday Grief and the Winter Months: Coping Through the Seasons” Seminar

Thu, 20 Nov at 05:30 pm 1400 Windsor Ave., Windsor, ON, Canada, Ontario N8X 3L9

Golden Rose Wreath, Ladies Meet and Create Workshop

Tue, 18 Nov at 01:00 pm Expressive Brush Art Studio CAD 55

The Christmas Bus: SCHOOL AND COMMUNITY GROUP PERFORMANCE

Mon, 24 Nov at 10:00 am 3200 Woodland Drive, Windsor, ON, Canada, Ontario N9E 1Z5

Holiday Dinner and Show

Thu, 11 Dec at 06:00 pm 201 Riverside Dr W, Windsor, ON, Canada, Ontario N9A 5K4

Gift Cards Art Classes

Wed, 26 Mar at 11:30 pm Expressive Brush Art Studio CAD 32 to 105

Holiday Dreams - Windsor

Fri, 19 Dec The Colosseum at Caesars Windsor

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

Thu, 31 Oct at 07:00 pm Expressive Brush Art Studio CAD 27