Windsor Holiday Events

The Fright Crawl | Windsor's Hottest Halloween Bar Crawl 2026 | Fri, Oct 30

The Thirsty Butler 30 Oct 2026

Tinseltown Windsor Christmas Popup

400 Erie Street East, Windsor, ON, Canada, Ontario N9A 3X4 13 Nov 2026

Walkerville Holiday Walk

Wyandotte St W, Windsor, ON, Canada 20 Nov 2026

Urban Art Market Maker POP up

548 Chilver, Windsor, ON, Canada, Ontario 18 Jul 2026

Windsor-Essex Christmas Market 2026 - Part 1

THE WFCU CENTRE 14 Nov 2026

Christmas Vendor Market

Fogolar Furlan Club of Windsor 29 Nov 2026

Cirque Musica Holiday Wonderland at The Colosseum at Caesars Windsor

The Colosseum at Caesars Windsor 3 Dec 2026

9th Annual Mistletoe Market-handmade for the holidays

2879 Riverside Drive E, Windsor ON N8Y 2S8 5 Dec 2026

Clean Comedy with Rodney Norman | The Circuit

1570 Marentette Ave, Windsor, ON N8X 4E3, Canada 19 Nov 2026

Project Polly Presents : HIPHOP4TOTS CHRISTMAS CRASH-OUT SHOW AND TOY DRIVE

JJ's Roadhouse 19 Dec 2026

Santa Paws Parade

400 Erie Street East, Windsor, ON, Canada, Ontario N9A 3X4 6 Dec 2026

A Colorful Christmas - Windsor - 2026 - Christian Concert Tour

Windsor Christian Fellowship 4 Dec 2026

"STARRY SNOWMAN" IN-PERSON PAINT PARTY at WINDSOR EATS FOOD HALL

WindsorEats 2 Dec 2026

Breakfast with Santa

201 Riverside Dr W, Windsor, ON, Canada, Ontario N9A 5K4 22 Nov 2026

Project Polly Presents : HIPHOP4TOTS CHRISTMAS CRASH-OUT SHOW AND TOY DRIVE

2300 Huron Church Road,Windsor,N9E 3S6,CA 19 Dec 2026

Red Truck in a Winter Pine Forest Teens and Adults Class

Expressive Brush Art Studio 4 Dec 2025

Gift Cards Art Classes

Expressive Brush Art Studio 31 Jan 2027

Create and Paint Your Own Doormat - Christmas & Holidays

1009 Drouillard Rd #2 15 Nov 2026

Bobnoxious: Rockaholic Radio Show Xmas Special - Windsor

The Cherry Rock Lounge 11 Dec 2026