Winnipeg Holiday Events

A Samhain Witches Ball ~Fantasy Masquerade~

Fort Garry Place 25 Oct 2025

Witches Tea Party

Woodhaven Community Club 25 Oct 2025

Freddie Dredd in Winnipeg

Exchange Event Centre 11 Nov 2025

Beautifully Disturbed Holiday Market

Bord Aire Community Centre 15 Nov 2025

MAGICAL CHRISTMAS

Red River Exhibition Park 20 Dec 2025

Rocky Horror Picture Show

Manitoba Centennial Concert Hall 25 Oct 2025

Grant Park Holiday Pop Up!

Grant Park Shopping Centre-North-W 14 Nov 2025

Hoppy Holidays Critter Craft Show '25

87 Walmer St, Winnipeg, MB R2H 3H4, Canada 9 Nov 2025

Tails of Freedom Rescue's Whisker Wonderland & Winter Makers Market

Deer Lodge Community Club 23 Nov 2025

2025 Manitoba Mutts Dog Rescue 50/50 Raffle

Winakwa Community Centre 13 Dec 2025

Wooftopias Winter Wishes

Wooftopia Dog Training & Recreation Centre 23 Nov 2025

An Evening with Anna Olson (Anna Cooks)

McNally Robinson Booksellers 22 Oct 2025

Children's Holiday Shopping Spree

75 Woodlawn Ave, Winnipeg, MB, Canada 7 Dec 2025

A Colorful Christmas - Winnipeg

Bethel Community Church 30 Nov 2025

Vlad Holiday at The Handsome Daughter

The Handsome Daughter 19 Nov 2025

Parol Making Workshop

1-329 Cumberland Avenue, Winnipeg, MB, Canada, Manitoba R3C1S6 6 Dec 2025

Winnipeg Halloween Bar Crawl 2025 | Saturday, November 1st

Leopold's Tavern Winnipeg - Osborne Village 1 Nov 2025

Holiday Shopping Extravaganza With Keystone Modern Creative And Needle Crafts + Studio!

Best Western Premier Winnipeg East (900 Regent Ave W, Winnipeg, MB, Canada) 1 Nov 2025

Eco-Drinks (first Wednesday of the month)

Devil May Care Brewing Company 1 Oct 2025

A SPECIAL HOLIDAY MARKET YEAR 4 - Nov 29 & 30

2221 King Edward St, Winnipeg, MB R2R 1M5, Canada 29 Nov 2025

Holiday Market

Heritage Victoria Community Club 1 Nov 2025

The Haunted Hop | Winnipeg Halloween Bar Crawl | Friday, October 31st

Leopold's Tavern Winnipeg - Osborne Village 31 Oct 2025

Magical Christmas

3977 Portage Ave 20 Dec 2025

Royal Winnipeg Ballet - The Nutcracker at Centennial Concert Hall - Winnipeg

Centennial Concert Hall - Winnipeg 19 Dec 2025

ART KARAT JEWELRY SHOW - WINNIPEG, MB CANADA

Holiday Inn Winnipeg-South 14 Oct 2025

THIRD+BIRD CHRISTMAS MARKET 2025 WINNIPEG

3977 Portage Ave, Winnipeg, MB, Canada, Manitoba 21 Nov 2025

Halloweener Ween n' Weezer!

Times Change(d) High & Lonesome Club 31 Oct 2025

Christmas Trivia Night Fundraiser

Dakota Lawn Bowling Centre 8 Nov 2025

Fall Craft & Vendor Show

Oxford Heights Community Club 4 Oct 2025

Wedding Social for Tatiana Mohammed and Reid Piper

Westdale Community Centre 31 Dec 2025

Winterpeg Holiday Sale

Notre Dame Recreation Centre 29 Nov 2025

Disney On Ice: Let's Dance!

Canada Life Centre 6 Nov 2025

James Barker Band

Event Centre At Club Regent Casino 13 Nov 2025

Merry Thriftmas

517 Pandora Ave E, Winnipeg, MB R2C 0A5, Canada 30 Nov 2025

Holiday Market

254 Lakewood Blvd, Winnipeg, MB R2J 3A2, Canada 30 Nov 2025

Christmas with Johnny Reid

Event Centre At Club Regent Casino 7 Dec 2025

The Tenors - Joy to the World Tour

Club Regent Event Centre 14 Dec 2025

Choir! Choir! Choir! - An Epic Queen Sing a Long at Burton Cummings Theatre

Burton Cummings Theatre 17 Nov 2025

Ring in the New Year! A NYE Wedding Social in Honour of Katie & Stephen

Glenwood Community Centre 31 Dec 2025

Serena Ryder - Merry Myths Tour

Club Regent Event Centre 4 Dec 2025

Winnipeg Christmas Market

RBC Convention Centre Winnipeg 26 Nov 2025

Sloan

Burton Cummings Theatre 24 Nov 2025