Winnipeg Holiday Events

MAGICAL CHRISTMAS MARKET

Red River Exhibition Park 20 Dec 2025

Christmas Fair at Oseredok

Oseredok Ukrainian Cultural and Educational Centre 29 Nov 2025

Royal Canadian Legion #215 Christmas Craft Sale

215 Maxwell King Dr 22 Nov 2025

RCAF Band: Sound the Bells!

Desautels Concert Hall 12 Dec 2025

Sass & Brass: A Jazzy Christmas Cabaret

The Basement Winnipeg, Portage Avenue, Winnipeg, MB, Canada 21 Dec 2025

Wooftopias Winter Wishes

Wooftopia Dog Training & Recreation Centre 23 Nov 2025

Children's Holiday Shopping Spree

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

Judy Lindsay Team Realty presents our 3rd Annual FREE Photos with Santa 🎅

2031 Portage Ave 9 Dec 2025

Wreath-Making Workshop

61 Carlton Street, Winnipeg, MB, Canada, Manitoba R3C 1N7 4 Dec 2025

Christmas Bazaar

Manitoba Museum 20 Dec 2025

Candlelight: Christmas Special Featuring “The Nutcracker” & More | Winnipeg

Crescent Fort Rouge United Church 20 Dec 2025

2025 Manitoba Mutts Dog Rescue 50/50 Raffle

Winakwa Community Centre 13 Dec 2025

Under the Mistletoe with THOSE GUYS

Desautels Concert Hall 6 Dec 2025

Santa Flies to Lyncrest Airport Nov 29

Springfield Flying Club 29 Nov 2025

CHRISTMAS MASSACRE 2

St. Louis Centre 19 Dec 2025

Parol Making Workshop

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

Members Eve Wine & Cheese

219 Provencher Blvd 29 Nov 2025

Its's a Wonderful Life - Dinner and Movie

The Metropolitan Entertainment Centre 19 Dec 2025

Manitoba Antique Association Fall Sale

Viscount Gort Hotel 23 Nov 2025

Holiday Night Market

421 Mulvey Avenue East, Winnipeg, MB, Canada, Manitoba R3L 0R6 5 Dec 2025

Group Outing - Christmas Shopping @ St. Vital Mall

St. Vital Mall 28 Nov 2025

Made in the Middle Craft Market

Norwood Community Centre 22 Nov 2025

Yoga Flow Fundraiser for Tachè Xmas Hamper

Live One Life Coaching 20 Dec 2025

Home Alone - Dinner and Movie

The Metropolitan Entertainment Centre 7 Dec 2025

Holiday Tea Party 2025

Manuka Spa 22 Nov 2025

How the Grinch Stole Christmas - Dinner and Movie

The Metropolitan Entertainment Centre 14 Dec 2025

A Very Merry Second Saturday

61 Carlton Street, Winnipeg, MB, Canada, Manitoba R3C 1N7 13 Dec 2025

THE CASTAGNE'S-THE BLOODSHOTS-PAIGE DROBOT

The Osborne Taphouse 13 Dec 2025

LIVE DEMO: Winter Driving Scene using Virtual Production

AVRO XR Studio 11 Dec 2025

Christmas Craft Sale

Buchanan Community Centre 7 Dec 2025

The House without a Christmas Tree

Desautels Concert Hall 17 Dec 2025

Glenwood Community Centre's Annual Christmas Craft & Vendors Market

27 Overton Street, R2M 2X8 6 Dec 2025

Make'n Movie

Dave Barber Cinematheque 30 Nov 2025

Die Hard - Dinner and Movie

The Metropolitan Entertainment Centre 18 Dec 2025

Fantastical Emporium of Holiday Finds II

625 Osborne St, Winnipeg, MB R3L 2B3, Canada 13 Dec 2025

A SPECIAL HOLIDAY MARKET YEAR 4 - Nov 29 & 30

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

Britten's A Ceremony of Carols

Laudamus Auditorium 5 Dec 2025

Chase Padget Presents a 6 String Christmas

698 Osborne Street, Winnipeg, MB, Canada, Manitoba R3L 2B9 7 Dec 2025

🎄Woodhaven Christmas On the Hill🎄

200 Glendale Blvd, Winnipeg, MB, Canada, Manitoba R3J3J1 19 Dec 2025

🎄 Holiday Kick-Off Event at Pollock’s Hardware Co-op! 🎄

1407 Main St., Winnipeg, MB, Canada, Manitoba R2W3V2 29 Nov 2025

Supper with Santa

861 Buchanan Blvd, Winnipeg, MB R2Y 1N1, Canada 6 Dec 2025

Winnipeg (Smitty's - Pembina South) Grinch vs Elf Trivia Battle

Smitty's Restaurant & Lounge - Winnipeg 2835 Pembina 20 Dec 2025

Meadowlarks

Dave Barber Cinematheque 28 Nov 2025

Music and Makers' Holiday Edition at The Forks Market - Nov 21, 22 & 23

1 Forks Market Rd, Winnipeg, MB R3C 4L8, Canada 21 Nov 2025

Little Miss Higgins

Times Change(d) High & Lonesome Club 27 Nov 2025

Magical Christmas

3977 Portage Ave 20 Dec 2025

Yuletide Spirits: The Victorian Tradition of Christmas Ghosts

61 Carlton Street, Winnipeg, MB, Canada, Manitoba R3C 1N7 6 Dec 2025

PJs & Popcorn: A Hallmark Holiday Movie Night

429 Beaverhill Blvd 27 Nov 2025

Fill the Freightliner

Boston Pizza Kenaston 6 Dec 2025

Allure Christmas Market

Allure Studios 22 Nov 2025

FUNKY SANTA'S THIRD BALL

Shannon's Irish Pub and Eatery 12 Dec 2025

A Colorful Christmas - Winnipeg

Bethel Community Church 30 Nov 2025

Ho Ho Ho Holiday Craft Sale

Institut collegial Vincent Massey Collegiate 30 Nov 2025

Linocut Christmas Card Workshop

Two Macaws Concept Store 25 Nov 2025

Holiday Trivia at Boston Pizza (St Vital)

Boston Pizza St.Vital 2 Dec 2025

J-Doe Trio @ Belle’s

Belle's Kitchen + Music Hall 27 Dec 2025

Doctor Rocktopus Dance Party Live at Osborne Taphouse!

112 Osborne St, Winnipeg, MB R3L 1Y5, Canada 19 Dec 2025

Capitol Lodge Open Public Installation of Officers and Holiday Season Celebration!

205 Kimberly Ave, Winnipeg, MB , Winnipeg, MB, Canada, Manitoba R2K 0X3 5 Dec 2025

The Workshop: A Holiday Musical

1105 Winona St 8 Dec 2025

Herbivore Haven Market • Compassion and Spice and Everything Nice

Windsor Park United Church 13 Dec 2025

Cookie Walk & Craft Sale @ Peace Lutheran Church

350 Gilmore Ave, Winnipeg, MB, Canada, Manitoba R2G 2B7 29 Nov 2025

Glenwood Community Centre's Annual Christmas Craft & Vendors Market

Glenwood Community Centre 6 Dec 2025

Holiday Get Together

30 Durand Rd 3 Dec 2025

Winnipeg Comedy Festival

Burton Cummings Theatre 25 Apr 2026

Santa’s Workshop & All-day Breakfast

Tache Early Learning Centre, 1298 Dawson Road, Lorette MB 30 Nov 2025

A Whitehorse Winter Classic

Times Change(d) High & Lonesome Club 8 Dec 2025

Grinch-tastic Holiday Event Supporting Koats for Kids

15 - 2595 Main st, Winnipeg, MB, Canada, Manitoba R2V 4W3 6 Dec 2025

Sing-a-Long with Santa

515 Portage Ave, Winnipeg, MB, Canada, Manitoba R3B 2E9 13 Dec 2025

Wolfpack Christmas Vendor Market 🎄

Sergeant Tommy Prince Place 30 Nov 2025

Winnipeg Folk Festival: The JP Hoe Hoe Hoe Holiday Show

Burton Cummings Theatre 18 Dec 2025

Deck the Halls of Dalnavert: A Victorian Christmas Tour

61 Carlton Street, Winnipeg, MB, Canada, Manitoba R3C 1N7 4 Dec 2025

Eco-Drinks

Devil May Care Brewing Company 3 Dec 2025

191 Craft And Bake Sale

Anavets 283 23 Nov 2025

JP Hoe Hoe Hoe Holiday Show at Burton Cummings Theatre

Burton Cummings Theatre 19 Dec 2025

Crown Cap Holiday Samples Sale!

1130 Wall Street, Winnipeg, MB, Canada, Manitoba R3E 2R9 21 Nov 2025

Northern Express Tea Party

61 Carlton Street, Winnipeg, MB, Canada, Manitoba R3C 1N7 7 Dec 2025

Urban Wagons Annual Holiday Walk!

240 graham ave 14 Dec 2025

Rustic Sign Making with DUC's West Winnipeg Volunteer Chapeter

4th Line PUB & GRILL 1 Dec 2025

Music Bingo Fundraiser in support of 'Sending the Pack to Europe'

3025 Ness Avenue, Winnipeg, MB, Canada, Manitoba R2Y 2J2 22 Nov 2025

MICEC Holiday Open House 2025

119 Sutherland Ave., Winnipeg, MB, Canada, Manitoba R2W 3C9 10 Dec 2025

Sip & Shop

First Impressions Hair Team 25 Nov 2025

Wedding Social for Tatiana Mohammed and Reid Piper

Westdale Community Centre 31 Dec 2025

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

Centennial Concert Hall - Winnipeg 19 Dec 2025

Riverwood Square - Holiday Bake Sale! Donations Needed!!!

1778 Pembina Highway, Winnipeg, MB, Canada, Manitoba R3T 1R2 11 Dec 2025

HOLIDAY SPECIAL

1069 sargent avenue, Winnipeg, MB, Canada 24 Dec 2025

Merry Maker Market 2025 - FREE ENTRY

580 Roseberry St, Winnipeg, MB R3H 1G4, Canada 5 Dec 2025

Winnipeg Comedy Festival

Burton Cummings Theatre 23 Apr 2026

'Blue Christmas' with Blue Noise | Jazz at the Fort Garry Hotel

The Fort Garry Hotel, Ascend Collection Member 14 Dec 2025

Emma & Chris’ St Patrick’s Day Social 🍀

Crescentwood Community Centre 7 Mar 2026

Catch the Spirit, Share the Magic

Crescent Fort Rouge United Church 29 Nov 2025

The Merry Krampus Zine Fair!

611-70 Arthur Street, Winnipeg, MB, Canada, Manitoba R3B 1G7 13 Dec 2025

Christmas Craft Market

61 Carlton Street, Winnipeg, MB, Canada, Manitoba R3C 1N7 6 Dec 2025

Good Neighbours Active Living Centres Annual Christmas & Craft Sale

Bronx Park Community Centre 29 Nov 2025

Holiday Sign Workshop

27 Overton Street, R2M 2X8 23 Nov 2025

Posada & Pastorela 2025

800 Point Rd, Winnipeg, MB R3T 3L8, Canada 29 Nov 2025

A Christmas Carol Readings

61 Carlton Street, Winnipeg, MB, Canada, Manitoba R3C 1N7 17 Dec 2025

Winnipeg Holiday Harmony Jingle Jam

Faith Covenant Church 19 Dec 2025

Winterpeg Holiday Sale

Notre Dame Recreation Centre 29 Nov 2025

Holiday Market at Gauthier Cadillac

Gauthier Cadillac 29 Nov 2025

Photos with Santa on the CN2747

Rotary Heritage Park- 735 Kildare Ave W, Winnipeg, MB R2C, Canada 6 Dec 2025