Event Description

🏈 2025 Grey Cup Festival — Free Events Highlight
Get ready, Winnipeg! From November 10–16 (November 12-15 free events), 2025, the city will come alive for the 112th Grey Cup Festival, filling downtown with excitement, football pride, and family fun. The best part? Many of the most popular attractions are completely free — perfect for families, friends, and fans looking to experience the Grey Cup spirit without spending a dime.
The events listed below are free. However, there are some paid events. For the full list of events click the button below.
🎉 Wawanesa Street Festival
Dates: November 13–15, 2025
Time: November 13 (11 AM – 8 PM), November 14 & 15 (10 AM – 8 PM)
Location: University of Winnipeg Campus, Spence Street, Winnipeg, MB
- Food trucks and local vendors
- Live bands, DJs, and Indigenous performances
- Heated tent with entertainment and activities
- Free hot chocolate and coffee
- Family-friendly fun all day long
👨👩👧👦 Canada Life Family Zone
Dates: November 13–15, 2025
Time: November 13 (4 PM – 8 PM), November 14 & 15 (10 AM – 8 PM)
Location: Axworthy Health & RecPlex, 350 Spence Street, Winnipeg, MB
- Skill-testing challenges (passing, kicking, and 40-yard dash)
- Family-friendly games and interactive displays
- Safe, indoor fun for children of all ages
- Comfortable rest areas for parents and caregivers
🏈 TELUS CFL Fan Experience
Dates: November 12–15, 2025
Time: November 13 (4 PM – 8 PM), November 14 & 15 (10 AM – 8 PM)
Location: Axworthy Health & RecPlex, 350 Spence Street, Winnipeg, MB
- Meet-and-greets with CFL players and alumni
- Interactive exhibits and football skill challenges
- Photo opportunities with mascots and the Grey Cup
- Games, prizes, and family-friendly entertainment
🍻 TDS Law Outdoor Social
Dates: November 13–15, 2025
Time: November 13 (2 PM – 10 PM), November 14 & 15 (12 PM – 10 PM)
Location: RBC Convention Centre Winnipeg, 375 York Avenue, Winnipeg, MB
- Live DJ music and outdoor games
- Food trucks and beverage stations
- Social lounges and photo zones
- A fun, energetic atmosphere in downtown Winnipeg
🎅 Manitoba Hydro Santa Parade – Grey Cup Edition
Date: Saturday, November 15, 2025
Time: Parade starts at 5:00 PM (block parties begin around 4:00 PM)
Location: Downtown Winnipeg – along Portage Avenue (starting near Portage & Main, Winnipeg, MB)
- A holiday favorite with a football flair
- Free family event with a joyful community vibe
- Great photo opportunities along Portage Avenue
🎀 GMC Cheer Extravaganza
Date: Saturday, November 15, 2025
Time: 1:00 PM – 3:00 PM
Location: Duckworth Centre, 400 Spence Street, Winnipeg, MB
- High-energy performances and stunts
- Music, team spirit, and crowd participation
- Free admission — arrive early to grab a good seat!
🌟 Why You Should Go
- All listed events are free and open to the public
- Most take place November 12–15, with the Santa Parade and Cheer Extravaganza on Saturday, November 15
- All venues are centrally located in downtown Winnipeg, within walking distance of each other
- Perfect for all ages — from kids and families to football fans and party-goers alike
Upcoming Events
Triple S Fair & Rodeo Returns to Selkirk
SOUL in the SQUARE returns to True North Square on Saturday, July 11, with free live R&B, Soul, Reggae, Soca and Dancehall music, featuring Ray Robinson, local DJs, food vendors and an all-ages outdoor celebration in downtown Winnipeg.
Selkirk, Manitoba Canada
Weekend Round-Up: 10+ Free Events in Winnipeg July 10-12
A list of free things to do in Winnipeg during the weekend including activities for the family, live music, arts, movies, and more.
SOUL in the SQUARE – Free Outdoor R&B, Reggae & Soul Event
SOUL in the SQUARE returns to True North Square on Saturday, July 11, with free live R&B, Soul, Reggae, Soca and Dancehall music, featuring Ray Robinson, local DJs, food vendors and an all-ages outdoor celebration in downtown Winnipeg.
Winnipeg, Manitoba Canada
Open Corydon – Little Italy
Spend your Sunday exploring Open Corydon – Little Italy, where Corydon Avenue becomes a pedestrian-only destination filled with restaurant patios, local shops, public art, live music, and free summer fun from July 5 to September 6.
Winnipeg, Manitoba Canada
Open Corydon – Little Italy
Spend your Sunday exploring Open Corydon – Little Italy, where Corydon Avenue becomes a pedestrian-only destination filled with restaurant patios, local shops, public art, live music, and free summer fun from July 5 to September 6.
Winnipeg, Manitoba Canada
Open Corydon – Little Italy
Spend your Sunday exploring Open Corydon – Little Italy, where Corydon Avenue becomes a pedestrian-only destination filled with restaurant patios, local shops, public art, live music, and free summer fun from July 5 to September 6.
Winnipeg, Manitoba Canada
Movies in the Park at Assiniboine Park 2026
Movies in the Park returns to Assiniboine Park this August with free outdoor movie nights, double features, and family-friendly fun under the stars on the Lyric Lawn.