JIM CUDDY at 2026 Wintersong Music Festival

JIM CUDDY – Wintersong Opening Night

with special guests: Sam Polley & The Old Tomorrows

Thursday, January 22 • Stained Glass Centre for the Performing Arts
Doors 6:00 PM • Sam Polley 6:30 PM • Jim Cuddy 7:45 PM
Early Bird (1-week only): $55 / Advance Tickets: $65 / Day of Show & Doors: $75

About the Event

Wintersong 2026 launches with a very special opening night performance by Jim Cuddy, one of Canada’s most iconic voices and a founding member of Blue Rodeo. Set inside the stunning Stained Glass Centre for the Performing Arts, this intimate concert marks the official start of the festival and is one of the most anticipated shows of the entire weekend.

Opening the evening is the incredible Sam Polley & The Old Tomorrows, bringing their unmistakable blend of roots, rock, and charisma to set the tone for an unforgettable night.

This is a limited-capacity, premium festival event and expected to sell out quickly.

Event Schedule

• Doors: 6:00 PM
• Sam Polley & The Old Tomorrows: 6:30 PM
• Jim Cuddy: 7:45 PM

Tickets

• General Admission: $55-$75
• Seating is limited — early purchase is strongly recommended.
• This ticket provides access exclusively to this Wintersong Opening Night performance.

About Wintersong

Wintersong is a nationally recognized, multi-venue winter music festival that transforms Stouffville into a bustling cultural corridor every January. Featuring performances from celebrated artists from across Canada, Wintersong brings thousands together to celebrate community, creativity, and the magic of winter.