Simcoe County event guide

Simcoe County events
& things to do

Find your next good plan: festivals, markets, live music, family outings and community events across Simcoe County.

6 current & upcoming events

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20 Nov 2026 Photo of Upinnaq — A Beautiful Christmas with Susan Aglukark
Arts & Culture · Music

Upinnaq — A Beautiful Christmas with Susan Aglukark

JUNO Award-winning Inuk singer-songwriter Susan Aglukark performs a seasonal concert with a choir of local students at the Orillia Opera House.

7:30 PM · Orillia Opera House · Orillia

Ticket prices and availability are shown by the official box office→
22 Nov 2026 Photo of The Great Canadian Roadtrip
Arts & Culture · Music

The Great Canadian Roadtrip

Canadian country artists Doc Walker, Michelle Wright and Jason McCoy share the Orillia Opera House stage for an evening of familiar songs and stories.

7:30 PM · Orillia Opera House · Orillia

Ticket prices and availability are shown by the official box office→
28 Nov 2026 Photo of 121st Orillia Santa Claus Parade
Family · Free Events · Seasonal

121st Orillia Santa Claus Parade

More than 100 floats, bands and Santa travel through downtown Orillia in one of the region’s largest Christmas parades. The evening start lets illuminated displays shine along the route.

5:00–7:00 PM · Downtown Orillia parade route · Orillia

Free→
04 Dec 2026 Photo of A Very Merry Heistmas!
Arts & Culture · Family · Music

A Very Merry Heistmas!

Piano Heist brings music, comedy and seasonal mayhem to the Orillia Opera House in a family-friendly holiday concert presentation.

7:30 PM · Orillia Opera House · Orillia

Ticket prices and availability are shown by the official box office→
11 Dec 2026 Photo of O Christmas Tea: A British Comedy
Arts & Culture

O Christmas Tea: A British Comedy

Comedy duo James and Jamesy bring a playful British holiday show inspired by physical comedy, imagination and the tradition of afternoon tea to the Orillia Opera House.

3:00 PM and 7:30 PM · Orillia Opera House · Orillia

Ticket prices and availability are shown by the official box office→