Find your next good plan: festivals, markets, live music, family outings and community events across Simcoe County.
Event date range · November 13, 2026 to November 27, 2026
Start the weekend with handmade gifts and treats from local vendors. This Friday holiday series also runs November 20 and 27, from 3 to 7 p.m. each day.
3:00–7:00 p.m. each Friday · Orillia Public Library · Orillia
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
Barrie’s illuminated Santa Claus Parade returns with floats, marching bands and a Holiday Sweets & Treats theme. The route begins near Lakeshore Drive and Tiffin Street, continues through downtown and finishes near Poyntz Street. A free…
Fireside gathering 4:00 PM; parade 5:00 PM · Barrie waterfront and downtown parade route · Barrie
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
Event date range · November 24, 2026 to November 28, 2026
Theatre Collingwood presents two world-premiere Norm Foster holiday comedies: The Office Christmas Party and Widow Wonderland. The warm, funny double bill plays at the Marsh Street Centre in Clarksburg.
Multiple performances November 24–28 · Marsh Street Centre · Collingwood
Event date range · November 26, 2026 to December 13, 2026
Thousands of candles transform Sainte-Marie among the Hurons and the neighbouring Martyrs’ Shrine into an illuminated historic winter experience, with live music, interpretation, demonstrations, children’s activities, dining and a large handmade artisan market.
Thursday–Sunday, 5:30–9:00 PM · Sainte-Marie among the Hurons and Martyrs’ Shrine · Midland
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
A free indoor holiday market at the RecPlex with local vendors, handmade gifts, seasonal treats and community festivities. It is part of Wasaga Beach’s Holiday Kickoff Weekend.
10:00 AM–3:00 PM · Wasaga Beach RecPlex · Wasaga Beach
Wasaga Beach’s evening Santa Claus Parade brings illuminated floats and community groups through town during Holiday Kickoff Weekend. The parade is followed by the annual tree-lighting ceremony at Oakview Woods.
5:00–7:00 PM · Dunkerron Avenue parade route · Wasaga Beach
The Town lights its annual holiday display at the Oakview Woods Gazebo with carols, community cheer and a short outdoor ceremony following the Santa Claus Parade.
7:30–8:00 PM · Oakview Woods Gazebo · Wasaga Beach
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
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
Canadian tenor John McDermott and his musicians present holiday classics, traditional favourites and personal stories in a seasonal concert at First Presbyterian Church in Collingwood.
7:00 PM · First Presbyterian Church · Collingwood