Weekend Guide for Nov 21 to 24
As the season begins to take shape across Simcoe County, this weekend offers a balanced mix of community events, entertainment, and early festive moments. All captured in these Simcoe seasonal highlights. Whether you’re interested in supporting local causes, catching a live performance, or joining the first seasonal celebrations. This guide brings together the best ways to enjoy time with family, friends, and neighbours.
Holiday Kickoff Weekend
Location: 1724 Mosley St, Wasaga Beach, ON L9Z
When: Saturday & Sunday, November 22–23, 2025 • 10 AM to 5 PM (Parade 5–7 PM & Tree Lighting 7:30 PM on Nov 22)
Get ready to welcome the season with open arms at Wasaga Beach’s festive Holiday Kickoff Weekend. From a twinkling lights parade and tree-lighting ceremony to a bustling holiday market and family-friendly fun zone with face-painting, snow tubing and horse-drawn rides. So there’s something for everyone. Bring your loved ones for a heart-warming start to the holidays and make cherished memories together. More info here.
Orillia Santa Claus Parade
Location: Downtown Orillia, ON
When: Saturday, November 22, 2025 • 5:00 PM–7:00 PM
Join the enchanting start to the season at on of the largest Christmas parades north of Toronto, unfolding in the heart of Orillia. With over 100 festive floats, marching bands and a grand arrival of Santa himself. This community-centered spectacle promises joyful lights, cheerful sounds and family-friendly magic. Come with your family and festive cheer as organizations, local teams and businesses fill the streets with holiday spirit and warm connection. More info here.
Gord Bamford & Corb Lund
Location: Casino Rama Resort, 5899 Rama Rd, Rama, ON L3V 6H6
When: Friday, November 21, 2025 • Doors 8 pm, Show 9 pm
Canadian country‐music fans are in for a treat when Gord Bamford and Corb Lund take the stage at Casino Rama Resort this November. Guests are invited to arrive early with doors opening at 8 pm before the show airs at 9 pm. As one of Ontario’s premier entertainment destinations, Casino Rama brings together a lively mix of music, atmosphere and community warmth for a memorable evening out. More info here.
Alice in Wonderland Jr.
Location: Georgian Theatre, 1 Georgian Drive, Barrie, ON
When: Friday at 7pm, Saturday at 2/7pm and Sunday at 2pm
Step into an imaginative journey with Kempenfelt Community Players’ youth production of Alice in Wonderland Jr., a lively swirl of talking flowers, dancing cards and mad tea parties. Blending the charm of the classic Disney film with new energetic songs, this high-spirited musical invites all ages to join Alice in discovering who she truly is amidst the whimsy of Wonderland. Don’t miss the magic, music and colourful fun! More info here.
With a blend of early seasonal cheer, vibrant performances, and community-driven activities, these Simcoe seasonal highlights showcase everything our region has to offer at this time of year. Whether you’re easing into the festive spirit or simply looking for meaningful ways to spend your weekend, each event adds a unique touch to the season. We hope this guide helps you explore, unwind, and enjoy all that’s happening close to home.