Distillery Winter Village (Christmas Market)
Dates: Nov 13, 2025 – Jan 4, 2026
Where: Distillery Historic District, 55 Mill St, Toronto
What to Expect: European-style Christmas market with artisan cabins, food & drink stalls, live carollers, and a large Christmas tree. It’s the quintessential holiday market in Toronto — great for photo ops, gift shopping, and really soaking in the Christmas spirit.
The Nutcracker – National Ballet of Canada
Dates: December 5–31, 2025
Where: Four Seasons Centre for the Performing Arts, 145 Queen St W
What to Expect: Traditional ballet production with Tchaikovsky’s score, dancing mice, Sugar Plum Fairy, and magical sets. A timeless Christmas tradition — perfect for families, couples, or anyone who loves ballet.
Songs of the Season – Toronto Children’s Chorus
Dates: December 14, 2025
Where: Roy Thomson Hall, 60 Simcoe St
What to Expect: The Children’s Chorus performs holiday movie favourites (Elf, Grinch, Frozen, etc.) in a nostalgic and heartwarming concert. Ideal for families, especially with kids who love holiday films — very festive and joyful.
Winter Blooms – Circus at the Garden
Dates: December 19–21, 2025
Where: Toronto Botanical Garden, 777 Lawrence Ave E
Aerial silks, acrobatics, humour, and playful storytelling — a “winter circus” in a garden. Perfect for families or anyone who wants a lively, whimsical show in a beautiful setting.
Bloor–Yorkville Holiday Magic
Dates: November 22, 2025 – January 2026
Where: Bloor Street (Church to Avenue Road) & Yorkville Park
What to Expect: Elegant holiday lighting, decorated trees, live musicians/carollers, and a very upscale, cozy Christmas stroll. Perfect for a romantic evening walk, boutique shopping, and enjoying lights in a sophisticated neighborhood.
VISIT OUR CALENDAR PARTNERS’ EVENTS IF YOU FIND YOURSELF IN THE CITIES BELOW:
New York
Washington DC
Miami
San Francisco
Los Angeles
Orange County
Chicago
Greenwich
Denver
Naples
Taho, Reno-NV
Sacramento
The Hamptons, NY
Atlanta
Tampa Bay
Park City
Sarasota
Darien, CT
