As the temperature drops, the community spirit in North York is just starting to heat up. Whether you are looking to shop for artisanal gifts, take the kids skiing without leaving the city, or simply soak in the holiday lights, our neighborhood has a packed calendar for the 2025/2026 winter season.
Here is your curated list of winter events happening in North York and the surrounding areas this holiday season.
Table of Contents
The Main Event: Mel Lastman Square Tree Lighting
- When: Friday, November 29th
- Where: Mel Lastman Square (5100 Yonge St)
If you only go to one local event this year, make it this one. The Yonge North York BIA is hosting the annual festive kick-off. The “We Love Willowdale” Christmas Market will be in full swing, offering local treats and gifts. The highlight of the evening is the official Tree Lighting Ceremony at 6:30 p.m. It’s a great opportunity to meet neighbors and see Yonge Street light up for the season.
For the Shoppers: Holiday Market at Yonge Eglinton Centre
- When: November 28th – 29th
- Where: Yonge Eglinton Centre
Just a quick hop down the subway line, the Yonge Eglinton Centre is transforming into a global marketplace. This two-day event features vendors selling artisanal goods from around the world. It’s the perfect spot to find unique holiday gifts while supporting small businesses.
Family Tradition: The CPKC Holiday Train
- When: Touring Nov 19 – Dec 21 (Check local schedules for GTA stops)
- The Cause: Supporting Food Banks
The Canadian Pacific Kansas City (CPKC) Holiday Train returns for 2025. This brightly decorated train travels across Canada and the U.S. raising food and awareness for local food banks. Professional musicians play free concerts right from the train’s stage. If you plan to attend, please bring a heart-healthy food donation or a monetary contribution for the local food bank.
Active Living: Skiing in the City
- Location: Earl Bales Ski & Snowboard Centre (4169 Bathurst St)
One of the unique perks of living in North York is having a ski hill in our backyard. As soon as the weather permits, Earl Bales Park opens for the season. It’s an affordable and accessible way to get the kids on the slopes without driving two hours north to Blue Mountain. Check the city website for opening dates and lift ticket prices.
Culture & Lights
If you prefer staying warm indoors or enjoying a slower pace, North York’s cultural institutions are open all winter:
- Aga Khan Museum: A stunning architectural gem offering rotating exhibitions and warm indoor spaces.
- Toronto Botanical Garden: A peaceful winter walk through the Edwards Gardens is a local favorite for clearing the mind during the busy holiday rush.
- Winterfest Toronto: Running from Nov 28 to Dec 31 at the Harbourfront Centre, this free winter festival is worth the drive downtown for art installations and skating.
Drawing on 15 years of corporate advertising experience, Adam covers local development, community news, and real estate trends. He helps North York and Stouffville residents understand how local changes impact their property values.
Curious what your home is worth in today's market? Click here for a confidential market analysis.
- Free Falun Gong Classes in North York: Outdoor Practice at Old Sheppard Park - November 27, 2025
- Winter Events North York: 2025 Holiday Guide & Tree Lighting - November 24, 2025
- What Mayor Chow’s Massive Property Tax Increase Means for Toronto - March 30, 2024