Winter Group Travel in Toronto & Nearby: Best Cold-Weather Destinations & Private Shuttle Options
- Leo Charter Services
- Nov 29
- 2 min read
Experience Ontario’s Winter Wonderland with Stress-Free Group Transportation
As the largest city in Canada, Toronto offers countless winter experiences and even more just outside city limits. From snow-covered forests in Muskoka to sparkling Niagara Falls, winter group travel near Toronto is perfect for school groups, families, companies, sports teams, and leisure groups.
Leo Charter Services operates a fleet of vehicles across Ontario designed to accommodate any group size with safety, comfort, and customization.
Top Winter Group Destinations Near Toronto
1. Blue Mountain Resort (2 hours from Toronto)
Ontario’s most popular winter getaway.
Activities:
Skiing & snowboarding
Scenic Caves
Village restaurants & Christmas lights
Plunge! Aquatic Centre
Winter zipline experiences
2. Niagara Falls Winter Festival of Lights
A magical winter spectacle with illuminated waterfalls.
Perfect for:
Family trips
International visitors
School groups
Senior groups
Activities include: Clifton Hill entertainment, winery tours, Niagara-on-the-Lake Christmas markets, and more.
3. Muskoka – Ontario’s Winter Cabin Region
A peaceful escape for groups wanting nature and quiet winter beauty.
Great for:
Corporate retreats
Church groups
Wellness groups
Weekend getaways
4. Toronto City Winter Tours
Stay in the city without sacrificing winter magic.
Top attractions:
Distillery Winter Village
Nathan Phillips Square skating
CN Tower
Chinatown & Kensington
Ontario Science Centre (for students)
Why Choose Private Group Transportation This Winter?
Winter driving in Ontario means snowstorms, icy patches, traffic, and parking challenges. Private winter shuttles remove all worry so your group can relax.
✔ Vehicles for Every Group Size
Ontario fleet includes:
SUVs (3–5 pax)
Sprinters (10–14 pax)
Minibuses (24–36 pax)
Coach buses (56 pax)
✔ Custom Routes & Flexible Schedules
Plan single-day or multi-day winter trips.
✔ Dedicated Support & Trip Planning
We help you build the best route, timing, and schedule for your group.
✔ Reliable, Professional Drivers
Experienced with winter road conditions across the GTA and beyond.
Sample Toronto Winter Trip Itinerary – Blue Mountain (10 Hours)
8:00 AM – Pickup in Toronto
10:00 AM – Arrival at Blue Mountain
12:00 PM – Lunch & village exploration
3:00 PM – Optional Scenic Caves
5:00 PM – Return trip
7:00 PM – Drop-off in Toronto
Ready to Travel This Winter? Let Your Group Enjoy More & Stress Less
Book your group transportation today:
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