Your Ideal North America Stopover: Cities to Explore

4 Nov, 2025 by Tim Jenkins

Why North America is perfect for school ski trips

Planning a school ski trip to North America means a smooth experience from start to finish for SkiBound school groups. North American resorts are well organised, and everything is set up to make group travel easy.

The ski experience

When you arrive, your students’ boots, poles, and skis are labelled and ready. Resorts are built around a central lodge, so you can walk straight onto the slopes and return there for lunch. Lift attendants help organise your group so everyone gets safely to the trails, and many of our schools comment on the friendly and efficient atmosphere.

Off the mountain

There’s no language barrier, and both Americans and Canadians are known for being friendly. Hotels are ideal for large groups, with plenty of space thanks to shared bed arrangements.

Best time to visit

Spring skiing in March and April, including the Easter holidays, is a great choice. Slopes are quieter, snow conditions are reliable, and the atmosphere is relaxed.

Top tip

Check passport validity early. You’ll need an ESTA for the USA or an ETA for Canada. These forms are simple but ask detailed questions, so allow time to complete them.

Top stopover cities to explore

Adding a stopover can turn your ski trip into a cultural experience. Here are four cities worth considering:

New York City: The ultimate stopover

If your trip takes you to the East Coast, New York is an excellent choice. Known as “The City That Never Sleeps,” it’s a vibrant mix of history, culture, and iconic landmarks. New York offers plenty for students to see and learn.

It’s Packed with famous sights and experiences students will love, New York is hard to beat.

Landmarks: Statue of Liberty, Empire State Building, Times Square, and Central Park.

Shopping: Fifth Avenue for big brands, or quirky finds in SoHo.

Entertainment: Broadway shows, ice skating at Rockefeller Center, and the buzz of Times Square at night.

New York is easy to navigate, full of learning opportunities, and a great way to top of your school ski trip to the USA East Coast.

Museums like the American Museum of Natural History and the Met are there if you want to add an educational stop, but the city’s energy is what makes it unforgettable.

Boston: A historic gem

Boston mixes history with fun. The 2.5-mile Freedom Trail is great for a quick walk through America’s past, but students will also enjoy Quincy Market for food and souvenirs. For something different, explore the shops around Newbury Street or take a harbour cruise.

Denver: Gateway to the Rockies

Flying into Denver for a school ski trip to the West Coast USA? Make the most of it. The city has cool spots for shopping and dining, plus easy access to outdoor attractions.

Things to do: Browse shops at Larimer Square, visit Union Station for food and coffee, or check out the Denver Zoo.

Extra option: Red Rocks Park for incredible views and photo opportunities. This city combines modern attractions with access to stunning mountain scenery.

Toronto: Canada’s cultural capital

For school ski trips to Canada, Toronto is a great stopover to tag onto the end of your time outside the classroom. It’s diverse, vibrant, offers a mix of big-city excitement, student-friendly attractions, and is full of educational opportunities.

Landmarks: CN Tower for panoramic views.

Shopping: Eaton Centre for high-street brands or Kensington Market for something unique.

Entertainment: Waterfront walks, sports events, and plenty of places to eat.

Museums like the Royal Ontario Museum are available, but the city vibe and variety of activities make Toronto an exciting chance for students to experience global cultures in one city.


Top tips for planning your stopover

  • Check travel documents early to avoid delays.
  • Plan an itinerary that balances sightseeing with rest.
  • Book transport and tickets ahead for large groups.

With well-run resorts and cities full of culture, your trip can be more than skiing - it can be an unforgettable learning experience.

Ready to plan your North American ski adventure? To find out more about stopovers and how we can tailor your school ski trip to North America, use our online enquiry form or speak to our team today on 01273 244 570.