Southwestern Ontario Ski Holidays

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    Packages with flights are ATOL protected

Top flight + Ski hotel deals in Southwestern Ontario

Price found within the past 48 hours. Click for updated prices.
Crowne Plaza Kitchener-Waterloo by IHG
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4 Night Ski holidays in Southwestern Ontario

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Holiday Inn Express & Suites Milton by IHG
Crowne Plaza Kitchener-Waterloo by IHG
Best Western Milton
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Planning your Southwestern Ontario ski holiday

How can I book the best ski holiday to Southwestern Ontario in 2025/2026?

Search through alpine adventures on Expedia to plan your perfect snowy ski holiday in Southwestern Ontario. Just choose your dates and see what’s available. You might prefer a hotel with a heated outdoor pool, or a private chalet for après ski parties; either way, use the property filters to your ideal match. If ski-in-ski-out is important, use the map view to find those idyllic slopeside properties.

How can I find cheap Southwestern Ontario ski holidays?

Boot hire, lift passes, lessons: ski holidays can get pricey, quickly. To make your ski trip more affordable, book Southwestern Ontario accommodation a little further from the lifts and go self-catering to cut back on eating out. Sort your search results by price to find options from £519. Prices and availability are subject to change. Additional terms may apply.

Can I book last-minute ski holidays to Southwestern Ontario?

Use our handy last-minute deals page to look for ski holidays to Southwestern Ontario at a steal. If your dates are fixed, simply input the details and see what specials are available.

What should I consider when booking family ski holidays in Southwestern Ontario?

Southwestern Ontario is well set up for kids. For the teeniest ski-woks, day care in the snow is a blast. As they get older, they love whizzing around on the hill in ski school. Choose a hotel near the lifts and nursery slopes to save a whole lot of ski-carrying hassle in the mornings. With all that extra time and energy, you can take your sweet time to find a family-favourite bolthole on the mountain for hot chocolate with marshmallows ski breaks.

Can I book all-inclusive ski holidays to Southwestern Ontario?

All-inclusive ski holidays are fairly rare, but you can use our filter to see if there are any available in Southwestern Ontario. If not, consider booking your flights and accommodation together to save money that way instead.

When's the best time of year to plan a ski trip to Southwestern Ontario?

Ski season in Southwestern Ontario generally starts around December and slopes off around April. Keep an eye on the snow forecasts though, as you can often find some brilliant deals at the start or end of the season, when it’s also much quieter.

How can I find the best deals on Southwestern Ontario ski holiday packages?

If you can be flexible with your ski holiday dates, avoid school holidays and instead buckle up your boots at the start or end of season. Sort your search results by price and look out for self-catered accommodation to save on notoriously expensive ski-resort drinking and dining.

Can I book a Southwestern Ontario ski trip with free cancellation and/or flexible dates?

If you’re not 100% sure on plans or just want peace of mind, choose a ski holiday with free cancellation. You can use our free cancellation filter to find properties in Southwestern Ontario that offer it.

Why should I book a ski holiday package in Southwestern Ontario with Expedia?

Schuss your way to the slopes with Expedia’s smooth booking process. From flights to hotels and even car hire, you’ll find everything you need to plan the ultimate winter wonderland ski holiday.

Top Ski Southwestern Ontario Hotels

Westin Trillium House, Blue Mountain

Westin Trillium House, Blue Mountain

4 out of 5
220 Gord Canning Drive, The Blue Mountains, ON
  • 20 min walk from Blue Mountain Ski Resort
Stay at this 4-star beach hotel in The Blue Mountains. Enjoy a golf course, breakfast (surcharge) and room service. Our guests praise the helpful staff and the ...
9/10 Wonderful! (1,010 reviews)
"Amazing"

Reviewed on 23 Aug 2025

Westin Trillium House, Blue Mountain
Blue Mountain Resort Village Suites

Blue Mountain Resort Village Suites

4 out of 5
156 Jozo Weider Blvd, The Blue Mountains, ON
  • 17 min walk from Blue Mountain Ski Resort
Stay at this 4-star ski hotel in The Blue Mountains. Enjoy free Wi-Fi, an outdoor pool and 10 restaurants. Our guests praise the pool and the helpful staff in ...
8.8/10 Excellent! (4,234 reviews)
"It was clean and kids safety"

Reviewed on 22 Aug 2025

Blue Mountain Resort Village Suites
Hilton Grand Vacations Club Blue Mountain Canada

Hilton Grand Vacations Club Blue Mountain Canada

3 out of 5
277 Jozo Weider Blvd, The Blue Mountains, ON
  • 25 min walk from Blue Mountain Ski Resort
Stay at this 3-star hotel in The Blue Mountains. Enjoy free parking, 2 outdoor pools and a fitness centre. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (1,004 reviews)
"Loves the balcony and hammock, pools and hot tub"

Reviewed on 24 Aug 2025

Hilton Grand Vacations Club Blue Mountain Canada
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

More holidays you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.