Southwest Montana Ski Holidays

Book a Ski Hotel + Flight or Car together to unlock savings

Photo by Lisa Wareham
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Planning your Southwest Montana ski holiday

How can I book the best ski holiday to Southwest Montana in 2025/2026?

Search through alpine adventures on Expedia to plan your perfect snowy ski holiday in Southwest Montana. 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 Southwest Montana ski holidays?

Boot hire, lift passes, lessons: ski holidays can get pricey, quickly. To make your ski trip more affordable, book Southwest Montana 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 . Prices and availability are subject to change. Additional terms may apply.

Can I book last-minute ski holidays to Southwest Montana?

Use our handy last-minute deals page to look for ski holidays to Southwest Montana 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 Southwest Montana?

Southwest Montana 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 Southwest Montana?

All-inclusive ski holidays are fairly rare, but you can use our filter to see if there are any available in Southwest Montana. 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 Southwest Montana?

Ski season in Southwest Montana 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 Southwest Montana 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 Southwest Montana 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 Southwest Montana that offer it.

Why should I book a ski holiday package in Southwest Montana 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 Southwest Montana Hotels

The Lodge at Big Sky
The Lodge at Big Sky
3.5 out of 5
75 Sitting Bull Rd, Big Sky, MT
  • 2 hours drive from Yellowstone Park West Entrance
Stay at this 3.5-star business-friendly hotel in Big Sky. Enjoy 4 hot tubs, a fitness centre and parking (surcharge). Our guests praise the helpful staff in ...
8.4/10 Very Good! (1,009 reviews)
"The views were spectacular! The rooms were exactly what we needed for our 6 night stay with inside and out lounging areas. The morning breakfasts were a nice start to our morning outings. The owners and staff were very attentive to iur needs. I highly recommend!"

Reviewed on 3 Jul 2025

The Lodge at Big Sky
Huntley Lodge at Big Sky Resort
Huntley Lodge at Big Sky Resort
3.5 out of 5
50 Big Sky Resort Rd, Big Sky, MT
  • 2 hours drive from Yellowstone Park West Entrance
Stay at this 3.5-star spa hotel in Big Sky. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their ...
8.6/10 Excellent! (718 reviews)
"Friendly, courteous staff. Room was clean and spacious and updated. Food was delicious."

Reviewed on 2 Jul 2025

Huntley Lodge at Big Sky Resort
Whispering Pines Guest Cabin At Georgetown Lake - Family & Pet Friendly, Hot Tub
Whispering Pines Guest Cabin At Georgetown Lake - Family & Pet Friendly, Hot Tub
Anaconda, MT
  • 1 hour drive from Yellowstone Park West Entrance
Stay at this cabin in Anaconda. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Moose Marina and Georgetown Lake are located nearby.
9.8/10 Exceptional! (195 reviews)
Wonderful place!
"We really enjoyed our stay while visiting family in Anaconda. This is one of the best stocked places we've ever stayed. It really felt like a home. We like having a place to make breakfast and do laundry while we're traveling. Hosts were friendly and easy to communicate with. Cabin was clean and ..."

Reviewed on 29 Jun 2025

Whispering Pines Guest Cabin At Georgetown Lake - Family & Pet Friendly, Hot Tub
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.

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* 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.