Eastern Oregon Ski Holidays

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Photo by Joe Kubitschek
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    Packages with flights are ATOL protected

Planning your Eastern Oregon ski holiday

How can I book the best ski holiday to Eastern Oregon in 2025/2026?

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

Boot hire, lift passes, lessons: ski holidays can get pricey, quickly. To make your ski trip more affordable, book Eastern Oregon 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 Eastern Oregon?

Use our handy last-minute deals page to look for ski holidays to Eastern Oregon 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 Eastern Oregon?

Eastern Oregon 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 Eastern Oregon?

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

Ski season in Eastern Oregon 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 Eastern Oregon 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 Eastern Oregon 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 Eastern Oregon that offer it.

Why should I book a ski holiday package in Eastern Oregon 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 Eastern Oregon Hotels

Beautifully renovated 1920's Bungalow with a large fenced yard in Enterprise, OR

Beautifully renovated 1920's Bungalow with a large fenced yard in Enterprise, OR

Enterprise, OR
  • 20 min drive from Wallowa Lake
Stay at this family-friendly holiday home in Enterprise. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Enterprise Public Library and ...
9.8/10 Exceptional! (131 reviews)
Family Visit
"This home accommodated my family very well. It was beautiful, well stocked and location perfect. We loved our stay."

Reviewed on 7 Jul 2025

Beautifully renovated 1920's Bungalow with a large fenced yard in Enterprise, OR
Geiser Grand Hotel

Geiser Grand Hotel

3.5 out of 5
1996 Main St, Baker City, OR
  • 2 hours drive from Wallowa Lake
Stay at this 3.5-star hotel in Baker City. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the property condition ...
8.8/10 Excellent! (895 reviews)
"Nice renovated historical hotel in a quiet neat neighbourhood Bathroom small and nowhere to put stuff"

Reviewed on 7 Jul 2025

Geiser Grand Hotel
Knights Inn Baker City

Knights Inn Baker City

2 out of 5
2205 Broadway, Baker City, OR
  • 2 hours drive from Wallowa Lake
Stay at this business-friendly motel in Baker City. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Geiser Grand Hotel and Great Salt ...
6.2/10 (410 reviews)
"Good service, amenities ok"

Reviewed on 15 Jul 2025

Knights Inn Baker City
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.