Western Oregon Ski Holidays

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Top flight + Ski hotel deals in Western Oregon

Price found within the past 48 hours. Click for updated prices.
Inn at the 5th
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Planning your Western Oregon ski holiday

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

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

Boot hire, lift passes, lessons: ski holidays can get pricey, quickly. To make your ski trip more affordable, book Western 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 £1,066. Prices and availability are subject to change. Additional terms may apply.

Can I book last-minute ski holidays to Western Oregon?

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

Western 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 Western Oregon?

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

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

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

Mt Hood Oregon Resort, BW Premier Collection

Mt Hood Oregon Resort, BW Premier Collection

3.5 out of 5
68010 E Fairway Ave, Welches, OR
  • 7 hours drive from Crater Lake National Park
Stay at this 3.5-star spa hotel in Welches. Enjoy free Wi-Fi, a full-service spa and 2 restaurants. Our guests praise the helpful staff and the comfy rooms in ...
7.8/10 Good! (1,004 reviews)
Nice clean comfortable rooms in beautiful area.
"Room very spacious and clean. The beds were super comfy and area is gorgeous with lots of hiking options. I wished they had a filtered, cold water bottle filling station."

Reviewed on 17 Aug 2025

Mt Hood Oregon Resort, BW Premier Collection
Relaxing Getaway on Mt Hood - Right on the River

Relaxing Getaway on Mt Hood - Right on the River

Mount Hood Village, OR
  • 7 hours drive from Crater Lake National Park
Stay at this golf holiday home in Welches. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions The Courses at Resort at the Mountain and Salmon ...
9.8/10 Exceptional! (138 reviews)
"The property was easy to get to and well equipped. We enjoyed how quaint and cozy the house was. The view was very beautiful, often we would either be on the back deck or inside with the door open with the screen. We could easily see staying there again."

Reviewed on 21 Aug 2025

Relaxing Getaway on Mt Hood - Right on the River
Oakridge Inn & Suites

Oakridge Inn & Suites

2.5 out of 5
47433 Highway 58, Oakridge, OR
  • 3 hours drive from Crater Lake National Park
Stay at this hotel in Oakridge. Enjoy free parking, a 24-hour front desk and a business centre. Our guests praise the helpful staff and the clean rooms in their ...
8/10 Very Good! (653 reviews)
"We have 3 ppl but were only given 1 key card."

Reviewed on 16 Aug 2025

Oakridge Inn & Suites
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.