Central Oregon Ski Holidays

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Planning your Central Oregon ski holiday

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

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

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

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

Central 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 Central Oregon?

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

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

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

Hampton Inn & Suites Bend
Hampton Inn & Suites Bend
2.5 out of 5
730 SW Columbia Street, Bend, OR
  • 6 min walk from Old Mill District
Stay at this hotel in Bend. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in their reviews. Popular ...
9.2/10 Wonderful! (1,009 reviews)
"Great location."

Reviewed on 3 Jul 2025

Hampton Inn & Suites Bend
Widgi Creek Townhome On Pond @ 16th Fairway w/ private hot tub
Widgi Creek Townhome On Pond @ 16th Fairway w/ private hot tub
Bend, OR
  • 15 min drive from Old Mill District
Stay at this golf holiday home in Bend. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Hayden Homes Amphitheater and Old Mill District ...
9.6/10 Exceptional! (59 reviews)
Memorial Day weekend with family
"The property was clean, well-stocked, comfortable, and more spacious than expected. Everyone in our group, from ages 8 - 75, enjoyed our stay. Location was very convenient, the neighborhood quiet, and you can walk right down to the Deschutes River Trail. We definitely hope to be back and stay here ..."

Reviewed on 27 May 2025

Widgi Creek Townhome On Pond @ 16th Fairway w/ private hot tub
Waypoint Hotel
Waypoint Hotel
3.5 out of 5
1415 NE 3rd Street, Bend, OR
  • 4 min drive from Old Mill District
Stay at this 3.5-star business-friendly hotel in Bend. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,007 reviews)
"Nice place to stay"

Reviewed on 2 Jul 2025

Waypoint Hotel
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.