Western Oregon Ski Vacations

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Flight and Ski hotel deals in Western Oregon

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Hotel Portland
Hilton Portland Downtown
The Royal Sonesta Portland Downtown
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See all available trips from Columbus to Western Oregon
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3 Night Ski holidays in Western Oregon

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DoubleTree by Hilton Hotel Portland
Hilton Portland Downtown
The Royal Sonesta Portland Downtown
Don't see what you're looking for?
See all available trips from Columbus to Western Oregon
View all trips

4 Night Ski holidays in Western Oregon

Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Portland Downtown
Hilton Portland Downtown
DoubleTree by Hilton Hotel Portland
Don't see what you're looking for?
See all available trips from Columbus to Western Oregon
View all trips

Plan the ultimate ski vacation in Western Oregon

What are some benefits when booking ski vacations in Western Oregon?

If you're interested in skiing, there's nothing quite like a ski vacation. These trips are designed to allow you to enjoy being on the slopes and relax in tranquil and convenient accommodations at the end of the day. Amenities on ski trips can be pretty upscale, so it's easy to relax in a hot tub or at a spa in between your skiing excursions. Plus, they can put you right next to the slopes. You'll even find a variety of different vacation types available whether you're looking for family friendly, cheap, or even last minute ski vacations.


How can I book the best ski vacation in Western Oregon?

It is most important to implement the ski filter in your search when trying to find a ski vacation that will make you happy. Using the filter will automatically remove any entries that don't offer the skiing opportunities you want. After that, you'll need to think about what specifically you want from Western Oregon, and think about the time of year that's best to visit.

How can I find cheap ski vacations?

Cheap ski vacations are readily available in Western Oregon with some as cheap as CA $499. You can see the cheapest options by sorting your accommodation choices by price, which automatically puts the least-expensive results at the top of the list. You may also want to consider an accommodation with a kitchen, so you can cook instead of eating out.

Can I book ski packages?

Yes, ski packages are readily available throughout Western Oregon. All you have to do is put in your travel dates and see what's available. When you book a ski package, you may be able to enjoy discounts with savings of up to 21 when you book your accommodation and your flight together.

What should I consider when booking family ski vacations?

The key to a successful family ski vacation is ensuring that your family is kept happy and entertained. Consider what your family members are interested in and the kind of vacation they want. If they have little skiing experience, for example, you may want to opt for an accommodation that offers ski lessons or a kid's club. Various slope difficulties may be essential in providing opportunities for everyone at Western Oregon.

Can I book all-inclusive ski vacations in Western Oregon?

Yes, all-inclusive ski trips are available and may be precisely what you're looking for. All you have to do is include the filter for all-inclusive stays, and your search results will only show the accommodations that provide this handy feature that allows you to plan your entire trip to Western Oregon in advance.

What's the best time of year to plan a ski trip?

The apparent answer to when you should plan a ski trip is in winter, but other details are important too. If you book for Western Oregon's high season around January and February, you'll likely find increased prices. It's generally best to opt for the early or late season in December and April, as prices tend not to be quite as high.

How can I find the best deals on ski packages in Western Oregon?

When you're looking for cheap ski vacations, there are a few factors you can take advantage of to help get the best deals. Travelling during the off-season can be cheaper since there's more availability. However, the beginning and end of the season tend to be the most affordable for skiing.

Can I book a ski vacation that's fully refundable?

Being fully refundable is a feature you'll find on several accommodation packages in Western Oregon. You can even search for it explicitly using a filter for full refundability.

Why should I book a ski vacation package with Expedia?

When you book with Expedia, you'll find everything you need for cheap ski vacations, luxury ski vacations and everything in between in one central location. You may even be able to enjoy discounts for booking your accommodation and your flight together with savings of up to 21. With Expedia Rewards, you can earn points towards your next booking.

Ski Hotels in Western Oregon

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 WiFi, 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 Aug. 17, 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
  • 7 hours drive from Crater Lake National Park
Book a stay at this golf vacation home in Welches. Enjoy free WiFi, laundry facilities, and patios. Popular attractions The Courses at Resort at the Mountain ...
9.8/10 Exceptional! (136 reviews)
"Had a great time at your place! The sound of the stream going by was so peaceful!"

Reviewed on Jul. 24, 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 center. Our guests praise the helpful staff and the clean rooms in our ...
8.2/10 Very Good! (652 reviews)
"We have 3 ppl but were only given 1 key card."

Reviewed on Aug. 16, 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.