Willamette Valley Ski Vacations

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Flight and Ski hotel deals in Willamette Valley

Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Portland Downtown

The Royal Sonesta Portland Downtown

Downtown Portland
CA $576
per person
Sep 18 - Sep 20
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Portland (PDX)
9.2/10 Wonderful! (1,252 reviews)
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

Northeast Portland
CA $1,079
per person
Nov 7 - Nov 14
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Portland (PDX)
8.6/10 Excellent! (1,182 reviews)
Dossier Hotel

Dossier Hotel

Downtown Portland
CA $814
per person
Oct 21 - Oct 24
found 17 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
9.4/10 Exceptional! (1,502 reviews)
Inn at the 5th

Inn at the 5th

Downtown Eugene
CA $1,293
per person
Sep 28 - Oct 2
found 9 hours ago
Roundtrip flight included
Montreal (YUL) to Eugene (EUG)
9.6/10 Exceptional! (1,002 reviews)
Great location.

Reviewed on Aug 16, 2026

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3 Night Ski holidays in Willamette Valley

Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Portland Downtown

The Royal Sonesta Portland Downtown

Downtown Portland
CA $732
per person
Oct 21 - Oct 24
found 17 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
9.2/10 Wonderful! (1,252 reviews)
Dossier Hotel

Dossier Hotel

Downtown Portland
CA $953
per person
Oct 9 - Oct 12
found 9 hours ago
Roundtrip flight included
Montreal (YUL) to Portland (PDX)
9.4/10 Exceptional! (1,502 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Willamette Valley
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4 Night Ski holidays in Willamette Valley

Price found within the past 48 hours. Click for updated prices.
Hyatt House Portland/Downtown

Hyatt House Portland/Downtown

Downtown Portland
CA $734
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Portland (PDX)
9/10 Wonderful! (2,683 reviews)
Room was very clean and spacious. I love the kitchen and the fact the hotel serves free breakfast.

Reviewed on Aug 17, 2026

The Royal Sonesta Portland Downtown

The Royal Sonesta Portland Downtown

Downtown Portland
CA $912
per person
Nov 6 - Nov 10
found 12 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
9.2/10 Wonderful! (1,252 reviews)
Residence Inn Portland Airport at Cascade Station

Residence Inn Portland Airport at Cascade Station

Northeast Portland
CA $800
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Portland (PDX)
9/10 Wonderful! (726 reviews)
Don't see what you're looking for?
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Plan the ultimate ski vacation in Willamette Valley

What are some benefits when booking ski vacations in Willamette Valley?

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 Willamette Valley?

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 Willamette Valley, 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 Willamette Valley with some as cheap as CA $576. 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 Willamette Valley. 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 6 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 Willamette Valley.

Can I book all-inclusive ski vacations in Willamette Valley?

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 Willamette Valley 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 Willamette Valley'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 Willamette Valley?

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 Willamette Valley. 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 6. With Expedia Rewards, you can earn points towards your next booking.

Ski Hotels in Willamette Valley

Mt Hood Oregon Resort, BW Premier Collection

Mt Hood Oregon Resort, BW Premier Collection

68010 E Fairway Ave Welches OR
  • 7 hours drive from Crater Lake National Park
Book a stay at this golf hotel in Welches. Enjoy free WiFi, 2 restaurants, and a golf course. Our guests praise the helpful staff and the comfy rooms in our ...
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
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! (171 reviews)
"My family and I really enjoyed our stay. The house was clean, comfortable and cozy. It had everything we needed, the kitchen was well stocked, and we had no issues while we were there. Communication was always quick and clear. They were really helpful and accommodating. The sound of the river was ..."

Reviewed on Aug 16, 2026

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

Oakridge Inn & Suites

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 ...
Oakridge Inn & Suites
See all 5,464 properties in Willamette Valley
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.

Things to do

Meet the growers of these dynamic vintages

Private Wine Excursion Willamette Valley, Oregon - Wine Tour

CA $409
per adult
Private Wine Excursion Willamette Valley, Oregon - Wine Tour
Private Willamette Valley Wine Tour

Private Willamette Valley Wine Tour

CA $1,822
per traveller
Private Willamette Valley Wine Tour
See all activities in Willamette Valley

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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.