A serene lake surrounded by snow-capped mountains and dense forests.
Photo by Oleg Pah
Open Photo by Oleg Pah

Western Oregon Ski Vacations

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Top Ski vacation packages in Western Oregon

Price found within the past 48 hours. Click for updated prices.
  • Sept 30 - Oct 3

    Broadway Inn + Flight

    North Portland
    3 nights
    2.0 star property
    6.6/10 - (722 reviews)
    "Terrible experience from the start. First they charge $20 to park for the night. Checking in i was handed a key card in a reused sleeve. Like reused 50 times. Torn and written on numerous times. My room was horrendous. The floor isnt level. Hair in the sink. Lipstick and stains on the towels. TV did not work. Shower would not get hot at all. Had to take a cold shower. Carpet felt damp. I didnt even stay the night it was so miserable."
    Reviewed July 23, 2026
    Roundtrip Vancouver (YVR) - Portland (PDX)
    YVR - PDXNonstop PDX - YVRNonstop
    CA $712
    CA $645
    per traveller
    found 1 day ago
    Broadway Inn
  • Sept 17 - Sept 22

    The Nines, a Luxury Collection Hotel, Portland + Flight

    Downtown Portland
    5 nights
    5.0 star property
    9.2/10 - Wonderful (1,001 reviews)
    Roundtrip Edmonton (YEG) - Portland (PDX)
    YEG - PDX1 stop PDX - YEG1 stop
    CA $1,511
    CA $1,133
    per traveller
    found 1 day ago
    The Nines, a Luxury Collection Hotel, Portland
  • Aug 29 - Sept 1

    DoubleTree by Hilton Hotel Portland + Flight

    Northeast Portland
    3 nights
    4.0 star property
    8.6/10 - Excellent (1,165 reviews)
    Roundtrip Calgary (YYC) - Portland (PDX)
    YYC - PDX1 stop PDX - YYC1 stop
    CA $742
    CA $658
    per traveller
    found 1 day ago
    DoubleTree by Hilton Hotel Portland
  • Sept 17 - Sept 21

    Days Inn & Suites by Wyndham Gresham + Flight

    Gresham
    4 nights
    2.0 star property
    7.2/10 - Good (1,004 reviews)
    "Seem like we had a lot of issues, not having enough towels and hand towels every night or in room coffee almost every night."
    Reviewed July 21, 2026
    Roundtrip Edmonton (YEG) - Portland (PDX)
    YEG - PDX1 stop PDX - YEG1 stop
    CA $978
    CA $906
    per traveller
    found 19 hours ago
    Days Inn & Suites by Wyndham Gresham
  • Sept 30 - Oct 3

    Dossier Hotel + Flight

    Downtown Portland
    3 nights
    4.5 star property
    9.4/10 - Exceptional (1,495 reviews)
    "So, unfortunately, one of the two elevators in a 20 story building was out. The restaurant was understaffed, but it’s a well located nice property with helpful staff. Kudos to the valets who took good care of my car!"
    Reviewed July 23, 2026
    Roundtrip Vancouver (YVR) - Portland (PDX)
    YVR - PDXNonstop PDX - YVRNonstop
    CA $854
    CA $796
    per traveller
    found 1 day ago
    Dossier Hotel

Discover the most popular places to visit in Western Oregon

Top Ski Western Oregon Hotels

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.

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 $645. 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 9 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 9. With Expedia Rewards, you can earn points towards your next booking.