Title: Western Oregon Ski Vacations 2026 | Expedia.com ![](https://images.trvl-media.com/place/6025867/31bc7f27-0fab-445b-b72d-9374c9c52558.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Western Oregon Ski Vacations ## Book a Ski Hotel + Flight or Car together to unlock savings Photo by Oleg Pah - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Top Ski vacation packages in Western Oregon Price found within the past 48 hours. Click for updated prices. ![The Royal Sonesta Portland Downtown](https://images.trvl-media.com/lodging/1000000/50000/41200/41174/dbaf1956_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Royal Sonesta Portland Downtown Downtown Portland $250 per person May 13 - May 16 found 1 day ago Roundtrip non-stop flight included Denver (DEN) to Portland (PDX) 9.2/10 Wonderful! (1,092 reviews) Rooms were big and very clean. Staff was very friendly. Love the decor as it wasn't a typical hotel room vibe. Will definitely stay again if in the area! Reviewed on Mar 13, 2026 ![DoubleTree by Hilton Hotel Portland](https://images.trvl-media.com/lodging/1000000/10000/9600/9555/4e09f07b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### DoubleTree by Hilton Hotel Portland Northeast Portland $322 per person May 13 - May 16 found 1 day ago Roundtrip non-stop flight included Denver (DEN) to Portland (PDX) 8.4/10 Very Good! (1,007 reviews) The hotel staffs was good except the manager and the front desk worker when we tried to check into our room, the where talking about that they couldn't find our reservation, saying it was canceled i had to called Expedia customer to have them called the hotel to confirmed that i had an reservation. But everything else was good. Reviewed on Mar 2, 2026 ![Dossier Hotel](https://images.trvl-media.com/lodging/1000000/290000/285400/285371/3886e59d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Dossier Hotel Downtown Portland $334 per person May 13 - May 16 found 23 hours ago Roundtrip flight included Denver (DEN) to Portland (PDX) 9.4/10 Exceptional! (1,382 reviews) The restaurant is a little overpriced and the menu should have added Pancake and Waffle. Reviewed on Mar 12, 2026 ![Inn at the 5th](https://images.trvl-media.com/lodging/5000000/4750000/4747700/4747684/682ea233_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Inn at the 5th Downtown Eugene $458 per person Apr 13 - Apr 16 found 4 hours ago Roundtrip flight included San Francisco (SFO) to Eugene (EUG) 9.6/10 Exceptional! (1,005 reviews) Room was very nice, gas fireplace was a nice nightly touch. Readily available snacks included. Handy to 5th street market shops and restaurants. Good central walkable city location. Runnable/walkable river trail nearby. Reviewed on Mar 12, 2026 ![Hilton Portland Downtown](https://images.trvl-media.com/lodging/1000000/30000/25600/25551/cfab52b6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Portland Downtown Downtown Portland $509 per person May 14 - May 17 found 1 day ago Roundtrip flight included Oakland (OAK) to Portland (PDX) 8/10 Very Good! (1,008 reviews) Small room. No fan in bathroom. The food for the conference was excellent! Reviewed on Mar 7, 2026 Don't see what you're looking for? See all available trips from Columbus to Western Oregon [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-13/2026-04-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=RDM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Ski vacations in Western Oregon Price found within the past 48 hours. Click for updated prices. ![DoubleTree by Hilton Hotel Portland](https://images.trvl-media.com/lodging/1000000/10000/9600/9555/4e09f07b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### DoubleTree by Hilton Hotel Portland Northeast Portland $322 per person May 13 - May 16 found 1 day ago Roundtrip non-stop flight included Denver (DEN) to Portland (PDX) 8.4/10 Very Good! (1,007 reviews) The hotel staffs was good except the manager and the front desk worker when we tried to check into our room, the where talking about that they couldn't find our reservation, saying it was canceled i had to called Expedia customer to have them called the hotel to confirmed that i had an reservation. But everything else was good. Reviewed on Mar 2, 2026 ![Dossier Hotel](https://images.trvl-media.com/lodging/1000000/290000/285400/285371/3886e59d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Dossier Hotel Downtown Portland $334 per person May 13 - May 16 found 23 hours ago Roundtrip flight included Denver (DEN) to Portland (PDX) 9.4/10 Exceptional! (1,382 reviews) The restaurant is a little overpriced and the menu should have added Pancake and Waffle. Reviewed on Mar 12, 2026 ![Hilton Portland Downtown](https://images.trvl-media.com/lodging/1000000/30000/25600/25551/cfab52b6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Portland Downtown Downtown Portland $519 per person Apr 23 - Apr 26 found 5 hours ago Roundtrip flight included Phoenix (PHX) to Portland (PDX) 8/10 Very Good! (1,008 reviews) Small room. No fan in bathroom. The food for the conference was excellent! Reviewed on Mar 7, 2026 Don't see what you're looking for? See all available trips from Columbus to Western Oregon [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-13/2026-04-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=RDM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Ski vacations in Western Oregon Price found within the past 48 hours. Click for updated prices. ![Dossier Hotel](https://images.trvl-media.com/lodging/1000000/290000/285400/285371/3886e59d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Dossier Hotel Downtown Portland $418 per person May 13 - May 17 found 1 day ago Roundtrip non-stop flight included Phoenix (PHX) to Portland (PDX) 9.4/10 Exceptional! (1,382 reviews) The restaurant is a little overpriced and the menu should have added Pancake and Waffle. Reviewed on Mar 12, 2026 ![Inn at the 5th](https://images.trvl-media.com/lodging/5000000/4750000/4747700/4747684/682ea233_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Inn at the 5th Downtown Eugene $746 per person Apr 27 - May 1 found 1 hour ago Roundtrip non-stop flight included Chicago (ORD) to Eugene (EUG) 9.6/10 Exceptional! (1,005 reviews) Room was very nice, gas fireplace was a nice nightly touch. Readily available snacks included. Handy to 5th street market shops and restaurants. Good central walkable city location. Runnable/walkable river trail nearby. Reviewed on Mar 12, 2026 ![DoubleTree by Hilton Hotel Portland](https://images.trvl-media.com/lodging/1000000/10000/9600/9555/4e09f07b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### DoubleTree by Hilton Hotel Portland Northeast Portland $528 per person Apr 12 - Apr 16 found 1 day ago Roundtrip non-stop flight included Los Angeles (QLA) to Portland (PDX) 8.4/10 Very Good! (1,007 reviews) The hotel staffs was good except the manager and the front desk worker when we tried to check into our room, the where talking about that they couldn't find our reservation, saying it was canceled i had to called Expedia customer to have them called the hotel to confirmed that i had an reservation. But everything else was good. Reviewed on Mar 2, 2026 Don't see what you're looking for? See all available trips from Columbus to Western Oregon [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-13/2026-04-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=RDM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Planning your Western Oregon ski vacation #### What are some things I should consider when booking a Western Oregon ski trip package? Yes, you want pristine powder and perfect runs, but take a moment to consider how close you want to be to the slopes, what extras you want from your resort, and—of course—how much après ski you intend to indulge in. #### How can I find cheap Western Oregon ski packages? Right now, ski trips start at just $250\. Prices and availability are subject to change. Additional terms may apply. #### Can I book a beginner ski package in Western Oregon? Yes! Head for the green runs—wide, sweeping slopes—for a gentle introduction to snow life in Western Oregon. Book lessons so you can gear up to take on the rest of the mountain with confidence. Après awaits for all after an eventful day in the snow. #### How much does a ski trip to Western Oregon cost? Sensational ski trips to Western Oregon start from $250\. Use the budget filter to find powder at your perfect price. As always, prices and availability are subject to change. Additional terms may apply. #### When’s the best time of year to plan a ski trip to Western Oregon? The best time to hit the slopes in Western Oregon depends on what you’re looking for. If you’re all about powder-packed pistes and brilliant blue-sky skiing conditions, aim for the middle of the season. Alternatively, if you’re willing to take a chance on start or end of season snow, you’ll bag much cheaper prices —just make sure there’s a spa or après bar to shelter in on white-out days. #### Can I book Western Oregon ski packages with airfare? Save money on your snow time by booking your accommodation, airfare, and car rental in a brilliant bundle. It’s both convenient and cash-flow friendly. #### Can I book a Western Oregon ski trip with free cancellation and/or flexible dates? Flexibility is always a bonus when you’re flying down the slopes—and it makes for an easier booking process, too. Check the payment option filter to find trips with free cancellation as well as buy now, pay later options. #### Why should I book a ski package in Western Oregon with Expedia? Simple search and fantastic filters make it easy to find, build, and book your dream Western Oregon ski vacation in just a few clicks. It’s ‘snow’ joke, it really is that easy. ## Top Ski Western Oregon Hotels ![Mt Hood Oregon Resort, BW Premier Collection](https://images.trvl-media.com/lodging/1000000/800000/790600/790574/6177db0d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### 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 ... 8/10 Very Good! (1,000 reviews) Great staff. Large, clean room. Free parking and Wifi. Reviewed on Mar 11, 2026 [](https://expedia.com/Mt-Hood-Hotels-BW-Premier-Collection-Mt-Hood-Oregon-Resort.h790574.Hotel-Information) ![Relaxing Getaway on Mt Hood - Right on the River](https://images.trvl-media.com/lodging/19000000/19000000/18994000/18993970/w413h441x19y0-3c2856e8_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### 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! (159 reviews) Such a wonderful place to come relax and unwind. We will be looking forward to our next stay. Reviewed on Mar 1, 2026 [](https://expedia.com/Mt-Hood-Hotels-Relaxing-Getaway-On-Mt-Hood-Right-On-The-River.h18993970.Hotel-Information) ![Oakridge Inn & Suites](https://images.trvl-media.com/lodging/1000000/10000/7300/7205/d462e842_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### 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 ... 8.2/10 Very Good! (685 reviews) It's a nice place to stay for awhile. Reviewed on Feb 22, 2026 [](https://expedia.com/Oakridge-Hotels-Oakridge-Inn-Suites.h7205.Hotel-Information) [See all 11,915 properties in Western Oregon](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=6229020) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. 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](https://expedia.com/Western-Oregon-Vacation-Rentals.d6229020.Travel-Guide-VacationRentals)[ Car Rentals in Western Oregon ](https://expedia.com/Car-Rentals-In-Western-Oregon.d6229020.Car-Rental-Guide)[ Western Oregon Vacations ](https://expedia.com/Western-Oregon.d6229020.Destination-Travel-Guides)[ Things to do in Western Oregon ](https://expedia.com/Things-To-Do-In-Western-Oregon.d6229020.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app