Title: Luxury Vacations in Oregon 2026 | Expedia.ca ![](https://images.trvl-media.com/place/178299/79db2d47-d885-4fee-961c-c111e27cf6e8.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Oregon Luxury Vacations ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 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 ## Flight and Luxury hotel deals in Oregon Price found within the past 48 hours. Click for updated prices. ![The Hotel Zags Portland](https://images.trvl-media.com/lodging/1000000/30000/22200/22135/b7c9679c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Hotel Zags Portland Downtown Portland CA $605 per person Mar 27 - Mar 31 found 1 day ago Roundtrip non-stop flight included Kelowna (YLW) to Portland (PDX) 8.6/10 Excellent! (1,008 reviews) We were traveling with kids, the arcade and game room were selling points for me. The kids loved having something to do and there was something for everyone in the game room. Would definitely stay here again. Reviewed on Jan 20, 2026 ![The Nines, a Luxury Collection Hotel, Portland](https://images.trvl-media.com/lodging/3000000/2150000/2140800/2140707/16ca0027_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Nines, a Luxury Collection Hotel, Portland Downtown Portland CA $730 per person Mar 27 - Mar 31 found 1 day ago Roundtrip non-stop flight included Kelowna (YLW) to Portland (PDX) 9/10 Wonderful! (1,002 reviews) Room was super small for a deluxe Reviewed on Jan 12, 2026 ![The Benson Portland, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/30000/28300/28272/caa7b9ef_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Benson Portland, Curio Collection by Hilton Downtown Portland CA $1,079 per person Feb 27 - Mar 6 found 2 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Portland (PDX) 9/10 Wonderful! (1,108 reviews) Very very nice .. we love this place .. we stay every year after Christmas !!! Reviewed on Jan 11, 2026 ![Hotel deLuxe](https://images.trvl-media.com/lodging/1000000/40000/37700/37645/c3125924_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel deLuxe Downtown Portland CA $631 per person Feb 21 - Feb 23 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Portland (PDX) 8.8/10 Excellent! (1,001 reviews) Elegant old hotel with all the old Hollywood charm. Very friendly staff Reviewed on Jan 22, 2026 ![Dossier Hotel](https://images.trvl-media.com/lodging/1000000/290000/285400/285371/328e9785_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Dossier Hotel Downtown Portland CA $679 per person Mar 27 - Mar 31 found 1 day ago Roundtrip non-stop flight included Kelowna (YLW) to Portland (PDX) 9.4/10 Exceptional! (1,277 reviews) Dossier Hotel’s staff is fantastic and carrying. The Reviewed on Jan 20, 2026 Don't see what you're looking for? See all available trips from Columbus to Oregon [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-22/2026-03-01/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PSC&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Luxury holidays in Oregon Price found within the past 48 hours. Click for updated prices. ![Sentinel Hotel](https://images.trvl-media.com/lodging/1000000/10000/1900/1854/9a394282_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sentinel Hotel Downtown Portland CA $707 per person Mar 27 - Mar 31 found 1 day ago Roundtrip non-stop flight included Kelowna (YLW) to Portland (PDX) 8.8/10 Excellent! (1,005 reviews) Beautiful historic hotel. Big comfortable room. Lovely front desk staff. Great location. Thoroughly enjoyed our stay. Reviewed on Jan 16, 2026 ![The Nines, a Luxury Collection Hotel, Portland](https://images.trvl-media.com/lodging/3000000/2150000/2140800/2140707/16ca0027_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Nines, a Luxury Collection Hotel, Portland Downtown Portland CA $730 per person Mar 27 - Mar 31 found 1 day ago Roundtrip non-stop flight included Kelowna (YLW) to Portland (PDX) 9/10 Wonderful! (1,002 reviews) Room was super small for a deluxe Reviewed on Jan 12, 2026 Don't see what you're looking for? See all available trips from Columbus to Oregon [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-22/2026-03-01/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PSC&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Luxury holidays in 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 CA $525 per person Mar 20 - Mar 23 found 17 hours ago Roundtrip flight included Vancouver (YVR) to Portland (PDX) 9/10 Wonderful! (1,028 reviews) Such a great value for your money! Rooms are clean, nicely decorated, and the front desk staff is very professional and kind. The location is perfect for a downtown weekend, and if you’re not used to city noise then bring a sound machine. We didn’t mind at all since that’s the price you pay for a killer downtown location. It feels safe and family friendly without feeling chaotic and close to all public transport. Thank ya’ll so much, we’ll be back for another get away soon! We stay in a lot of little hotels for weekend getaways and this one will stay in our top 5 because of the service, price, and location! Reviewed on Jan 19, 2026 ![Hotel deLuxe](https://images.trvl-media.com/lodging/1000000/40000/37700/37645/c3125924_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel deLuxe Downtown Portland CA $865 per person Apr 3 - Apr 6 found 1 day ago Roundtrip non-stop flight included Fort Saint John (YXJ) to Portland (PDX) 8.8/10 Excellent! (1,001 reviews) Elegant old hotel with all the old Hollywood charm. Very friendly staff Reviewed on Jan 22, 2026 ![The Hotel Zags Portland](https://images.trvl-media.com/lodging/1000000/30000/22200/22135/b7c9679c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Hotel Zags Portland Downtown Portland CA $774 per person Apr 3 - Apr 6 found 1 day ago Roundtrip non-stop flight included Fort Saint John (YXJ) to Portland (PDX) 8.6/10 Excellent! (1,008 reviews) We were traveling with kids, the arcade and game room were selling points for me. The kids loved having something to do and there was something for everyone in the game room. Would definitely stay here again. Reviewed on Jan 20, 2026 Don't see what you're looking for? See all available trips from Columbus to Oregon [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-22/2026-03-01/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PSC&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Luxury holidays in Oregon Price found within the past 48 hours. Click for updated prices. ![The Hotel Zags Portland](https://images.trvl-media.com/lodging/1000000/30000/22200/22135/b7c9679c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Hotel Zags Portland Downtown Portland CA $605 per person Mar 27 - Mar 31 found 1 day ago Roundtrip non-stop flight included Kelowna (YLW) to Portland (PDX) 8.6/10 Excellent! (1,008 reviews) We were traveling with kids, the arcade and game room were selling points for me. The kids loved having something to do and there was something for everyone in the game room. Would definitely stay here again. Reviewed on Jan 20, 2026 ![The Nines, a Luxury Collection Hotel, Portland](https://images.trvl-media.com/lodging/3000000/2150000/2140800/2140707/16ca0027_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Nines, a Luxury Collection Hotel, Portland Downtown Portland CA $730 per person Mar 27 - Mar 31 found 1 day ago Roundtrip non-stop flight included Kelowna (YLW) to Portland (PDX) 9/10 Wonderful! (1,002 reviews) Room was super small for a deluxe Reviewed on Jan 12, 2026 ![Mark Spencer Hotel](https://images.trvl-media.com/lodging/1000000/20000/20000/19921/e8cf5bcf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Mark Spencer Hotel Downtown Portland CA $762 per person Mar 27 - Mar 31 found 1 day ago Roundtrip non-stop flight included Kelowna (YLW) to Portland (PDX) 9.2/10 Wonderful! (1,838 reviews) Didn't eat breakfast limit time. Hotel was clean and comfortable. Area is it is it is awful wish there was a safer place to take dog out. Reviewed on Jan 22, 2026 Don't see what you're looking for? See all available trips from Columbus to Oregon [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-22/2026-03-01/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PSC&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Plan the perfect luxury Oregon vacation with Expedia #### What are some benefits when booking luxury Oregon vacations? When you book a luxury Oregon vacation, you get to enjoy some of the best amenities and special features available. Luxury vacation options often feature spa facilities right in your accommodation, along with room service and an on-site restaurant. The quality of the bedding and even the water pressure tends to be better, so it's the perfect solution for travellers looking to put their feet up and relax. #### How can I find all-inclusive luxury vacations in Oregon? If you're looking for something luxurious in Oregon, all you have to do is take advantage of our search filters. You can implement a filter to only show 5-star accommodations as well as some amenities you may be interested in, like spa facilities and hot tubs. When you opt for an all-inclusive package, you can enjoy luxury alongside a potential discount for booking your accommodation and flight together. #### Can I book a cheap luxury vacation? While luxury vacations tend to be on the more costly end of the spectrum, ranging from CA $525, there are a few methods you can try to lower the price as much as possible. When booking a flight and accommodation together, you can enjoy savings of up to 21\. After implementing filters for luxury features, you can also sort by price to list the cheapest luxury packages first. #### Are there luxury spa vacations? Yes, luxury spa vacations are available and quite popular in Oregon. When you book one of these experiences, it's easier than ever to relax, unwind and recharge in between excursions. Either way, you can easily find spa vacations by implementing the spa filter in your search. #### What should I look for in a luxury family vacation in Oregon? When booking something for the whole family, it's important to consider exactly what kind of experience your family will want.Luxury packages make it easy to keep everyone happy with creature comforts. Kids especially enjoy features like pools, a delicious breakfast and plenty of space. Suites tend to offer your family members a bit more privacy and comfort compared to simple rooms throughout Oregon. #### Can I book last-minute luxury vacations? Yes, last-minute bookings are often available in Oregon. All you have to do is enter your travel dates to see what's available. Sometimes, you'll even find additional discounts for booking last-minute, as accommodations are desperate to fill their last remaining spaces. #### What can help me find the best luxury vacation deals in Oregon? You can use a few strategies to find the best deals on luxury vacation packages. Consider travelling during the off-season to take advantage of the typically lower overall prices. Additionally, staying in the less popular parts of Oregon or travelling to more obscure destinations altogether can often lead to lower prices. #### Can I book a luxury vacation that is fully refundable? Yes, fully refundable reservations are sometimes available on luxury vacation packages in Oregon. You can implement a filter for it specifically or check out the policy section on any one of your search results. It should clearly state what's necessary to qualify for a fully refundable booking. #### Why should I book my luxury vacation with Expedia? When you book with Expedia, you can enjoy a one-stop shop for all your travel planning needs. We offer accommodations as well as flights, and you may even be able to enjoy discounts by booking them together. Of course, Expedia Rewards members will find even more discounts and earn points that can be put toward discounts on future bookings. ## Luxury Hotels in Oregon ![The Benson Portland, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/30000/28300/28272/caa7b9ef_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Benson Portland, Curio Collection by Hilton 309 SW Broadway Portland OR - 13 min walk from Moda Center CA $150 CA $173 total Jan 29 - Jan 30 includes taxes & fees Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ... 9/10 Wonderful! (1,172 reviews) Just a cool vibe Reviewed on Jan 12, 2026 [](https://expedia.ca/Portland-Hotels-The-Benson.h28272.Hotel-Information) ![Heathman Hotel](https://images.trvl-media.com/lodging/1000000/10000/3100/3096/b030acab_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Heathman Hotel 1001 SW Broadway Portland OR - 19 min walk from Moda Center CA $131 CA $205 total Feb 2 - Feb 3 includes taxes & fees Book a stay at this historic hotel in Portland. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean ... 9/10 Wonderful! (1,005 reviews) Great place Reviewed on Jan 9, 2026 [](https://expedia.ca/Portland-Hotels-The-Heathman-Hotel.h3096.Hotel-Information) ![The Nines, a Luxury Collection Hotel, Portland](https://images.trvl-media.com/lodging/3000000/2150000/2140800/2140707/16ca0027_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Nines, a Luxury Collection Hotel, Portland 525 SW Morrison Street Portland OR - 17 min walk from Moda Center CA $201 CA $276 total Feb 1 - Feb 2 includes taxes & fees Book a stay at this luxury hotel in Portland. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the property condition ... 9/10 Wonderful! (1,003 reviews) Staff was great! Hotel gave us a great experience Reviewed on Jan 19, 2026 [](https://expedia.ca/Portland-Hotels-The-Nines.h2140707.Hotel-Information) [See all 18,775 properties in Oregon](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=239) 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. ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### Top Luxury Vacation Destinations > - [Luxury vacations in India ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/80/India) > - [Luxury vacations in France ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/59/France) > - [Luxury vacations in Switzerland ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/174/Switzerland) > - [Luxury vacations in Canada ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/31/Canada) > - [Luxury vacations in Jamaica ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/88/Jamaica) > - [Luxury vacations in Italy ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/86/Italy) > - [Luxury vacations in New Zealand ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/133/New-Zealand) > - [Luxury vacations in the Maldives ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/109/Maldives) > - [Luxury vacations in Costa Rica ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/42/Costa-Rica) > - [Luxury vacations in Florida Keys ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/6023765/Florida-Keys) > - [Luxury vacations in Mexico ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/117/Mexico) > - [Luxury vacations in the Caribbean ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/6022969/Caribbean) > - [Luxury vacations in Zanzibar ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/4186/Zanzibar) > - [Luxury vacations in Cancun ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/179995/Cancun) > - [Luxury vacations in Kerala ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/602187/Kerala) > - [Luxury vacations in Australia ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/10/Australia) > - [Luxury vacations in Puglia ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/6048562/Puglia) > - [Luxury vacations in Cuba ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/44/Cuba) > - [Luxury vacations in Cyprus ](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/45/Cyprus) ## More Vacations Ideas [Oregon Flights ](https://expedia.ca/Destinations-In-Oregon.d239.Flight-Destinations)[ Oregon Hotels ](https://expedia.ca/Destinations-In-Oregon.d239.Hotel-Destinations)[ Oregon Vacation Rentals ](https://expedia.ca/Destinations-In-Oregon.d239.Vacation-Rental-Destinations)[ Oregon Car Rentals ](https://expedia.ca/Destinations-In-Oregon.d239.Car-Rental-Destinations)[ Oregon Vacations ](https://expedia.ca/Oregon.d239.Destination-Travel-Guides)[ Things to do in Oregon ](https://expedia.ca/Things-To-Do-In-Oregon.d239.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 on select hotels and earn double points 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