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. ![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 CA $519 per person May 27 - May 29 found 1 day ago Roundtrip flight included Vancouver (YVR) to Portland (PDX) 9.4/10 Exceptional! (1,382 reviews) Central location in historical building that is nicely renovated. Good size suite and decent amenities. Reviewed on Mar 25, 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 $821 per person Apr 24 - Apr 27 found 21 hours ago Roundtrip non-stop flight included Buffalo (BUF) to Portland (PDX) 8.6/10 Excellent! (1,018 reviews) Hotel, though historic, needs some updating. Reviewed on Mar 25, 2026 ![Embassy Suites by Hilton Portland Downtown](https://images.trvl-media.com/lodging/1000000/80000/74700/74615/16136b3b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Embassy Suites by Hilton Portland Downtown Downtown Portland CA $532 per person May 27 - May 29 found 1 day ago Roundtrip flight included Vancouver (YVR) to Portland (PDX) 8.6/10 Excellent! (1,437 reviews) Loved everything. Perfect location for walking. The evening reception (with free cocktails?!) and complimentary breakfast were above any expectations. There are 2 hot tubs! Room was spacious and clean, and the staff was great. Will stay here again. 😊 Reviewed on Mar 24, 2026 ![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 $871 per person May 11 - May 15 found 20 hours ago Roundtrip non-stop flight included Calgary (YYC) to Portland (PDX) 8.8/10 Excellent! (1,002 reviews) Very pleasant stay. Nice professional stay. Good restaurant. Well located. We will be back! Reviewed on Mar 14, 2026 ![The Nines, a Luxury Collection Hotel, Portland](https://images.trvl-media.com/lodging/3000000/2150000/2140800/2140707/5c9ebe86_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Nines, a Luxury Collection Hotel, Portland Downtown Portland CA $992 per person Jun 11 - Jun 14 found 9 hours ago Roundtrip non-stop flight included Edmonton (YEG) to Portland (PDX) 9.2/10 Wonderful! (1,002 reviews) Convenient location and comfortable beds . Very helpful valet staff Reviewed on Mar 23, 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/2026-04-25/2026-05-02/?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 $871 per person May 11 - May 15 found 20 hours ago Roundtrip non-stop flight included Calgary (YYC) to Portland (PDX) 8.8/10 Excellent! (1,002 reviews) Very pleasant stay. Nice professional stay. Good restaurant. Well located. We will be back! Reviewed on Mar 14, 2026 ![The Nines, a Luxury Collection Hotel, Portland](https://images.trvl-media.com/lodging/3000000/2150000/2140800/2140707/5c9ebe86_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Nines, a Luxury Collection Hotel, Portland Downtown Portland CA $992 per person Jun 11 - Jun 14 found 9 hours ago Roundtrip non-stop flight included Edmonton (YEG) to Portland (PDX) 9.2/10 Wonderful! (1,002 reviews) Convenient location and comfortable beds . Very helpful valet staff Reviewed on Mar 23, 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/2026-04-25/2026-05-02/?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. ![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 CA $818 per person Jun 11 - Jun 14 found 9 hours ago Roundtrip non-stop flight included Edmonton (YEG) to Portland (PDX) 9.4/10 Exceptional! (1,382 reviews) Central location in historical building that is nicely renovated. Good size suite and decent amenities. Reviewed on Mar 25, 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 $821 per person Apr 24 - Apr 27 found 21 hours ago Roundtrip non-stop flight included Buffalo (BUF) to Portland (PDX) 8.6/10 Excellent! (1,018 reviews) Hotel, though historic, needs some updating. Reviewed on Mar 25, 2026 ![The Nines, a Luxury Collection Hotel, Portland](https://images.trvl-media.com/lodging/3000000/2150000/2140800/2140707/5c9ebe86_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Nines, a Luxury Collection Hotel, Portland Downtown Portland CA $992 per person Jun 11 - Jun 14 found 9 hours ago Roundtrip non-stop flight included Edmonton (YEG) to Portland (PDX) 9.2/10 Wonderful! (1,002 reviews) Convenient location and comfortable beds . Very helpful valet staff Reviewed on Mar 23, 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/2026-04-25/2026-05-02/?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. ![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 $708 per person May 11 - May 15 found 20 hours ago Roundtrip non-stop flight included Calgary (YYC) to Portland (PDX) 8.6/10 Excellent! (1,018 reviews) Hotel, though historic, needs some updating. Reviewed on Mar 25, 2026 ![The Nines, a Luxury Collection Hotel, Portland](https://images.trvl-media.com/lodging/3000000/2150000/2140800/2140707/5c9ebe86_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Nines, a Luxury Collection Hotel, Portland Downtown Portland CA $861 per person May 11 - May 15 found 20 hours ago Roundtrip non-stop flight included Calgary (YYC) to Portland (PDX) 9.2/10 Wonderful! (1,002 reviews) Convenient location and comfortable beds . Very helpful valet staff Reviewed on Mar 23, 2026 ![Mark Spencer Hotel](https://images.trvl-media.com/lodging/1000000/20000/20000/19921/00458592_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Mark Spencer Hotel Downtown Portland CA $812 per person May 11 - May 15 found 20 hours ago Roundtrip non-stop flight included Calgary (YYC) to Portland (PDX) 9.2/10 Wonderful! (2,056 reviews) I only stayed at this property one night while passing through Portland, but all of my interactions with staff were top-notch (everyone was so kind and helpful!), and my room was nice and well-appointed. The bed and bedding were very comfortable, and I didn’t hear any street noise at all from the 4th floor. Reviewed on Mar 25, 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/2026-04-25/2026-05-02/?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 $519, 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 9\. 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/a907ef2e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Benson Portland, Curio Collection by Hilton 309 SW Broadway Portland OR - 7 hours drive from Crater Lake National Park CA $187 CA $217 total Apr 13 - Apr 14 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 ... 9.2/10 Wonderful! (1,214 reviews) Very enjoyable stay at the Benson. Staff was super friendly, and the room was comfortable, well appointed, and clean. My only "negative" is that the disabled friendly (no steps) entrance was almost always locked from the outside, even during the day. This was a minor inconvenience for me, as I am ... Reviewed on Mar 24, 2026 [](https://expedia.ca/Portland-Hotels-The-Benson.h28272.Hotel-Information) ![Heathman Hotel](https://images.trvl-media.com/lodging/1000000/10000/3100/3096/ad5f1204_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Heathman Hotel 1001 SW Broadway Portland OR - 7 hours drive from Crater Lake National Park CA $108 CA $176 total Apr 5 - Apr 6 includes taxes & fees Book a stay at this luxury hotel in Portland. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ... 9.2/10 Wonderful! (1,000 reviews) Was under construction, which meant the restaurant hours were effected by this and also in room dining. Not a luxury experience at all having to pay a resort fee seemed totally unnecessary I’d say considering. Won’t be giving this property another try which is a same as it’s a very historic Portland ... Reviewed on Mar 24, 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/3000000/2150000/2140800/2140707/5c9ebe86_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Nines, a Luxury Collection Hotel, Portland 525 SW Morrison Street Portland OR - 7 hours drive from Crater Lake National Park CA $230 CA $311 total Apr 12 - Apr 13 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 ... 9.2/10 Wonderful! (1,000 reviews) Convenient location and comfortable beds . Very helpful valet staff Reviewed on Mar 23, 2026 [](https://expedia.ca/Portland-Hotels-The-Nines.h2140707.Hotel-Information) [See all 18,840 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