Title: Luxury Vacations in Oregon 2026/2026 | 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 Feb 13 - Feb 16 found 5 hours ago Roundtrip non-stop flight included Calgary (YYC) to Portland (PDX) 8.6/10 Excellent! (1,008 reviews) Although the staff is great, check in was great , the primary reason i booked the hotel was availability of EV charger but after reaching there, i realized that they just have 2 out which 1 was occupied and the other one was not working. So the whole point of booking a hotel with EV charging was moot. I could have stayed some place else with cheaper rates and similar amenities. Reviewed on Nov 29, 2025 ![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 $756 per person Feb 13 - Feb 16 found 5 hours ago Roundtrip non-stop flight included Calgary (YYC) to Portland (PDX) 8.8/10 Excellent! (1,005 reviews) Beautiful hotel. Staff was nice. No breakfast bar to speaf of, just coffee. Reviewed on Oct 25, 2025 ![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 $671 per person Feb 13 - Feb 16 found 5 hours ago Roundtrip non-stop flight included Calgary (YYC) to Portland (PDX) 9.4/10 Exceptional! (1,277 reviews) Amazing front manager + Reviewed on Dec 1, 2025 ![Portland Marriott Downtown Waterfront](https://images.trvl-media.com/lodging/1000000/10000/1500/1430/1b21afa0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Portland Marriott Downtown Waterfront Downtown Portland CA $661 per person Feb 13 - Feb 16 found 5 hours ago Roundtrip non-stop flight included Calgary (YYC) to Portland (PDX) 8.8/10 Excellent! (1,001 reviews) Staff was great, room was very comfortable, and restaurants were delightful. Did not appreciate the mandatory $30 destination fee, however. Reviewed on Nov 17, 2025 ![Heathman Hotel](https://images.trvl-media.com/lodging/1000000/10000/3100/3096/b030acab_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Heathman Hotel Downtown Portland CA $677 per person Feb 13 - Feb 16 found 5 hours ago Roundtrip non-stop flight included Calgary (YYC) to Portland (PDX) 9.2/10 Wonderful! (1,002 reviews) The room was cute and clean. Overall I really enjoyed my stay there. The area is very convenient and many places are walkable so that was important to us. Bar and waitstaff were great. Would have given 5 stars but a huge part of why I booked was to see the historic library but it was closed for renovations and that was not on the website. I would stay there again or recommend to others. Reviewed on Dec 1, 2025 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/2026-01-04/2026-01-11/?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. ![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 $685 per person Feb 14 - Feb 16 found 3 hours ago Roundtrip non-stop flight included Calgary (YYC) to Portland (PDX) 9/10 Wonderful! (1,002 reviews) Amazing hotel with restaurants clean and quiet treated like royalty! Safe and beautiful amenities and decor Reviewed on Nov 5, 2025 ![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 $756 per person Feb 13 - Feb 16 found 5 hours ago Roundtrip non-stop flight included Calgary (YYC) to Portland (PDX) 8.8/10 Excellent! (1,005 reviews) Beautiful hotel. Staff was nice. No breakfast bar to speaf of, just coffee. Reviewed on Oct 25, 2025 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/2026-01-04/2026-01-11/?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 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 Feb 13 - Feb 16 found 5 hours ago Roundtrip non-stop flight included Calgary (YYC) to Portland (PDX) 8.6/10 Excellent! (1,008 reviews) Although the staff is great, check in was great , the primary reason i booked the hotel was availability of EV charger but after reaching there, i realized that they just have 2 out which 1 was occupied and the other one was not working. So the whole point of booking a hotel with EV charging was moot. I could have stayed some place else with cheaper rates and similar amenities. Reviewed on Nov 29, 2025 ![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 $756 per person Feb 13 - Feb 16 found 5 hours ago Roundtrip non-stop flight included Calgary (YYC) to Portland (PDX) 8.8/10 Excellent! (1,005 reviews) Beautiful hotel. Staff was nice. No breakfast bar to speaf of, just coffee. Reviewed on Oct 25, 2025 ![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 $671 per person Feb 13 - Feb 16 found 5 hours ago Roundtrip non-stop flight included Calgary (YYC) to Portland (PDX) 9.4/10 Exceptional! (1,277 reviews) Amazing front manager + Reviewed on Dec 1, 2025 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/2026-01-04/2026-01-11/?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 $605, 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 18\. 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 $161 CA $186 total Dec 14 - Dec 15 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! (1,137 reviews) The hotel is gorgeous, the location Reviewed on Dec 1, 2025 [](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 $135 CA $209 total Dec 7 - Dec 8 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! (1,000 reviews) The room was cute and clean. Overall I really enjoyed my stay there. The area is very convenient and many places are walkable so that was important to us. Bar and waitstaff were great. Would have given 5 stars but a huge part of why I booked was to see the historic library but it was closed for renovations ... Reviewed on Dec 1, 2025 [](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 $204 CA $281 total Dec 19 - Dec 20 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! (1,000 reviews) Great stay Reviewed on Dec 2, 2025 [](https://expedia.ca/Portland-Hotels-The-Nines.h2140707.Hotel-Information) [See all 19,053 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