Title: 5 Stars Hotels in Overlook, Portland from CA $164 - Find Cheap Overlook Hotels With 5 Stars | Expedia.ca [Overlook Travel Guide](https://expedia.ca/Portland-Overlook.dx553248635976386737)[Vacation Rentals in Portland](https://expedia.ca/Portland-Vacation-Rentals.d178299.Travel-Guide-VacationRentals)[Flights to Portland](https://expedia.ca/Cheap-Flights-To-Portland.d178299.Travel-Guide-Flights)[Things to do in Portland](https://expedia.ca/Things-To-Do-In-Portland.d178299.Travel-Guide-Activities)[Overlook Car Rentals](https://expedia.ca/Car-Rentals-In-Overlook.d553248635976386737.Car-Rental-Guide)[Overlook Vacations](https://expedia.ca/Overlook.d553248635976386737.Destination-Travel-Guides) ![Beautiful dahlia fest in oregon; Shutterstock ID 110841185; Purchase Order: -](https://images.trvl-media.com/place/6326047/70d5add3-4301-40b4-872e-2bba7ec341dd.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 5 Stars Hotels in Overlook, Portland from CA $164 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Overlook 5 Star Hotels Tonight [Dec 12 - Dec 13](https://www.expedia.ca/Hotel-Search?regionId=553248635976386737&startDate=2025-12-12&endDate=2025-12-13&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 13 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635976386737&startDate=2025-12-13&endDate=2025-12-14&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635976386737&startDate=2025-12-12&endDate=2025-12-14&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635976386737&startDate=2025-12-19&endDate=2025-12-21&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Overlook 5-star hotels ![2 restaurants, breakfast, dinner, brunch served; American cuisine](https://images.trvl-media.com/lodging/3000000/2150000/2140800/2140707/5c9ebe86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges](https://images.trvl-media.com/lodging/3000000/2150000/2140800/2140707/68e44c1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite, 1 Bedroom | Living room](https://images.trvl-media.com/lodging/3000000/2150000/2140800/2140707/e9945160.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![50-inch flat-screen TV with cable channels, TV, iPod dock](https://images.trvl-media.com/lodging/3000000/2150000/2140800/2140707/bf4942fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Nines, a Luxury Collection Hotel, Portland [](https://www.expedia.ca/Portland-Hotels-The-Nines.h2140707.Hotel-Information) Downtown Portland 9.2/10 Wonderful (1000) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ayako CA $233 CA $314 total includes taxes & fees Dec 19 - Dec 20 [](https://www.expedia.ca/Portland-Hotels-The-Nines.h2140707.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/10000/1900/1854/9a394282.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, lobby lounge, wine bar](https://images.trvl-media.com/lodging/1000000/10000/1900/1854/f8b7d8da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/1900/1854/9ada1598.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/1900/1854/2046ce10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sentinel Hotel [](https://www.expedia.ca/Portland-Hotels-Sentinel.h1854.Hotel-Information) Downtown Portland 8.8/10 Excellent (1002) "The hotel, the room, the food, the ambiance." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gregory CA $186 CA $263 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Portland-Hotels-Sentinel.h1854.Hotel-Information) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/90000000/89710000/89705200/89705104/744b2959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/90000000/89710000/89705200/89705104/e92885cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/90000000/89710000/89705200/89705104/a5013ab5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/90000000/89710000/89705200/89705104/b5534098.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ritz-Carlton, Portland [](https://www.expedia.ca/Portland-Hotels-The-Ritz-Carlton.h89705104.Hotel-Information) Downtown Portland 9.4/10 Exceptional (208) "Clean rooms, friendly helpful staff, great location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leslie CA $543 CA $630 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Portland-Hotels-The-Ritz-Carlton.h89705104.Hotel-Information) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Overlook-Portland-Hotels.s50-n553248635976386737-0.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Overlook-Portland-Hotels.s50-n553248635976386737-0.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Overlook. ![The Duniway Portland A Hilton Hotel](https://images.trvl-media.com/lodging/18000000/17400000/17395500/17395433/e0472e48_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Duniway Portland A Hilton Hotel 545 SW Taylor St Portland OR CA $157 CA $182 total Dec 19 - Dec 20 includes taxes & fees 8.6/10 Excellent! (1,004 reviews) [](https://expedia.ca/Portland-Hotels-The-Duniway-Portland-A-Hilton-Hotel.h17395433.Hotel-Information) ![Embassy Suites by Hilton Portland Downtown](https://images.trvl-media.com/lodging/1000000/80000/74700/74615/d07bd195_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Embassy Suites by Hilton Portland Downtown 319 SW Pine St Portland OR CA $139 CA $164 total Jan 5 - Jan 6, 2026 includes taxes & fees 8.6/10 Excellent! (1,332 reviews) [](https://expedia.ca/Portland-Hotels-Embassy-Suites-By-Hilton-Portland-Downtown.h74615.Hotel-Information) ![Heathman Hotel](https://images.trvl-media.com/lodging/1000000/10000/3100/3096/b030acab_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Heathman Hotel 1001 SW Broadway Portland OR CA $163 CA $242 total Dec 21 - Dec 22 includes taxes & fees 9/10 Wonderful! (1,011 reviews) [](https://expedia.ca/Portland-Hotels-The-Heathman-Hotel.h3096.Hotel-Information) Still don't see what you're looking for? [See all properties in Overlook.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=13%2F12%2F2025&endDate=14%2F12%2F2025®ionId=553248635976386737&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=13%2F12%2F2025&endDate=14%2F12%2F2025®ionId=553248635976386737&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=13%2F12%2F2025&endDate=14%2F12%2F2025®ionId=553248635976386737&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=13%2F12%2F2025&endDate=14%2F12%2F2025®ionId=553248635976386737&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=13%2F12%2F2025&endDate=14%2F12%2F2025®ionId=553248635976386737&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=13%2F12%2F2025&endDate=14%2F12%2F2025®ionId=553248635976386737&star=50&star=50&amenities=WATER_PARK) 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. ## Top Overlook Hotel Reviews ![The Nines, a Luxury Collection Hotel, Portland](https://images.trvl-media.com/lodging/3000000/2150000/2140800/2140707/16ca0027_y.jpg) ### The Nines, a Luxury Collection Hotel, Portland 10/10 Excellent "Great stay" [](https://expedia.ca/Portland-Hotels-The-Nines.h2140707.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [2 Star Hotels in Estacada ](https://www.expedia.ca/2Star-Estacada-Hotels.s20-0-d6326221.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Far West ](https://www.expedia.ca/2Star-Far-West-Portland-Hotels.s20-n553248635976481664-0.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Mount Tabor ](https://www.expedia.ca/2Star-Mount-Tabor-Portland-Hotels.s20-n553248635976386651-0.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Portland ](https://www.expedia.ca/2Star-Portland-Hotels.s20-0-d178299.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Beaverton ](https://www.expedia.ca/3Star-Beaverton-Hotels.s30-0-d6539.Travel-Guide-Filter-Hotels) - 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