Title: 5 Stars Hotels in Overlook, Portland from CA $171 - 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) ![](https://mediaim.expedia.com/destination/1/b742407ad4aaa8476f00d74722ad07b5.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 5 Stars Hotels in Overlook, Portland from CA $171 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Sep 27 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976386737&startDate=2025-09-27&endDate=2025-09-28&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 28 - Sep 29](https://www.expedia.ca/Hotel-Search?regionId=553248635976386737&startDate=2025-09-28&endDate=2025-09-29&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=553248635976386737&startDate=2025-10-03&endDate=2025-10-05&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248635976386737&startDate=2025-10-10&endDate=2025-10-12&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Overlook 5 Star Hotels ![2 restaurants, breakfast, dinner, brunch served; American cuisine](https://images.trvl-media.com/lodging/3000000/2150000/2140800/2140707/16ca0027.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2150000/2140800/2140707/57774ab1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, dinner, brunch served; American cuisine](https://images.trvl-media.com/lodging/3000000/2150000/2140800/2140707/e89691cd.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) ### The Nines, a Luxury Collection Hotel, Portland Downtown Portland 9.0/10 Wonderful (1009) "Great location " CA $273 CA $416 total includes taxes & fees Oct 12 - Oct 13 [](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/1000000/10000/1900/1854/3f975f35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![City view](https://images.trvl-media.com/lodging/1000000/10000/1900/1854/7f535981.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/1000000/10000/1900/1854/626c0169.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sentinel Hotel Downtown Portland 8.8/10 Excellent (1014) "Beautiful historic hotel" CA $177 CA $252 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Portland-Hotels-Sentinel.h1854.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/90000000/89710000/89705200/89705104/f98119df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/90000000/89710000/89705200/89705104/3c92b6d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/90000000/89710000/89705200/89705104/75586a3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/90000000/89710000/89705200/89705104/49858753.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ritz-Carlton, Portland Downtown Portland 9.4/10 Exceptional (183) "Great location with lots of local spots for coffee, food, and ice cream. " CA $621 CA $721 total includes taxes & fees Sep 30 - Oct 1 [](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. ![DoubleTree by Hilton Hotel Portland](https://images.trvl-media.com/lodging/1000000/10000/9600/9555/74c5c04c_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### DoubleTree by Hilton Hotel Portland 1000 NE Multnomah Street, Portland, OR CA $195 CA $228 total Oct 2 - Oct 3 includes taxes & fees 8.2/10 Very Good! (1,041 reviews) [](https://expedia.ca/Portland-Hotels-DoubleTree-By-Hilton-Hotel-Portland.h9555.Hotel-Information) ![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 $200 CA $232 total Oct 12 - Oct 13 includes taxes & fees 8.6/10 Excellent! (1,015 reviews) [](https://expedia.ca/Portland-Hotels-The-Duniway-Portland-A-Hilton-Hotel.h17395433.Hotel-Information) ![Hotel Eastlund, BW Premier Collection](https://images.trvl-media.com/lodging/1000000/20000/17200/17129/ee27e091_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hotel Eastlund, BW Premier Collection 1021 NE Grand Avenue, Portland, OR CA $147 CA $171 total Oct 5 - Oct 6 includes taxes & fees 9.2/10 Wonderful! (1,737 reviews) [](https://expedia.ca/Portland-Hotels-Hotel-Eastlund.h17129.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=28%2F09%2F2025&endDate=29%2F09%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=28%2F09%2F2025&endDate=29%2F09%2F2025®ionId=553248635976386737&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=28%2F09%2F2025&endDate=29%2F09%2F2025®ionId=553248635976386737&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=28%2F09%2F2025&endDate=29%2F09%2F2025®ionId=553248635976386737&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=28%2F09%2F2025&endDate=29%2F09%2F2025®ionId=553248635976386737&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=28%2F09%2F2025&endDate=29%2F09%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. 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[Flights to Portland](https://www.expedia.ca/Cheap-Flights-To-Portland.d178299.Travel-Guide-Flights) - [Flights from Vancouver (YVR) to Portland (PDX)](https://www.expedia.ca/lp/flights/yvr/pdx/vancouver-to-portland) - [Flights from Toronto (YYZ) to Portland (PDX)](https://www.expedia.ca/lp/flights/yyz/pdx/toronto-to-portland) - [Moda Center](https://www.expedia.ca/Moda-Center-North-Portland.d6295463.Vacation-Attraction) - [Visit Alberta Arts District](https://www.expedia.ca/Portland-Alberta-Arts-District.dx553248635976479698) - [Visit Mississippi District](https://www.expedia.ca/Portland-Mississippi-District.dx553248635975749741) - [Visit Nob Hill](https://www.expedia.ca/Portland-Nob-Hill.dx553248635976473585) - [Visit Pearl District](https://www.expedia.ca/Portland-Pearl-District.dx6161282) - [Car rentals near Pearl District](https://www.expedia.ca/Car-Rentals-In-Pearl-District.d6161282.Car-Rental-Guide) - [Car rentals near Portland](https://www.expedia.ca/Car-Rentals-In-Portland.d178299.Car-Rental-Guide) - [Things to do in Portland](https://www.expedia.ca/Things-To-Do-In-Portland.d178299.Travel-Guide-Activities) - [Book Hotels in Overlook on Expedia.com](https://www.expedia.com/5Star-Overlook-Hotels.s50-0-d553248635976386737.Travel-Guide-Filter-Hotels)