Title: 5 Stars Hotels in Madison South, Portland from CA $167 - Find Cheap Madison South Hotels With 5 Stars | Expedia.ca [Madison South Travel Guide](https://expedia.ca/Portland-Madison-South.dx553248635976396464)[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)[Madison South Car Rentals](https://expedia.ca/Car-Rentals-In-Madison-South.d553248635976396464.Car-Rental-Guide)[Madison South Vacations](https://expedia.ca/Madison-South.d553248635976396464.Destination-Travel-Guides) ![Lodging Image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Madison South 5 Star Hotels Tonight [Feb 5 - Feb 6](https://www.expedia.ca/Hotel-Search?regionId=553248635976396464&startDate=2026-02-05&endDate=2026-02-06&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 6 - Feb 7](https://www.expedia.ca/Hotel-Search?regionId=553248635976396464&startDate=2026-02-06&endDate=2026-02-07&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976396464&startDate=2026-02-06&endDate=2026-02-08&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=553248635976396464&startDate=2026-02-13&endDate=2026-02-15&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Madison South 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 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) ![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 (1,000 reviews) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ayako CA $242 CA $324 total includes taxes & fees Feb 26 - Feb 27 [](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) ![Interior](https://images.trvl-media.com/lodging/1000000/10000/1900/1854/f0dd5f63.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) ### Sentinel Hotel [](https://www.expedia.ca/Portland-Hotels-Sentinel.h1854.Hotel-Information) Downtown Portland 8.8/10 Excellent (1,001 reviews) "Room was beautiful, quiet and the staff always wonderful! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heidi CA $148 CA $218 total includes taxes & fees Feb 18 - Feb 19 [](https://www.expedia.ca/Portland-Hotels-Sentinel.h1854.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/90000000/89710000/89705200/89705104/0f4c095c.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) ![Indoor pool](https://images.trvl-media.com/lodging/90000000/89710000/89705200/89705104/b5534098.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/90000000/89710000/89705200/89705104/a5013ab5.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 (228 reviews) "Very clean, excellent staff, wonderful amenities and delicious food!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rajendra CA $539 CA $625 total includes taxes & fees Feb 13 - Feb 14 [](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-Madison-South-Portland-Hotels.s50-n553248635976396464-0.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Madison-South-Portland-Hotels.s50-n553248635976396464-0.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 Madison South. ![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 $204 CA $236 total Feb 8 - Feb 9 includes taxes & fees 8.6/10 Excellent! (1,000 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 $142 CA $167 total Feb 8 - Feb 9 includes taxes & fees 8.6/10 Excellent! (1,406 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 $111 CA $180 total Feb 16 - Feb 17 includes taxes & fees 9/10 Wonderful! (1,002 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 Madison South.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=07%2F02%2F2026&endDate=08%2F02%2F2026®ionId=553248635976396464&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=07%2F02%2F2026&endDate=08%2F02%2F2026®ionId=553248635976396464&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=07%2F02%2F2026&endDate=08%2F02%2F2026®ionId=553248635976396464&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=07%2F02%2F2026&endDate=08%2F02%2F2026®ionId=553248635976396464&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=07%2F02%2F2026&endDate=08%2F02%2F2026®ionId=553248635976396464&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=07%2F02%2F2026&endDate=08%2F02%2F2026®ionId=553248635976396464&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 Madison South 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 "I could not be more happy with my stay here at The Nines in Portland, OR. The staff were all very courteous and professional. The rooms are spotless and housekeeping really goes the extra mile. I travel weekly and I highly recommend you stay here if visiting the area. It would also be perfect for a staycation. I would give it 6 stars if I could!" 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