Title: Book the Best Southwest Portland WINERY Hotels in 2025 | Expedia.ca [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)[Southwest Portland Car Rentals](https://expedia.ca/Car-Rentals-In-Southwest-Portland.d553248635074843098.Car-Rental-Guide)[Southwest Portland Vacations](https://expedia.ca/Southwest-Portland.d553248635074843098.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/20000/20852-Tom-Mccall-Waterfront-Park.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Southwest Portland, OR from CA $159 ![](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 Southwest Portland Winery Hotels Tonight [Oct 22 - Oct 23](https://www.expedia.ca/Hotel-Search?regionId=553248635074843098&startDate=2025-10-22&endDate=2025-10-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 23 - Oct 24](https://www.expedia.ca/Hotel-Search?regionId=553248635074843098&startDate=2025-10-23&endDate=2025-10-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635074843098&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635074843098&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Southwest Portland Winery Hotels ![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 lounge](https://images.trvl-media.com/lodging/90000000/89710000/89705200/89705104/75586a3a.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) ![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 (200) "Had a wonderful stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cassiana CA $625 CA $725 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/Portland-Hotels-The-Ritz-Carlton.h89705104.Hotel-Information) ![Luxury Suite, 1 Bedroom (Hospitality Suite) | In-room dining](https://images.trvl-media.com/lodging/1000000/20000/20000/19921/e8cf5bcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mini-fridge, microwave](https://images.trvl-media.com/lodging/1000000/20000/20000/19921/d6c913ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/20000/20000/19921/6b0c4581.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/20000/19921/6645c7a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mark Spencer Hotel Downtown Portland 9.2/10 Wonderful (1788) "Overall great location, friendly staff, the bed was top tier!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) SHARLA CA $146 CA $170 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Portland-Hotels-Mark-Spencer-Hotel.h19921.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/340000/330600/330558/b2e58e4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/340000/330600/330558/144d97a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony view](https://images.trvl-media.com/lodging/1000000/340000/330600/330558/a98b8c48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/340000/330600/330558/5740f9a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Paramount Hotel Downtown Portland 9.2/10 Wonderful (2904) "Lovely hotel always stay here and it’s amazing!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica CA $137 CA $159 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Portland-Hotels-The-Paramount-Hotel.h330558.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/20000/16000/15988/b0d3e02c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/20000/16000/15988/33ae3e90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/16000/15988/a7479dd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/16000/15988/w2998h1400x2y0-02cebdc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Lucia Downtown Portland 9.2/10 Wonderful (1249) "Great location, clean, nice staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $125 CA $192 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Portland-Hotels-Hotel-Lucia.h15988.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/10000/3100/3096/b030acab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/3100/3096/7cbea579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/10000/3100/3096/9710f338.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/10000/3100/3096/776f251f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heathman Hotel Downtown Portland 9.2/10 Wonderful (1000) "Great boutique hotel! Beautiful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniella CA $142 CA $217 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Portland-Hotels-The-Heathman-Hotel.h3096.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/290000/285400/285371/328e9785.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/290000/285400/285371/ed7ba981.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/290000/285400/285371/051cbb6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/290000/285400/285371/a62b1fd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dossier Hotel Downtown Portland 9.4/10 Exceptional (1242) "Nice hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tim CA $159 CA $231 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Portland-Hotels-Dossier.h285371.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/16000000/15500000/15490300/15490291/1c1c5ac3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/16000000/15500000/15490300/15490291/0267c34f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/16000000/15500000/15490300/15490291/23ec64bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Multiple Beds, Accessible, Bathtub | Living area](https://images.trvl-media.com/lodging/16000000/15500000/15490300/15490291/22a0ae96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt House Portland/Downtown Downtown Portland 9.0/10 Wonderful (2263) "Best breakfast ever, staff was very friendly, building was modern and rooms were unique and updated. Would definitely stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emmett CA $189 CA $220 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Portland-Hotels-Hyatt-House-PortlandDowntown.h15490291.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/28300/28272/caa7b9ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/28300/28272/2a295850.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/28300/28272/f86454a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/30000/28300/28272/43c33fd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Benson Portland, Curio Collection by Hilton Downtown Portland 9.0/10 Wonderful (1079) "Great hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darcie CA $154 CA $178 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Portland-Hotels-The-Benson.h28272.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/43000000/42020000/42014000/42013935/3ff3bedf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/43000000/42020000/42014000/42013935/5d1a37ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/43000000/42020000/42014000/42013935/0712e4ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/43000000/42020000/42014000/42013935/ff3369c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Centric Downtown Portland Downtown Portland 9.0/10 Wonderful (1060) "I enjoyed my stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bettina CA $178 CA $207 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Portland-Hotels-Hyatt-Centric-Downtown-Portland.h42013935.Hotel-Information) ![Premium Room, 1 Queen Bed (Hot Tub, Private Balcony)](https://images.trvl-media.com/lodging/1000000/10000/3000/2993/0d52504a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/1000000/10000/3000/2993/66319fa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3000/2993/81b6d3ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/3000/2993/ca93240f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kimpton Hotel Vintage Portland by IHG Downtown Portland 9.0/10 Wonderful (1000) "Great Place in general" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marc CA $132 CA $197 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Portland-Hotels-Kimpton-Hotel-Vintage-Portland.h2993.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-05&endDate=2025-11-06®ionId=553248635074843098&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Southwest Portland Hotel Reviews ![The Paramount Hotel](//images.trvl-media.com/lodging/1000000/340000/330600/330558/b2e58e4b_y.jpg) ### The Paramount Hotel 10/10 Excellent "Great Customer Service" [](https://expedia.ca/Portland-Hotels-The-Paramount-Hotel.h330558.Hotel-Information) ![Embassy Suites by Hilton Portland Downtown](//images.trvl-media.com/lodging/1000000/80000/74700/74615/d07bd195_y.jpg) ### Embassy Suites by Hilton Portland Downtown 10/10 Excellent "Incredible hospitality from the front desk! " [](https://expedia.ca/Portland-Hotels-Embassy-Suites-By-Hilton-Portland-Downtown.h74615.Hotel-Information) ![Dossier Hotel](//images.trvl-media.com/lodging/1000000/290000/285400/285371/328e9785_y.jpg) ### Dossier Hotel 10/10 Excellent "Great property. Great rooms and views of city from room. Loved the king premium suite. Classy. Comfy bed and pillows. " [](https://expedia.ca/Portland-Hotels-Dossier.h285371.Hotel-Information) ![Courtyard by Marriott Portland City Center](//images.trvl-media.com/lodging/3000000/2470000/2469100/2469036/80554e02_y.jpg) ### Courtyard by Marriott Portland City Center 10/10 Excellent "I had a great stay. The staff was very friendly and the area was nice. Everything was walkable" [](https://expedia.ca/Portland-Hotels-Courtyard-By-Marriott-Portland-City-Center.h2469036.Hotel-Information) ![The Benson Portland, Curio Collection by Hilton](//images.trvl-media.com/lodging/1000000/30000/28300/28272/caa7b9ef_y.jpg) ### The Benson Portland, Curio Collection by Hilton 10/10 Excellent "Always love the Benson! Close to so many good places to eat & shows. " [](https://expedia.ca/Portland-Hotels-The-Benson.h28272.Hotel-Information) ![The Royal Sonesta Portland Downtown](//images.trvl-media.com/lodging/1000000/50000/41200/41174/dbaf1956_y.jpg) ### The Royal Sonesta Portland Downtown 10/10 Excellent "Very good hotel" [](https://expedia.ca/Portland-Hotels-Royal-Sonesta-Portland.h41174.Hotel-Information) ![The Bidwell Marriott Portland](//images.trvl-media.com/lodging/1000000/290000/282800/282737/7766f4b7_y.jpg) ### The Bidwell Marriott Portland 10/10 Excellent "Clean room! Very nice staff!" [](https://expedia.ca/Portland-Hotels-The-Bidwell-Marriott-Portland.h282737.Hotel-Information) ![University Place Hotel & Conference Center](//images.trvl-media.com/lodging/1000000/20000/18000/17920/87cec071_y.jpg) ### University Place Hotel & Conference Center 10/10 Excellent "Ac worked very good, pretty godd for the price, would stay again" [](https://expedia.ca/Portland-Hotels-University-Place-Hotel-Conference-Center.h17920.Hotel-Information) ![Hotel Lucia](//images.trvl-media.com/lodging/1000000/20000/16000/15988/b0d3e02c_y.jpg) ### Hotel Lucia 10/10 Excellent "The staff were super helpful " [](https://expedia.ca/Portland-Hotels-Hotel-Lucia.h15988.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [5 Star Hotels in Multnomah](https://www.expedia.ca/5Star-Multnomah-Portland-Hotels.s50-n553248635976396543-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in South Waterfront](https://www.expedia.ca/5Star-South-Waterfront-Portland-Hotels.s50-n553248635976384337-0.Travel-Guide-Filter-Hotels) - 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