Title: Book the Best Southwest Portland WINERY Hotels in 2026 | 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) ![Sunrise from the upper tram terminal at Oregon Health Science University. Timing is everything in photography. I have waited a year to get the right timing and weather for this shot. For those fortunate enough to ride the tram daily this is a common sight. Mount Hood in the background.](https://images.trvl-media.com/place/2759/b0fdb6c4-0320-45b0-b496-25cc741eb6e2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Glenn Miller # Find Winery Hotels in Southwest Portland, OR from CA $149 - ![](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 [Dec 15 - Dec 16](https://www.expedia.ca/Hotel-Search?regionId=553248635074843098&startDate=2025-12-15&endDate=2025-12-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 16 - Dec 17](https://www.expedia.ca/Hotel-Search?regionId=553248635074843098&startDate=2025-12-16&endDate=2025-12-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635074843098&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635074843098&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Southwest Portland hotels with winery ![Exterior](https://images.trvl-media.com/lodging/1000000/340000/330600/330558/001f8236.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/340000/330600/330558/a51783ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/340000/330600/330558/dde6cdb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/340000/330600/330558/b2e58e4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Paramount Hotel [](https://www.expedia.ca/Portland-Hotels-The-Paramount-Hotel.h330558.Hotel-Information) Downtown Portland 9.2/10 Wonderful (3085) "Great staff, great rooms!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tammy CA $129 CA $151 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Portland-Hotels-The-Paramount-Hotel.h330558.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/62000000/61350000/61340900/61340845/132a7008.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/62000000/61350000/61340900/61340845/1bf83682.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/62000000/61350000/61340900/61340845/338bfdad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/62000000/61350000/61340900/61340845/84465907.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Moxy Portland Downtown [](https://www.expedia.ca/Portland-Hotels-Moxy-Portland-Downtown.h61340845.Hotel-Information) Downtown Portland 9.0/10 Wonderful (1367) "The location is superb; it’s close to everything downtown. The hotel always clean and the team is very friendly. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Juan Ramon CA $136 CA $158 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Portland-Hotels-Moxy-Portland-Downtown.h61340845.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) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/20000/16000/15988/56ede831.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/1000000/20000/16000/15988/45776432.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 [](https://www.expedia.ca/Portland-Hotels-Hotel-Lucia.h15988.Hotel-Information) Downtown Portland 9.2/10 Wonderful (1295) "The location was amazing, and it was clean and quiet, good breakfast " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mukund CA $108 CA $172 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Portland-Hotels-Hotel-Lucia.h15988.Hotel-Information) ![Meeting facility](https://images.trvl-media.com/lodging/18000000/17400000/17395500/17395433/e0472e48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/18000000/17400000/17395500/17395433/e5e381b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/18000000/17400000/17395500/17395433/56261303.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/18000000/17400000/17395500/17395433/c33a4f7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Duniway Portland A Hilton Hotel [](https://www.expedia.ca/Portland-Hotels-The-Duniway-Portland-A-Hilton-Hotel.h17395433.Hotel-Information) Downtown Portland 8.6/10 Excellent (1001) "Great location and facilities " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $160 CA $186 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Portland-Hotels-The-Duniway-Portland-A-Hilton-Hotel.h17395433.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) ![Lobby](https://images.trvl-media.com/lodging/16000000/15500000/15490300/15490291/a2ba4724.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/16000000/15500000/15490300/15490291/9c2df0d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/15500000/15490300/15490291/1facfe26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt House Portland/Downtown [](https://www.expedia.ca/Portland-Hotels-Hyatt-House-PortlandDowntown.h15490291.Hotel-Information) Downtown Portland 9.0/10 Wonderful (2345) "Comfortable bed!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aaron CA $128 CA $149 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Portland-Hotels-Hyatt-House-PortlandDowntown.h15490291.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/28300/28272/a907ef2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/28300/28272/61f999f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/28300/28272/15d9891f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/28300/28272/caa7b9ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Benson Portland, Curio Collection by Hilton [](https://www.expedia.ca/Portland-Hotels-The-Benson.h28272.Hotel-Information) Downtown Portland 9.0/10 Wonderful (1129) "Staff was very friendly, gave great recommendations in the area! Beautiful hotel! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lindsay CA $159 CA $184 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Portland-Hotels-The-Benson.h28272.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/290000/285400/285371/3886e59d.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) ![Breakfast, dinner and brunch served](https://images.trvl-media.com/lodging/1000000/290000/285400/285371/6907a40f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/290000/285400/285371/588e861c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dossier Hotel [](https://www.expedia.ca/Portland-Hotels-Dossier.h285371.Hotel-Information) Downtown Portland 9.4/10 Exceptional (1310) "Great front staff - comfortable beds " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Suzanne CA $115 CA $180 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Portland-Hotels-Dossier.h285371.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 sitting area](https://images.trvl-media.com/lodging/43000000/42020000/42014000/42013935/1133b03c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/43000000/42020000/42014000/42013935/f36af406.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) ### Hyatt Centric Downtown Portland [](https://www.expedia.ca/Portland-Hotels-Hyatt-Centric-Downtown-Portland.h42013935.Hotel-Information) Downtown Portland 9.0/10 Wonderful (1084) "Great room, friendly staff, convenient location. Honestly one of the best hotels I’ve stayed in at this price." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Xiang CA $164 CA $190 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Portland-Hotels-Hyatt-Centric-Downtown-Portland.h42013935.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/1000000/10000/1500/1430/1b21afa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/1500/1430/5da5c7b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/10000/1500/1430/f1ec9a9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water view](https://images.trvl-media.com/lodging/1000000/10000/1500/1430/efd52fc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Portland Marriott Downtown Waterfront [](https://www.expedia.ca/Portland-Hotels-Portland-Marriott-Downtown-Waterfront.h1430.Hotel-Information) Downtown Portland 8.8/10 Excellent (1002) "Staff was great, room was very comfortable, and restaurants were delightful. Did not appreciate the mandatory $30 destination fee, however." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Glenn CA $164 CA $231 total includes taxes & fees Dec 19 - Dec 20 [](https://www.expedia.ca/Portland-Hotels-Portland-Marriott-Downtown-Waterfront.h1430.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/31000000/30080000/30079700/30079642/a8babf76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/31000000/30080000/30079700/30079642/w2667h3995x0y0-2fcbbcc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/31000000/30080000/30079700/30079642/bf6a6968.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/31000000/30080000/30079700/30079642/f7c1dd69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Woodlark Hotel Portland, a Tribute Portfolio Hotel [](https://www.expedia.ca/Portland-Hotels-Woodlark.h30079642.Hotel-Information) Downtown Portland 9.0/10 Wonderful (1001) "Staff was great, room was great everything was great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) isabela CA $157 CA $223 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Portland-Hotels-Woodlark.h30079642.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=2025-12-30&endDate=2025-12-31®ionId=553248635074843098&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Southwest Portland 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 facilities and staff. I liked the gym, restaurants and departure lounge " [](https://expedia.ca/Portland-Hotels-The-Nines.h2140707.Hotel-Information) ![Dossier Hotel](https://images.trvl-media.com/lodging/1000000/290000/285400/285371/328e9785_y.jpg) ### Dossier Hotel 10/10 Excellent "Room was clean, staff were all fantastic. The vallet working Saturday night was amazing and went above and beyond for guests. I have no real complaints and will definitely stay again." [](https://expedia.ca/Portland-Hotels-Dossier.h285371.Hotel-Information) ![Park Lane Suites and Inn](https://images.trvl-media.com/lodging/1000000/30000/26100/26052/cb7e437c_y.jpg) ### Park Lane Suites and Inn 10/10 Excellent "My favorite stay in Portland!" [](https://expedia.ca/Portland-Hotels-Park-Lane-Suites-And-Inn.h26052.Hotel-Information) ![Hotel deLuxe](https://images.trvl-media.com/lodging/1000000/40000/37700/37645/c3125924_y.jpg) ### Hotel deLuxe 10/10 Excellent "Excellent staff - friendly, helpful" [](https://expedia.ca/Portland-Hotels-Hotel-DeLuxe.h37645.Hotel-Information) ![The Benson Portland, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/30000/28300/28272/caa7b9ef_y.jpg) ### The Benson Portland, Curio Collection by Hilton 10/10 Excellent "Staff was very friendly, gave great recommendations in the area! Beautiful hotel! " [](https://expedia.ca/Portland-Hotels-The-Benson.h28272.Hotel-Information) ![The Paramount Hotel](https://images.trvl-media.com/lodging/1000000/340000/330600/330558/b2e58e4b_y.jpg) ### The Paramount Hotel 10/10 Excellent "I love it- Great service " [](https://expedia.ca/Portland-Hotels-The-Paramount-Hotel.h330558.Hotel-Information) ![Hotel Lucia](https://images.trvl-media.com/lodging/1000000/20000/16000/15988/b0d3e02c_y.jpg) ### Hotel Lucia 10/10 Excellent "As a couple of busy business travelers and empty-nesters, we stay in a lot of hotels near and far, so we have a good sample set to work from when we review a property. Our stay at Hotel Lucia was ideally located within walking distance of so much of what Portland has to offer - North, South, East or West! Even though we are locals, having a base so that we could explore on foot helped us discover some new things that we usually drive right past via car. We stayed in the top floor one bedroom Gallery Suite for two nights. It had all the amenities you could ask for (except for streaming enabled TVs, but we had our own devices), views on both the courtyard and city view sides, and it was incredibly spacious. Comfortable beds, very courteous staff, and some free play pinball machines onsite make this eclectic and charming boutique hotel a winner in our books. The valet staff get a special shout out from us - we came and went frequently, and they never failed to greet us cheerfully and hold doors open for us before we could do it ourselves - so appreciated as we had packages to manage. No onsite restaurants, but absolutely surrounded by options - you won't miss them. Door Dash is super fast if you just must stay in to sit by the fireplace and admire the view. Purple umbrellas in the lobby for those wet outings. If you are on the fence, just do it!" [](https://expedia.ca/Portland-Hotels-Hotel-Lucia.h15988.Hotel-Information) ![Heathman Hotel](https://images.trvl-media.com/lodging/1000000/10000/3100/3096/b030acab_y.jpg) ### Heathman Hotel 10/10 Excellent "Wish I would’ve known the Lounge area was closed down" [](https://expedia.ca/Portland-Hotels-The-Heathman-Hotel.h3096.Hotel-Information) ![The Royal Sonesta Portland Downtown](https://images.trvl-media.com/lodging/1000000/50000/41200/41174/dbaf1956_y.jpg) ### The Royal Sonesta Portland Downtown 10/10 Excellent "Clean hotel, beautiful decor, and luxurious amenities." 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