Title: Book the Best Southeast Portland WINERY Hotels in 2026 | Expedia.ca [Southeast Portland Travel Guide](https://expedia.ca/Portland-Southeast-Portland.dx6054579)[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)[Southeast Portland Car Rentals](https://expedia.ca/Car-Rentals-In-Southeast-Portland.d6054579.Car-Rental-Guide)[Southeast Portland Vacations](https://expedia.ca/Southeast-Portland.d6054579.Destination-Travel-Guides) ![Start your Portland bridge walk at OMSI. Great science exhibits and IMAX theater.](https://images.trvl-media.com/place/2759/5b88ac33-f07b-4c7a-85c0-70cfb2c17498.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Glenn Miller # Find Winery Hotels in Southeast Portland, OR from CA $138 - ![](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 Southeast Portland Winery Hotels Tonight [Jan 3 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6054579&startDate=2026-01-03&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 4 - Jan 5](https://www.expedia.ca/Hotel-Search?regionId=6054579&startDate=2026-01-04&endDate=2026-01-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6054579&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=6054579&startDate=2026-01-16&endDate=2026-01-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Southeast Portland hotels with winery ![Bar (on property)](https://images.trvl-media.com/lodging/36000000/35210000/35205700/35205632/c236d611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/36000000/35210000/35205700/35205632/ee10dafe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/36000000/35210000/35205700/35205632/be05c775.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/36000000/35210000/35205700/35205632/ee9e2e69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### KEX Portland [](https://www.expedia.ca/Portland-Hotels-KEX-Portland.h35205632.Hotel-Information) Northeast Portland 9.0/10 Wonderful (538) "Room was very nice, comfortable. Staff very kind and helpful. Great lounge on main level. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) vanessa CA $104 CA $138 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Portland-Hotels-KEX-Portland.h35205632.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106450000/106448700/106448697/6b50611a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106450000/106448700/106448697/c7a69a0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106450000/106448700/106448697/6222357b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace, books, music library, video library](https://images.trvl-media.com/lodging/107000000/106450000/106448700/106448697/6cc3a53c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Margaux the Vintage Airstream - Portland's Glamping Garden Oasis [](https://www.expedia.ca/Portland-Hotels-Margaux-The-Vintage-Airstream-Portlands-Glamping-Garden-Oasis.h106448697.Hotel-Information) Southeast Portland 9.6/10 Exceptional (7) "Amazing host with great communication, a gorgeous and perfectly placed spot, and a fun, cozy place that had everything I needed. The commissary was incredible, and the whole experience was perfect!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kierra P. CA $99 CA $208 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Portland-Hotels-Margaux-The-Vintage-Airstream-Portlands-Glamping-Garden-Oasis.h106448697.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/17000000/16730000/16723700/16723602/dde16981.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage - Tiny House | Living area](https://images.trvl-media.com/lodging/17000000/16730000/16723700/16723602/a17464da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach - Tiny House](https://images.trvl-media.com/lodging/17000000/16730000/16723700/16723602/bc165f55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Boho Wagon - Tiny House (pets allowed) | Terrace/patio](https://images.trvl-media.com/lodging/17000000/16730000/16723700/16723602/ab914423.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tiny Digs - Hotel of Tiny Houses [](https://www.expedia.ca/Portland-Hotels-Tiny-Digs-Hotel-Of-Tiny-Houses.h16723602.Hotel-Information) Northeast Portland 9.6/10 Exceptional (372) "This was our second time staying here and I recommend it to everyone! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lindsay [](https://www.expedia.ca/Portland-Hotels-Tiny-Digs-Hotel-Of-Tiny-Houses.h16723602.Hotel-Information) ![Smart TV, books, music library, video library](https://images.trvl-media.com/lodging/20000000/19540000/19538200/19538109/47993d79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/20000000/19540000/19538200/19538109/87d740d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/20000000/19540000/19538200/19538109/2f6dc817.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/20000000/19540000/19538200/19538109/097ffd5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ❤️ CLEAN ★ NEAR DOWNTOWN | PRIVATE PATIO ★ WALKABLE [](https://www.expedia.ca/Portland-Hotels-CLEAN-NEAR-DOWNTOWN-PRIVATE-PATIO-WALKABLE.h19538109.Hotel-Information) Northeast Portland 9.8/10 Exceptional (152) "Great location, comfortable and well stocked!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Edla P. CA $108 CA $354 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Portland-Hotels-CLEAN-NEAR-DOWNTOWN-PRIVATE-PATIO-WALKABLE.h19538109.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99410000/99400300/99400288/7ac1d8e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99410000/99400300/99400288/a1d10d04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/100000000/99410000/99400300/99400288/f8a6418c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99410000/99400300/99400288/a3b09a30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Merlot - Custom Tiny Home w/ Vineyard Vibe [](https://www.expedia.ca/Portland-Hotels-Custom-TinyHome-W-Vineyard-Vibe.h99400288.Hotel-Information) Northeast Portland 10/10 Exceptional (1) "Very cute tiny home and loved seeing all the others on the property. Parking was on the street but we didn’t have trouble finding a spot right in front. Very clean! Easy in and out and super cute decor. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donni S. CA $194 CA $257 total includes taxes & fees Jan 4 - Jan 5 [](https://www.expedia.ca/Portland-Hotels-Custom-TinyHome-W-Vineyard-Vibe.h99400288.Hotel-Information) ![](https://images.trvl-media.com/lodging/29000000/28860000/28852400/28852375/6e824a22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace, stereo](https://images.trvl-media.com/lodging/29000000/28860000/28852400/28852375/w1920h1302x0y17-57c2eff0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/29000000/28860000/28852400/28852375/a743ca42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/29000000/28860000/28852400/28852375/6174e1bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Magic Barn, Walk Score 93! [](https://www.expedia.ca/Portland-Hotels-Magic-Barn.h28852375.Hotel-Information) Southeast Portland 9.4/10 Exceptional (71) "wonderful space" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tracey T. CA $98 CA $198 total includes taxes & fees Jan 4 - Jan 5 [](https://www.expedia.ca/Portland-Hotels-Magic-Barn.h28852375.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/100000000/99410000/99400300/99400278/ea829fc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Stovetop, coffee/tea maker, cookware/dishes/utensils, spices](https://images.trvl-media.com/lodging/100000000/99410000/99400300/99400278/c5fb5fe2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/100000000/99410000/99400300/99400278/fc2b82d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99410000/99400300/99400278/93248513.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Boho - Custom Tiny Home w/ Bohemian Vibe [](https://www.expedia.ca/Portland-Hotels-Custom-Tiny-Home-W-Boho-Vibe.h99400278.Hotel-Information) Northeast Portland 10/10 Exceptional (1) "This little wagon was so cool. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karri G. CA $209 CA $274 total includes taxes & fees Jan 6 - Jan 7 [](https://www.expedia.ca/Portland-Hotels-Custom-Tiny-Home-W-Boho-Vibe.h99400278.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/100000000/99410000/99400300/99400282/e8cbcd90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99410000/99400300/99400282/020c628e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99410000/99400300/99400282/64de5739.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/100000000/99410000/99400300/99400282/9cbff3de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cottage - Custom Tiny Home w/ Victorian Vibe [](https://www.expedia.ca/Portland-Hotels-Custom-Tiny-Home-W-Cottage-Vibe.h99400282.Hotel-Information) Northeast Portland 10/10 Exceptional (2) "Nice stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Parwiz T. CA $194 CA $257 total includes taxes & fees Jan 4 - Jan 5 [](https://www.expedia.ca/Portland-Hotels-Custom-Tiny-Home-W-Cottage-Vibe.h99400282.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/100000000/99410000/99400300/99400292/7da4ec44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99410000/99400300/99400292/7dfb3249.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/100000000/99410000/99400300/99400292/7a042fcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99410000/99400300/99400292/46dc9e4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Rock n Roll - Custom Tiny Home w/ 1950's Vibe [](https://www.expedia.ca/Portland-Hotels-Custom-Tiny-Home-W-Elvis-Vibe.h99400292.Hotel-Information) Northeast Portland 10/10 Exceptional (1) CA $194 CA $257 total includes taxes & fees Jan 6 - Jan 7 [](https://www.expedia.ca/Portland-Hotels-Custom-Tiny-Home-W-Elvis-Vibe.h99400292.Hotel-Information) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/100000000/99410000/99400300/99400276/a2479145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99410000/99400300/99400276/cb0e86d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99410000/99400300/99400276/4129f6d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Stovetop, coffee/tea maker, cookware/dishes/utensils, spices](https://images.trvl-media.com/lodging/100000000/99410000/99400300/99400276/7abbd648.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Beach - Custom Tiny Home w/ Beach Vibe [](https://www.expedia.ca/Portland-Hotels-Custom-Tiny-Home-W-Beach-Vibe.h99400276.Hotel-Information) Northeast Portland 10/10 Exceptional (1) "The tiny home was cute, comfortable and convenient! We want to stay again soon!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah M. CA $209 CA $274 total includes taxes & fees Jan 4 - Jan 5 [](https://www.expedia.ca/Portland-Hotels-Custom-Tiny-Home-W-Beach-Vibe.h99400276.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=2026-01-17&endDate=2026-01-18®ionId=6054579&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Southeast Portland Hotel Reviews ![Jupiter Hotel](https://images.trvl-media.com/lodging/2000000/1070000/1062800/1062725/602b9a61_y.jpg) ### Jupiter Hotel 10/10 Excellent "This is one of my favorite hotels. Nice clean rooms. Friendly staff. Great location. " [](https://expedia.ca/Portland-Hotels-Jupiter-Hotel.h1062725.Hotel-Information) ![Holiday Inn Airport - Portland by IHG](https://images.trvl-media.com/lodging/1000000/20000/11700/11678/3985dc80_y.jpg) ### Holiday Inn Airport - Portland by IHG 10/10 Excellent "We had a suite with small kitchen but it had no dishes or silverware but they gave us some when we asked." [](https://expedia.ca/Portland-Hotels-Holiday-Inn-Airport-Portland.h11678.Hotel-Information) ![Radisson Hotel Portland Airport](https://images.trvl-media.com/lodging/1000000/50000/40700/40663/6c6ccb81_y.jpg) ### Radisson Hotel Portland Airport 10/10 Excellent "Very nice staff. We parked our car here for 2 weeks and we were pleased that the parking was gated. The room was nice and clean. The shuttle service to and from the airport was great! We will use the Radison on our next trip! " [](https://expedia.ca/Portland-Hotels-Radisson-Hotel-Portland-Airport.h40663.Hotel-Information) ![Mark Spencer Hotel](https://images.trvl-media.com/lodging/1000000/20000/20000/19921/e8cf5bcf_y.jpg) ### Mark Spencer Hotel 10/10 Excellent "Staff were courteous and efficient. Highlights for me were the light and lovely space of a corner room with luscious linens on a king bed, and really hot water and fluffy towels in the bathroom. The hotel has a long history of supporting musicians and artists, which is also nice to see." [](https://expedia.ca/Portland-Hotels-Mark-Spencer-Hotel.h19921.Hotel-Information) ![Hotel Eastlund, BW Premier Collection](https://images.trvl-media.com/lodging/1000000/20000/17200/17129/ee27e091_y.jpg) ### Hotel Eastlund, BW Premier Collection 10/10 Excellent "Great" [](https://expedia.ca/Portland-Hotels-Hotel-Eastlund.h17129.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 had valet and I needed help with grabbing my things and rolling them in to the room. There was no bellhop or help with this. Truthfully I struggled to grab my things. Otherwise, everything else was great. " [](https://expedia.ca/Portland-Hotels-The-Paramount-Hotel.h330558.Hotel-Information) ![Country Inn & Suites by Radisson, Portland International Airport, OR](https://images.trvl-media.com/lodging/1000000/120000/116500/116495/e6d07e29_y.jpg) ### Country Inn & Suites by Radisson, Portland International Airport, OR 10/10 Excellent "Convenient location, easy parking, clean rooms and good breakfast. " [](https://expedia.ca/Portland-Hotels-Country-Inn-Suites-By-Radisson.h116495.Hotel-Information) ![Courtyard by Marriott Portland City Center](https://images.trvl-media.com/lodging/3000000/2470000/2469100/2469036/80554e02_y.jpg) ### Courtyard by Marriott Portland City Center 10/10 Excellent "Everything was so good " [](https://expedia.ca/Portland-Hotels-Courtyard-By-Marriott-Portland-City-Center.h2469036.Hotel-Information) ![Embassy Suites by Hilton Portland Downtown](https://images.trvl-media.com/lodging/1000000/80000/74700/74615/d07bd195_y.jpg) ### Embassy Suites by Hilton Portland Downtown 10/10 Excellent "Clean, comfortable, quiet, secure and one of the best hotel breakfasts I’ve ever experienced! 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