Title: Book the Best Eastern Oregon WINERY Hotels in 2026 | Expedia.ca [Eastern Oregon Travel Guide](https://expedia.ca/Eastern-Oregon.dx6054357)[Hotels in Eastern Oregon](https://expedia.ca/Eastern-Oregon-Hotels.d6054357.Travel-Guide-Hotels)[Vacation Rentals in Eastern Oregon](https://expedia.ca/Eastern-Oregon-Vacation-Rentals.d6054357.Travel-Guide-VacationRentals)[Flights to Eastern Oregon](https://expedia.ca/Cheap-Flights-To-Eastern-Oregon.d6054357.Travel-Guide-Flights)[Things to do in Eastern Oregon](https://expedia.ca/Things-To-Do-In-Eastern-Oregon.d6054357.Travel-Guide-Activities)[Eastern Oregon Car Rentals](https://expedia.ca/Car-Rentals-In-Eastern-Oregon.d6054357.Car-Rental-Guide)[Eastern Oregon Vacation Packages](https://expedia.ca/Eastern-Oregon.d6054357.Destination-Travel-Guides) ![Great interpretive center about the Oregon Trail](https://images.trvl-media.com/place/239/e6b2a96e-f06f-484d-8f36-fe43681f1ad4.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Dana Jones # Find Winery Hotels in Eastern Oregon, 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 Eastern Oregon Winery Hotels Tonight [Dec 1 - Dec 2](https://www.expedia.ca/Hotel-Search?regionId=6054357&startDate=2025-12-01&endDate=2025-12-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 2 - Dec 3](https://www.expedia.ca/Hotel-Search?regionId=6054357&startDate=2025-12-02&endDate=2025-12-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6054357&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6054357&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Eastern Oregon Winery Hotels ![Property amenity](https://images.trvl-media.com/lodging/3000000/2120000/2117500/2117417/066a6924.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/3000000/2120000/2117500/2117417/2487d85a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/3000000/2120000/2117500/2117417/5afe1f35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2120000/2117500/2117417/81a88c4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Ontario by IHG Ontario 9.0/10 Wonderful (1005) "Clean rooms and very comfortable beds. Friendly staff and nice variety of breakfast choices. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) SHELLIE CA $144 CA $161 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Ontario-Hotels-Holiday-Inn-Express-Suites-Ontario.h2117417.Hotel-Information) ![Interior detail](https://images.trvl-media.com/lodging/1000000/470000/460400/460399/09a37fe2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/470000/460400/460399/6f0363fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Romantic 4-Poster](https://images.trvl-media.com/lodging/1000000/470000/460400/460399/2f5f6e60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; local cuisine ](https://images.trvl-media.com/lodging/1000000/470000/460400/460399/9d8b2e56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Geiser Grand Hotel Baker City 8.8/10 Excellent (963) "Lovely room and beautiful building. Dinner was excellent. Staff was helpful and friendly." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adrian CA $205 CA $260 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Baker-City-Hotels-Geiser-Grand-Hotel.h460399.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1570000/1568500/1568498/f59ae680.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1570000/1568500/1568498/8d5749a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1570000/1568500/1568498/149afc48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/2000000/1570000/1568500/1568498/23ea315b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Hermiston South Hermiston 8.4/10 Very good (886) "Great place to stay everything was great " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Todd CA $169 CA $171 total includes taxes & fees Dec 5 - Dec 6 [](https://www.expedia.ca/Pendleton-Hotels-Comfort-Inn-Suites.h1568498.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107590000/107582000/107581979/737be73e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107590000/107582000/107581979/76b132f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107590000/107582000/107581979/f4968c1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, travel crib, free WiFi](https://images.trvl-media.com/lodging/108000000/107590000/107582000/107581979/c9c17250.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fishers Loft A - New! Gorgeous! Downtown! Baker City 9.6/10 Exceptional (13) "Amazing property, will be booking this on my next trip. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Travis L. CA $154 CA $325 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Baker-City-Hotels-Fisher-Loft-New-Gorgeous-Downtown.h107581979.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/39000000/38930000/38929400/38929358/34184706.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/39000000/38930000/38929400/38929358/88490569.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/39000000/38930000/38929400/38929358/aabd0a58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/39000000/38930000/38929400/38929358/2df2d0cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Get Away Summerville 10/10 Exceptional (93) "Absolutely worth driving a little out of town to get here. Beautiful area, wonderful hosts." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Benjamin G. CA $126 CA $161 total includes taxes & fees Dec 31 - Jan 1, 2026 [](https://www.expedia.ca/Beautiful-Studio-Apartment-In-Secluded-Wooded-Area.h38929358.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63360000/63351500/63351479/21dc14e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/64000000/63360000/63351500/63351479/418ba58c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/64000000/63360000/63351500/63351479/f1668cb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/64000000/63360000/63351500/63351479/403b4f6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ★Heart of Pendleton★Downtown LUXURY & LOCATION★ Pendleton 10/10 Exceptional (71) "This place is so fun! Comfortable beds. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly K. CA $233 CA $380 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Pendleton-Hotels-Heart-Of-PendletonDowntown-LUXURY-LOCATION.h63351479.Hotel-Information) ![TV, fireplace, books](https://images.trvl-media.com/lodging/19000000/18910000/18906900/18906895/7693b00d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18910000/18906900/18906895/cf091704.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/19000000/18910000/18906900/18906895/476f934e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18910000/18906900/18906895/43b268c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Turn Of The Century Charm - Walk to Town DISCOUNTS FOR SKIING? Baker City 9.4/10 Exceptional (79) "nice clean place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul W. CA $189 CA $362 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Baker-City-Hotels-Turn-Of-The-Century-Charm-Walk-To-Town-Discounts-FOR-Skiing.h18906895.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119060000/119053300/119053271/3c8beb86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/120000000/119060000/119053300/119053271/f9269fe2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/120000000/119060000/119053300/119053271/cc67d87a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/120000000/119060000/119053300/119053271/f0ef4381.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pythian Castle Hideaway Baker City 10/10 Exceptional (2) CA $165 CA $339 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Baker-City-Hotels-Castle-Hideaway-New-Gorgeous-Downtown-Space.h119053271.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/108000000/107410000/107403100/107403066/67a4fae9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107410000/107403100/107403066/4231ece2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/108000000/107410000/107403100/107403066/060f6c31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/108000000/107410000/107403100/107403066/28d85af1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Keeper of the Valley, Pickleball! Large 5 Bdrm, Sleeps 10, Local Golfing 10% Off Baker City 10/10 Exceptional (7) "There were plenty of bedrooms, lots of open space. The area is very quiet with great views of the valley and mountains. We enjoyed our stay and would visit again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John D. CA $250 CA $573 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Baker-City-Hotels-Keeper-Of-The-Valley.h107403066.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/29000000/28830000/28828700/28828683/4b2e9494.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/29000000/28830000/28828700/28828683/1bf68588.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/29000000/28830000/28828700/28828683/0bb15a6f.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/29000000/28830000/28828700/28828683/bb07109f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Suites Kennewick at Southridge Kennewick 9.0/10 Wonderful (1250) "Spotless room, comfortable beds. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary CA $121 CA $138 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Kennewick-Hotels-Comfort-Suites-Kennewick-At-Southridge.h28828683.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=2025-12-15&endDate=2025-12-16®ionId=6054357&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AFFINITY_BF_PROMO_6054357) ## Top Eastern Oregon Hotel Reviews ![Oxford Suites Hermiston](https://images.trvl-media.com/lodging/1000000/70000/62900/62810/936b3890_y.jpg) ### Oxford Suites Hermiston 10/10 Excellent "Our room was spacious, clean and quiet. Breakfast was good and the servers were very nice." [](https://expedia.ca/Pendleton-Hotels-Oxford-Suites-Hermiston.h62810.Hotel-Information) ![Oxford Suites Pendleton](https://images.trvl-media.com/lodging/1000000/290000/282600/282504/d17877f3_y.jpg) ### Oxford Suites Pendleton 10/10 Excellent "Fantastic" [](https://expedia.ca/Pendleton-Hotels-Oxford-Suites-Pendleton.h282504.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [3 Star Hotels in Baker City](https://www.expedia.ca/3Star-Baker-City-Hotels.s30-0-d6367.Travel-Guide-Filter-Hotels) - [Hotels near Anthony Lakes Ski Area](https://www.expedia.ca/Anthony-Lakes-Ski-Area-Hotels.0-l6090369-0.Travel-Guide-Filter-Hotels) - [Farmstay in Baker City](https://www.expedia.ca/Baker-City-Agritourism.d6367-aaAgritourism.Travel-Guide-Accommodation) - [Apartments in Baker City](https://www.expedia.ca/Baker-City-Apartments.d6367-aaApartments.Travel-Guide-Accommodation) - [B&B in Baker City](https://www.expedia.ca/Baker-City-Bed-And-Breakfast.d6367-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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