Title: Book the Best Eastern Oregon WINERY Hotels in 2025 | 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) ![](https://mediaim.expedia.com/destination/1/f25b9cb0e885eff11e0a3e10e5d55cef.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Eastern Oregon, OR ![](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 [Oct 29 - Oct 30](https://www.expedia.ca/Hotel-Search?regionId=6054357&startDate=2025-10-29&endDate=2025-10-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 30 - Oct 31](https://www.expedia.ca/Hotel-Search?regionId=6054357&startDate=2025-10-30&endDate=2025-10-31&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6054357&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6054357&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Eastern Oregon Winery Hotels ![Exterior](https://images.trvl-media.com/lodging/2000000/1570000/1568500/1568498/f59ae680.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) ![Lobby](https://images.trvl-media.com/lodging/2000000/1570000/1568500/1568498/149afc48.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) ### Comfort Inn & Suites Hermiston South Hermiston 8.4/10 Very good (870) "Clean, breakfast included, nice staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie CA $175 CA $177 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Pendleton-Hotels-Comfort-Inn-Suites.h1568498.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) ![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) ![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) ### Geiser Grand Hotel Baker City 8.8/10 Excellent (947) "Excellent stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William CA $207 CA $262 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Baker-City-Hotels-Geiser-Grand-Hotel.h460399.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/3000000/2120000/2117500/2117417/066a6924.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) ![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) ![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/3000000/2120000/2117500/2117417/139bd556.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Ontario by IHG Ontario 9.0/10 Wonderful (1000) "Nice breakfast selection and super clean." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Brenda CA $177 CA $197 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Ontario-Hotels-Holiday-Inn-Express-Suites-Ontario.h2117417.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/39000000/38930000/38929400/38929358/2df2d0cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/39000000/38930000/38929400/38929358/3b4c7e67.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) ### Country Get Away Summerville 10/10 Exceptional (92) "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 $160 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Beautiful-Studio-Apartment-In-Secluded-Wooded-Area.h38929358.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) ![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) ![Interior](https://images.trvl-media.com/lodging/108000000/107590000/107582000/107581979/68d3f062.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) ### Fishers Loft A - New! Gorgeous! Downtown! Baker City 9.6/10 Exceptional (13) "Great overall property. Right in the heart of the best city in the area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas CA $153 CA $321 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Baker-City-Hotels-Fisher-Loft-New-Gorgeous-Downtown.h107581979.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/f1668cb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/64000000/63360000/63351500/63351479/8acae720.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) ### ★Heart of Pendleton★Downtown LUXURY & LOCATION★ Pendleton 10/10 Exceptional (70) "We really enjoyed our stay! Very comfortable bedding, well-stocked kitchen and thoughtful decor. Everything was super clean. We loved being in the heart of downtown and walking to dinner or to the park. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jaclyn S. CA $232 CA $379 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Pendleton-Hotels-Heart-Of-PendletonDowntown-LUXURY-LOCATION.h63351479.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) ![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) ![Exterior detail](https://images.trvl-media.com/lodging/120000000/119060000/119053300/119053271/f9269fe2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119060000/119053300/119053271/05bce15b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pythian Castle Hideaway Baker City 10/10 Exceptional (1) CA $174 CA $347 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Baker-City-Hotels-Castle-Hideaway-New-Gorgeous-Downtown-Space.h119053271.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) ![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) ![Interior](https://images.trvl-media.com/lodging/19000000/18910000/18906900/18906895/cf091704.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) "We enjoyed our stay. It was very comfortable and convenient. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James C. CA $188 CA $316 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Baker-City-Hotels-Turn-Of-The-Century-Charm-Walk-To-Town-Discounts-FOR-Skiing.h18906895.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/17000000/16880000/16879600/16879585/cd9547fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, desk, iron/ironing board](https://images.trvl-media.com/lodging/17000000/16880000/16879600/16879585/fdd4b542.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/17000000/16880000/16879600/16879585/99afeca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/17000000/16880000/16879600/16879585/a855ed3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Walla Walla Walla Walla 9.2/10 Wonderful (1017) "Was clean and friendly breakfast was good beds were amazing " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristen CA $135 CA $154 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Walla-Walla-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Walla-Walla.h16879585.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) ![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) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/29000000/28830000/28828700/28828683/df9ec021.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Suites Kennewick at Southridge Kennewick 9.0/10 Wonderful (1221) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $128 CA $146 total includes taxes & fees Nov 2 - Nov 3 [](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=2025-11-13&endDate=2025-11-14®ionId=6054357&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Eastern Oregon Hotel Reviews ![Oxford Suites Pendleton](//images.trvl-media.com/lodging/1000000/290000/282600/282504/d17877f3_y.jpg) ### Oxford Suites Pendleton 10/10 Excellent "Room was clean but a little dated. Breakfast was ok. We would stay here again depending on the price " [](https://expedia.ca/Pendleton-Hotels-Oxford-Suites-Pendleton.h282504.Hotel-Information) ![The Hotel Pendleton, Trademark Collection by Wyndham](//images.trvl-media.com/lodging/2000000/1350000/1348700/1348608/b5e6f027_y.jpg) ### The Hotel Pendleton, Trademark Collection by Wyndham 10/10 Excellent "Staff was very friendly. The room was clean and the bead was very comfortable. The location is short walk from several restaurants." [](https://expedia.ca/Pendleton-Hotels-The-Hotel-Pendleton.h1348608.Hotel-Information) ![Oxford Suites Hermiston](//images.trvl-media.com/lodging/1000000/70000/62900/62810/936b3890_y.jpg) ### Oxford Suites Hermiston 10/10 Excellent "Enjoyed our stay . Room was clean and staff very nice. We left a blanket behind and they secured it safely for us and we got it back. It was my daughter’s favorite chemo blanket and meant a lot to us. I would like to see a Venmo or PayPal or something to leave a tip for the staff. Other hotels have a QR code that works well. We need a better tipping choice to reward your great staff! " [](https://expedia.ca/Pendleton-Hotels-Oxford-Suites-Hermiston.h62810.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) - [Chalets in Baker City](https://www.expedia.ca/Baker-City-Chalets.d6367-aaChalets.Travel-Guide-Accommodation) - [Best Western Hotels in Baker City](https://www.expedia.ca/Baker-City-Hotels-Best-Western.0-0-d6367--bBestWestern.Travel-Guide-Filter-Hotels) - 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