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)[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 from CA $129 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Sep 21 - Sep 22](https://www.expedia.ca/Hotel-Search?regionId=6054357&startDate=2025-09-21&endDate=2025-09-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 22 - Sep 23](https://www.expedia.ca/Hotel-Search?regionId=6054357&startDate=2025-09-22&endDate=2025-09-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=6054357&startDate=2025-09-26&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6054357&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Eastern Oregon Winery Hotels ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/120000/116700/116616/237d82c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/1000000/120000/116700/116616/127538fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/120000/116700/116616/7470b6d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/116700/116616/2aa86bfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Pendleton by IHG Pendleton 8.4/10 Very good (843) "The hotel was clean and it was convenient to our stay. " CA $150 CA $170 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Pendleton-Hotels-Holiday-Inn-Express-Pendleton.h116616.Hotel-Information) ![Indoor spa tub](https://images.trvl-media.com/lodging/1000000/70000/62900/62810/936b3890.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/70000/62900/62810/5222c094.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/70000/62900/62810/527c80d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive King Suite | Private kitchenette](https://images.trvl-media.com/lodging/1000000/70000/62900/62810/0364cda3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oxford Suites Hermiston Hermiston 9.0/10 Wonderful (1005) "It was a great place to stay while going to the Pendleton Rodeo." CA $166 CA $202 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Pendleton-Hotels-Oxford-Suites-Hermiston.h62810.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/290000/282600/282504/d17877f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/1000000/290000/282600/282504/91320bb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/290000/282600/282504/cd2ebaaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/290000/282600/282504/c84e61dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oxford Suites Pendleton Pendleton 8.6/10 Excellent (1008) "Friendly staff, well maintained, clean comfortable room, close to shopping & restaurants. Great place to stay!" CA $141 CA $175 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Pendleton-Hotels-Oxford-Suites-Pendleton.h282504.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/2000000/1350000/1348700/1348608/b5e6f027.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1350000/1348700/1348608/78d16f0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/2000000/1350000/1348700/1348608/2d485cb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub, deep soaking tub, free toiletries, hair dryer](https://images.trvl-media.com/lodging/2000000/1350000/1348700/1348608/61aa0315.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hotel Pendleton, Trademark Collection by Wyndham Pendleton 8.2/10 Very good (250) "Really enjoyed our stay. " CA $146 CA $166 total includes taxes & fees Sep 23 - Sep 24 [](https://www.expedia.ca/Pendleton-Hotels-The-Hotel-Pendleton.h1348608.Hotel-Information) ![One queen bed non smoking | Private kitchen](https://images.trvl-media.com/lodging/4000000/3930000/3924700/3924615/cd0a870a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/4000000/3930000/3924700/3924615/e7854899.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free continental breakfast](https://images.trvl-media.com/lodging/4000000/3930000/3924700/3924615/e14a6c8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3930000/3924700/3924615/86911319.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Morgan Inn And Suites Milton-Freewater 8.4/10 Very good (467) "The host was very friendly, made us feel like home." CA $116 CA $129 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Pendleton-Hotels-Morgan-Inn-And-Suites.h3924615.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=2025-10-05&endDate=2025-10-06®ionId=6054357&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Eastern Oregon Hotel Reviews ![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 "The room was amazing. Very clean and updated. The beds were super comfortable. We loved the shower and the soaking tub was very nice. It is centrally located to downtown and easy walking distance to many events and attractions." [](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 "Love the complimentary soup and salad bar. " [](https://expedia.ca/Pendleton-Hotels-Oxford-Suites-Hermiston.h62810.Hotel-Information) ![Oxford Suites Pendleton](//images.trvl-media.com/lodging/1000000/290000/282600/282504/d17877f3_y.jpg) ### Oxford Suites Pendleton 10/10 Excellent "The staff is always friendly. We enjoy the shuttle to wildhorse " [](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) - [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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