Title: Book The Best Hotels in Winchester, OR for 2026 from CA $74 - Fully Refundable Options - Expedia.ca [Vacation Rentals in Winchester](https://expedia.ca/Winchester-Vacation-Rentals.d12104.Travel-Guide-VacationRentals)[Winchester Car Rentals](https://expedia.ca/Car-Rentals-In-Winchester.d12104.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.ca/Winchester.d12104.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 ## Go beyond your typical stay in Winchester Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Oregon%2C+United+States+of+America®ionId=12104&latLong=43.279616%2C-123.353977&adults=2&startDate=2026-04-06&d1=2026-04-06&endDate=2026-04-08&d2=2026-04-08&travelerType=family_friendly) Pool [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Oregon%2C+United+States+of+America®ionId=12104&latLong=43.279616%2C-123.353977&adults=2&startDate=2026-04-06&d1=2026-04-06&endDate=2026-04-08&d2=2026-04-08&amenities=POOL) Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Oregon%2C+United+States+of+America®ionId=12104&latLong=43.279616%2C-123.353977&adults=2&startDate=2026-04-06&d1=2026-04-06&endDate=2026-04-08&d2=2026-04-08&amenities=PETS) Cottage [](https://www.expedia.ca/Hotel-Search?destination=Winchester%2C+Oregon%2C+United+States+of+America®ionId=12104&latLong=43.279616%2C-123.353977&adults=2&startDate=2026-04-06&d1=2026-04-06&endDate=2026-04-08&d2=2026-04-08&lodging=COTTAGE) ## Check prices for these dates Tonight [Mar 23 - Mar 24](https://www.expedia.ca/Hotel-Search?regionId=12104&startDate=2026-03-23&endDate=2026-03-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 24 - Mar 25](https://www.expedia.ca/Hotel-Search?regionId=12104&startDate=2026-03-24&endDate=2026-03-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=12104&startDate=2026-03-27&endDate=2026-03-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=12104&startDate=2026-04-03&endDate=2026-04-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winchester hotels ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/20000/16100/16066/9d919bda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/20000/16100/16066/f43d880c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/16100/16066/f3af2ae0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/20000/16100/16066/8c00d323.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Riverfront Inn Roseburg [](https://www.expedia.ca/Roseburg-Hotels-Riverfront-Inn-Roseburg.h16066.Hotel-Information) Roseburg 8.6/10 Excellent (1,439 reviews) "The staff was very friendly, the rooms were clean and there was a nice view of the river. It was also in a convenient location near shops and restaurants." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathy CA $119 CA $131 total includes taxes & fees Mar 25 - Mar 26 [](https://www.expedia.ca/Roseburg-Hotels-Riverfront-Inn-Roseburg.h16066.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1790000/1784800/1784775/8b128a12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily cooked-to-order breakfast](https://images.trvl-media.com/lodging/2000000/1790000/1784800/1784775/d1283dbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1790000/1784800/1784775/52200410.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Down comforters, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/2000000/1790000/1784800/1784775/1aec7657.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Hartford Lodge [](https://www.expedia.ca/Roseburg-Hotels-Best-Western-Plus-Hartford-Lodge.h1784775.Hotel-Information) Sutherlin 9.0/10 Wonderful (1,002 reviews) "Room was comfortable and breakfast was fantastic!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debra CA $167 CA $183 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Roseburg-Hotels-Best-Western-Plus-Hartford-Lodge.h1784775.Hotel-Information) ![Suite, 2 Queen Beds, Non Smoking (Walk-in Shower;with Sofabed)](https://images.trvl-media.com/lodging/1000000/540000/539600/539504/1c101170.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/540000/539600/539504/5c9aa0dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/540000/539600/539504/d5713537.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/540000/539600/539504/a9278d2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SureStay by Best Western Roseburg [](https://www.expedia.ca/Roseburg-Hotels-Sleep-Inn-Suites-Roseburg-North-Near-Medical-Center.h539504.Hotel-Information) Roseburg 8.0/10 Very good (1,004 reviews) "Convenient location, good breakfast for the price." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maribel CA $121 CA $133 total includes taxes & fees Mar 30 - Mar 31 [](https://www.expedia.ca/Roseburg-Hotels-Sleep-Inn-Suites-Roseburg-North-Near-Medical-Center.h539504.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/22800/22705/54e5b16d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/30000/22800/22705/e08c7f7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/1000000/30000/22800/22705/a14395f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/22800/22705/a3ae1bc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Lodge at Roseburg [](https://www.expedia.ca/Roseburg-Hotels-Holiday-Inn-Express-Roseburg.h22705.Hotel-Information) Roseburg 8.8/10 Excellent (1,003 reviews) "Really enjoyed the hot tub and the breakfast was good." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Josh CA $184 CA $202 total includes taxes & fees Mar 27 - Mar 28 [](https://www.expedia.ca/Roseburg-Hotels-Holiday-Inn-Express-Roseburg.h22705.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17800/17750/2194c7fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17800/17750/1a3bee3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17800/17750/954c20e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/17800/17750/1fb5bde2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn Roseburg [](https://www.expedia.ca/Roseburg-Hotels-Comfort-Inn.h17750.Hotel-Information) Roseburg 8.2/10 Very good (1,002 reviews) "Safe location, clean rooms, small bathroom, nice staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sandra CA $135 CA $147 total includes taxes & fees Mar 30 - Mar 31 [](https://www.expedia.ca/Roseburg-Hotels-Comfort-Inn.h17750.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/122000000/121140000/121140000/121139975/b23ccc36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Bungalow, 1 King Bed with Sofa bed, Pets Allowed, Garden View](https://images.trvl-media.com/lodging/122000000/121140000/121140000/121139975/6d945c23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, 1 King Bed, Non Smoking, Mountain View | Room amenity](https://images.trvl-media.com/lodging/122000000/121140000/121140000/121139975/fc056333.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, 1 Queen Bed, Non Smoking, Mountain View | Mountain view](https://images.trvl-media.com/lodging/122000000/121140000/121140000/121139975/a42f81ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### C.H. Bailey House [](https://www.expedia.ca/Roseburg-Hotels-CH-Bailey-House.h121139975.Hotel-Information) Roseburg 10/10 Exceptional (3 reviews) "Gorgeous setting. Lovely and exceptionally clean room - the bed was SO comfy. Really nice little touches too by the host, who was friendly and made us a great breakfast. Wish we could have stayed longer to explore the area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alice CA $266 CA $270 total includes taxes & fees Mar 25 - Mar 26 [](https://www.expedia.ca/Roseburg-Hotels-CH-Bailey-House.h121139975.Hotel-Information) ![Fireplace](https://images.trvl-media.com/lodging/23000000/22280000/22270800/22270751/3b60422d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/23000000/22280000/22270800/22270751/fa94fd46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 8:00 AM to 11:00 AM, sun loungers](https://images.trvl-media.com/lodging/23000000/22280000/22270800/22270751/1951ad21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/23000000/22280000/22270800/22270751/40310a47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Roseburg [](https://www.expedia.ca/Roseburg-Hotels-Hampton-Inn-Suites-Roseburg.h22270751.Hotel-Information) Roseburg 9.6/10 Exceptional (983 reviews) "I was surprised how nice the hotel was, and the staff was friendly! We had a great stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ashley CA $223 CA $244 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Roseburg-Hotels-Hampton-Inn-Suites-Roseburg.h22270751.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/91000000/90330000/90329500/90329493/f903acf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![32-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/91000000/90330000/90329500/90329493/89c33659.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/91000000/90330000/90329500/90329493/adf7fc4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90330000/90329500/90329493/w1168h899x0y1-5e74a7ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ranch Motel [](https://www.expedia.ca/Oakland-Hotels-The-Ranch-Motel-By-OYO-Oakland-I-5.h90329493.Hotel-Information) Oakland 9.0/10 Wonderful (84 reviews) "Owners are very welcoming and energetic. They continue to renovate this property to maintain the historical era of the motel. It is clean and functional. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nannette CA $102 CA $104 total includes taxes & fees Mar 25 - Mar 26 [](https://www.expedia.ca/Oakland-Hotels-The-Ranch-Motel-By-OYO-Oakland-I-5.h90329493.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/520000/517600/517554/a732a219.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/520000/517600/517554/401da87d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cleanliness standards](https://images.trvl-media.com/lodging/1000000/520000/517600/517554/b2f72404.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub, deep soaking tub, free toiletries, towels](https://images.trvl-media.com/lodging/1000000/520000/517600/517554/w2880h1619x0y5-2147a2e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rice Hill Inn [](https://www.expedia.ca/Oakland-Hotels-Rice-Hill-Inn.h517554.Hotel-Information) Oakland 7.8/10 Good (240 reviews) "Very excellent stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric CA $73 CA $74 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Oakland-Hotels-Rice-Hill-Inn.h517554.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/1000000/430000/426000/425916/1f1bce8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/430000/426000/425916/fd3c091f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/430000/426000/425916/0cf41b0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/430000/426000/425916/48253905.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Motel 6 Sutherlin, OR [](https://www.expedia.ca/Roseburg-Hotels-Motel-6-Sutherlin.h425916.Hotel-Information) Sutherlin 7.6/10 Good (1,001 reviews) "Dawn is the Best in the West!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nathan CA $74 CA $82 total includes taxes & fees Mar 26 - Mar 27 [](https://www.expedia.ca/Roseburg-Hotels-Motel-6-Sutherlin.h425916.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/160000/159100/159048/f15eab6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/160000/159100/159048/ccce26bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/160000/159100/159048/ce1f2529.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/160000/159100/159048/761aa611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Roseburg [](https://www.expedia.ca/Roseburg-Hotels-Super-8-By-Wyndham-Roseburg.h159048.Hotel-Information) Roseburg 8.0/10 Very good (1,002 reviews) "Clean room,courteous staff, pleasant stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angie CA $90 CA $99 total includes taxes & fees Mar 25 - Mar 26 [](https://www.expedia.ca/Roseburg-Hotels-Super-8-By-Wyndham-Roseburg.h159048.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/7100/7049/eff8e6cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/7100/7049/847b12f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free breakfast](https://images.trvl-media.com/lodging/1000000/10000/7100/7049/c06638cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/7100/7049/66270df2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Garden Villa Inn [](https://www.expedia.ca/Roseburg-Hotels-Best-Western-Garden-Villa-Inn.h7049.Hotel-Information) Roseburg 8.0/10 Very good (1,002 reviews) "Yes nice stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ronald CA $138 CA $151 total includes taxes & fees Mar 30 - Mar 31 [](https://www.expedia.ca/Roseburg-Hotels-Best-Western-Garden-Villa-Inn.h7049.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/121000000/120820000/120813500/120813498/f1ac1e03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/121000000/120820000/120813500/120813498/725f277b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120820000/120813500/120813498/33c5508c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120820000/120813500/120813498/6fb2191a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express And Suites Roseburg North By Ihg [](https://www.expedia.ca/Roseburg-Hotels-Holiday-Inn-Express-And-Suites-Roseburg-North-By-Ihg.h120813498.Hotel-Information) Roseburg 10/10 Exceptional (4 reviews) "The hallways still have "new carpet" smell. My room was spotless, including the bathroom with its shiny white bathtub. The attendant at breakfast was exceptionally friendly and helpful. Check-in was smooth, and parking was convenient. If you enjoy Holiday Inn Express, you will love this brand new hotel. Tip: Ask for a room facing NW Mullholland Drive (instead of I-5) if road noise bothers you. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kimberly CA $221 CA $242 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Roseburg-Hotels-Holiday-Inn-Express-And-Suites-Roseburg-North-By-Ihg.h120813498.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/6800/6739/6746169e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/1000000/10000/6800/6739/0bb8d801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/6800/6739/88620860.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Efficiency, Room, 1 Queen Bed, Non Smoking | Private kitchen](https://images.trvl-media.com/lodging/1000000/10000/6800/6739/98aeaf89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Howard Johnson by Wyndham Roseburg [](https://www.expedia.ca/Roseburg-Hotels-Howard-Johnson-By-Wyndham-Roseburg.h6739.Hotel-Information) Roseburg 7.0/10 Good (825 reviews) "very nice room " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) rick CA $80 CA $88 total includes taxes & fees Mar 25 - Mar 26 [](https://www.expedia.ca/Roseburg-Hotels-Howard-Johnson-By-Wyndham-Roseburg.h6739.Hotel-Information) ![Basic Double Room](https://images.trvl-media.com/lodging/25000000/24160000/24153700/24153680/650119ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/25000000/24160000/24153700/24153680/4ea37522.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Suite](https://images.trvl-media.com/lodging/25000000/24160000/24153700/24153680/0a1bb12e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Suite, 2 Bedrooms](https://images.trvl-media.com/lodging/25000000/24160000/24153700/24153680/97e4c84a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Umpqua Valley Hotel [](https://www.expedia.ca/Roseburg-Hotels-Umpqua-Valley-Hotel.h24153680.Hotel-Information) Roseburg 7.2/10 Good (349 reviews) "The late night staff was very welcoming and the room was nice and clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julian CA $110 CA $120 total includes taxes & fees Mar 27 - Mar 28 [](https://www.expedia.ca/Roseburg-Hotels-Umpqua-Valley-Hotel.h24153680.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/670000/663100/663067/a981c12e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Multiple Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/670000/663100/663067/38be4168.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/670000/663100/663067/603b7923.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed with Sofa bed, Non Smoking (Larger Unit)](https://images.trvl-media.com/lodging/1000000/670000/663100/663067/f75f6461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Central Roseburg [](https://www.expedia.ca/Roseburg-Hotels-Quality-Inn-Central-Roseburg.h663067.Hotel-Information) Roseburg 7.6/10 Good (711 reviews) "Everything here was excellent! So glad I had the privilege of staying here! The staff is amazing! Thank you so much!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Candace CA $104 CA $114 total includes taxes & fees Mar 30 - Mar 31 [](https://www.expedia.ca/Roseburg-Hotels-Quality-Inn-Central-Roseburg.h663067.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/95000000/94860000/94859800/94859734/30b448a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/95000000/94860000/94859800/94859734/ae7d94af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden view](https://images.trvl-media.com/lodging/95000000/94860000/94859800/94859734/6a38b5a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/95000000/94860000/94859800/94859734/01b186c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historical John Rast House [](https://www.expedia.ca/Roseburg-Hotels-Historical-John-Rast-House.h94859734.Hotel-Information) Roseburg 10/10 Exceptional (49 reviews) "Loved this stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rosemary CA $184 CA $243 total includes taxes & fees Apr 8 - Apr 9 [](https://www.expedia.ca/Roseburg-Hotels-Historical-John-Rast-House.h94859734.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/920000/919945/4bee0002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/920000/920000/919945/e538754a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/920000/919945/198b0811.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/920000/920000/919945/2cc2c9ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rosewood Inn and Suites [](https://www.expedia.ca/Roseburg-Hotels-Rosewood-Inn-And-Suites.h919945.Hotel-Information) Roseburg 6.0/10 (128 reviews) "Friendly staff, decent room, all around good experience " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $75 CA $83 total includes taxes & fees Mar 25 - Mar 26 [](https://www.expedia.ca/Roseburg-Hotels-Rosewood-Inn-And-Suites.h919945.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/9000000/8780000/8777200/8777128/92e31412.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free self parking](https://images.trvl-media.com/lodging/9000000/8780000/8777200/8777128/15f07ff4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room](https://images.trvl-media.com/lodging/9000000/8780000/8777200/8777128/5fc649cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room](https://images.trvl-media.com/lodging/9000000/8780000/8777200/8777128/69a42255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Safari Inn [](https://www.expedia.ca/Roseburg-Hotels-Safari-Inn.h8777128.Hotel-Information) Winston 7.6/10 Good (374 reviews) "I enjoyed the friendliness of the staff and the rooms" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Xander CA $82 CA $89 total includes taxes & fees Mar 30 - Mar 31 [](https://www.expedia.ca/Roseburg-Hotels-Safari-Inn.h8777128.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1040000/1037800/1037746/e0cf68d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1040000/1037800/1037746/a1980958.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Vending machine](https://images.trvl-media.com/lodging/2000000/1040000/1037800/1037746/4461421e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Laundry room](https://images.trvl-media.com/lodging/2000000/1040000/1037800/1037746/a3a7164c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Motel 6 Roseburg, OR [](https://www.expedia.ca/Roseburg-Hotels-Motel-6-Roseburg.h1037746.Hotel-Information) Roseburg 7.6/10 Good (1,008 reviews) "Excellent " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew CA $74 CA $82 total includes taxes & fees Mar 25 - Mar 26 [](https://www.expedia.ca/Roseburg-Hotels-Motel-6-Roseburg.h1037746.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=2026-04-07&endDate=2026-04-08®ionId=12104&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Hotels.d12104.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Hotels.d12104.Travel-Guide-Hotels) ## Top Winchester Hotel Reviews ## Recent Reviews in Winchester ![Best Western Garden Villa Inn](https://images.trvl-media.com/lodging/1000000/10000/7100/7049/eff8e6cb_y.jpg) ### Best Western Garden Villa Inn 2/10 Terrible "Place was a dump" [](https://expedia.ca/Roseburg-Hotels-Best-Western-Garden-Villa-Inn.h7049.Hotel-Information) ![Super 8 by Wyndham Roseburg](https://images.trvl-media.com/lodging/1000000/160000/159100/159048/f15eab6a_y.jpg) ### Super 8 by Wyndham Roseburg 8/10 Good "It was good " [](https://expedia.ca/Roseburg-Hotels-Super-8-By-Wyndham-Roseburg.h159048.Hotel-Information) ![Comfort Inn Roseburg](https://images.trvl-media.com/lodging/1000000/20000/17800/17750/2194c7fa_y.jpg) ### Comfort Inn Roseburg 10/10 Excellent "Everything was just what we needed. Very happy and comfortable. The pool was great and the staff was great with keeping towels available for guests. " [](https://expedia.ca/Roseburg-Hotels-Comfort-Inn.h17750.Hotel-Information) ![SureStay by Best Western Roseburg](https://images.trvl-media.com/lodging/1000000/540000/539600/539504/1c101170_y.jpg) ### SureStay by Best Western Roseburg 8/10 Good "Yes" [](https://expedia.ca/Roseburg-Hotels-Sleep-Inn-Suites-Roseburg-North-Near-Medical-Center.h539504.Hotel-Information) ![The Lodge at Roseburg](https://images.trvl-media.com/lodging/1000000/30000/22800/22705/54e5b16d_y.jpg) ### The Lodge at Roseburg 6/10 Okay "Hot tub was out of service the whole stay,but river view was nice. Good location to walk to activities." [](https://expedia.ca/Roseburg-Hotels-Holiday-Inn-Express-Roseburg.h22705.Hotel-Information) ![Best Western Plus Hartford Lodge](https://images.trvl-media.com/lodging/2000000/1790000/1784800/1784775/8b128a12_y.jpg) ### Best Western Plus Hartford Lodge 10/10 Excellent "Nice spot Pet friendly Good breakfast" [](https://expedia.ca/Roseburg-Hotels-Best-Western-Plus-Hartford-Lodge.h1784775.Hotel-Information) ![Motel 6 Sutherlin, OR](https://images.trvl-media.com/lodging/1000000/430000/426000/425916/1f1bce8d_y.jpg) ### Motel 6 Sutherlin, OR 6/10 Okay "Clean, but bare bones. No facial tissues in the room (cutback from Motel 6 purchase). No breakfast" [](https://expedia.ca/Roseburg-Hotels-Motel-6-Sutherlin.h425916.Hotel-Information) ![The Ranch Motel](https://images.trvl-media.com/lodging/91000000/90330000/90329500/90329493/f903acf4_y.jpg) ### The Ranch Motel 10/10 Excellent "What a unique little spot! Individual A-frame units feel like camping cabins but with clean modern facilities like a hotel room. Very affordable and conveniently located for anyone traveling along the I-5 corridor. The owners are very friendly and great hosts! The chickens that strolled around the property (and came to greet me) were an added bonus to the charming rustic atmosphere of the location. A travel center (with a Subway and a Dennys) ensures that anything you may need during your stay is within walking distance. Thanks Tim - you guys really have something here - I'll be 'starring' this location for my future travels!" [](https://expedia.ca/Oakland-Hotels-The-Ranch-Motel-By-OYO-Oakland-I-5.h90329493.Hotel-Information) ![Umpqua Valley Hotel ](https://images.trvl-media.com/lodging/25000000/24160000/24153700/24153680/650119ed_y.jpg) ### Umpqua Valley Hotel 10/10 Excellent "Clean room" [](https://expedia.ca/Roseburg-Hotels-Umpqua-Valley-Hotel.h24153680.Hotel-Information) ## More cheap stays in Winchester ![Motel 6 Roseburg, OR](https://images.trvl-media.com/lodging/2000000/1040000/1037800/1037746/e0cf68d7_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Motel 6 Roseburg, OR 3100 Nw Aviation Dr Roseburg OR CA $74 CA $82 total Mar 25 - Mar 26 includes taxes & fees 7.6/10 Good! (1,008 reviews) [](https://expedia.ca/Roseburg-Hotels-Motel-6-Roseburg.h1037746.Hotel-Information) ![Super 8 by Wyndham Roseburg](https://images.trvl-media.com/lodging/1000000/160000/159100/159048/f15eab6a_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Super 8 by Wyndham Roseburg 3200 Nw Aviation Dr I-5 Exit # 127 Roseburg OR CA $90 CA $99 total Mar 25 - Mar 26 includes taxes & fees 8/10 Very Good! (1,002 reviews) [](https://expedia.ca/Roseburg-Hotels-Super-8-By-Wyndham-Roseburg.h159048.Hotel-Information) ![SureStay by Best Western Roseburg](https://images.trvl-media.com/lodging/1000000/540000/539600/539504/1c101170_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### SureStay by Best Western Roseburg 2855 NW Edenbower Blvd Roseburg OR CA $121 CA $133 total Mar 30 - Mar 31 includes taxes & fees 8/10 Very Good! (1,003 reviews) [](https://expedia.ca/Roseburg-Hotels-Sleep-Inn-Suites-Roseburg-North-Near-Medical-Center.h539504.Hotel-Information) ![Comfort Inn Roseburg](https://images.trvl-media.com/lodging/1000000/20000/17800/17750/2194c7fa_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Comfort Inn Roseburg 1539 NW Mullholland Drive Roseburg OR CA $135 CA $147 total Mar 30 - Mar 31 includes taxes & fees 8.2/10 Very Good! (1,002 reviews) [](https://expedia.ca/Roseburg-Hotels-Comfort-Inn.h17750.Hotel-Information) ![Best Western Garden Villa Inn](https://images.trvl-media.com/lodging/1000000/10000/7100/7049/eff8e6cb_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Best Western Garden Villa Inn 760 NW Garden Valley Boulevard Roseburg OR CA $138 CA $151 total Mar 30 - Mar 31 includes taxes & fees 8/10 Very Good! (1,002 reviews) [](https://expedia.ca/Roseburg-Hotels-Best-Western-Garden-Villa-Inn.h7049.Hotel-Information) ![The Lodge at Roseburg](https://images.trvl-media.com/lodging/1000000/30000/22800/22705/54e5b16d_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Lodge at Roseburg 375 Harvard Blvd Roseburg OR CA $184 CA $202 total Mar 27 - Mar 28 includes taxes & fees 8.8/10 Excellent! (1,003 reviews) [](https://expedia.ca/Roseburg-Hotels-Holiday-Inn-Express-Roseburg.h22705.Hotel-Information) ## Hotels in Winchester with star rating ![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg) 3 Star Hotels 9 properties [](https://expedia.ca/3Star-Winchester-Hotels.s30-0-d12104.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg) 2 Star Hotels 39 properties [](https://expedia.ca/2Star-Winchester-Hotels.s20-0-d12104.Travel-Guide-Filter-Hotels) ## Frequently asked questions ### What is the best area to stay in Winchester? > These areas are situated along Highway 138, known as the "Highway of Waterfalls." This scenic route offers direct access to numerous hiking trails, fishing spots, and natural attractions. Accommodation options here often include lodges and well-appointed cabins, providing a comfortable base for exploring the surrounding natural beauty. > > > For couples seeking an escape into nature, staying near Steamboat is ideal. The area is renowned for its fly-fishing opportunities in the North Umpqua River and its proximity to hot springs. It offers a quiet, relaxed setting with easy access to scenic drives and outdoor adventures, great for a romantic getaway focused on the outdoors. > > > Solo travellers looking for an active, nature-focused trip will find the area around Glide particularly appealing. It's a gateway to the Umpqua National Forest and its many trails, including those leading to iconic waterfalls like Toketee Falls and Watson Falls. ### When is the best time to go to Winchester? > During this period, you can enjoy fishing, hiking, and exploring the natural beauty of the Umpqua National Forest. Temperatures are generally pleasant, ranging from the low 20s to high 20s Celsius, superb for spending time by the Umpqua River or visiting local vineyards. This is also when most local events and festivals take place, adding to the experience. > > > For those who prefer fewer crowds and cooler temperatures, late spring (May) and early autumn (September to early October) are also good options. The weather is still generally mild, and the changing colours of the foliage in autumn offer a beautiful backdrop for scenic drives and walks. ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Winchester hotel booking with Expedia? ### How much is the nightly rate at a Winchester hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [Canyonville Hotels ](https://www.expedia.ca/Canyonville-Hotels.d183835.Travel-Guide-Hotels) - [Cottage Grove Hotels ](https://www.expedia.ca/Cottage-Grove-Hotels.d7676.Travel-Guide-Hotels) - [Curtin Hotels ](https://www.expedia.ca/Curtin-Hotels.d3000454079.Travel-Guide-Hotels) - [Days Creek Hotels ](https://www.expedia.ca/Days-Creek-Hotels.d553248635974530666.Travel-Guide-Hotels) - [Drain Hotels ](https://www.expedia.ca/Drain-Hotels.d553248634983225244.Travel-Guide-Hotels) - [Elkton Hotels ](https://www.expedia.ca/Elkton-Hotels.d6352595.Travel-Guide-Hotels) - [Pet-Friendly Hotels in Glide ](https://www.expedia.ca/Glide-Hotels-Pet-Friendly-Hotel.0-0-d6352596-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - 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