Title: Book The Best Hotels in Winchester, OR for 2026 from CA $71 - 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 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=2026-02-19&d1=2026-02-19&endDate=2026-02-21&d2=2026-02-21&amenities=POOL) 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=2026-02-19&d1=2026-02-19&endDate=2026-02-21&d2=2026-02-21&travelerType=family_friendly) 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=2026-02-19&d1=2026-02-19&endDate=2026-02-21&d2=2026-02-21&amenities=PETS) Hot tub [](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=2026-02-19&d1=2026-02-19&endDate=2026-02-21&d2=2026-02-21&amenities=HOT_TUB) 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=2026-02-19&d1=2026-02-19&endDate=2026-02-21&d2=2026-02-21&lodging=COTTAGE) ## Check prices for these dates Tonight [Feb 5 - Feb 6](https://www.expedia.ca/Hotel-Search?regionId=12104&startDate=2026-02-05&endDate=2026-02-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 6 - Feb 7](https://www.expedia.ca/Hotel-Search?regionId=12104&startDate=2026-02-06&endDate=2026-02-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=12104&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=12104&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winchester hotels ![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) ![Pool](https://images.trvl-media.com/lodging/2000000/1790000/1784800/1784775/a796994f.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 (1,001 reviews) "Room very clean all staff I interacted with very friendly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) JULIE CA $132 CA $145 total includes taxes & fees Feb 11 - Feb 12 [](https://www.expedia.ca/Roseburg-Hotels-Best-Western-Plus-Hartford-Lodge.h1784775.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 (1 review) CA $367 CA $372 total includes taxes & fees Feb 13 - Feb 14 [](https://www.expedia.ca/Roseburg-Hotels-CH-Bailey-House.h121139975.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/1000000/20000/17800/17750/954c20e2.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17800/17750/95d13c97.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) "Room was clean, staff was courteous, and breakfast was was good. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $119 CA $130 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Roseburg-Hotels-Comfort-Inn.h17750.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) ![Reception](https://images.trvl-media.com/lodging/1000000/540000/539600/539504/a6f0c8e1.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 (1,003 reviews) "Nice affordable room for overnight stay and good location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Arvind CA $114 CA $125 total includes taxes & fees Feb 12 - Feb 13 [](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) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/22800/22705/2c39fd92.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) ![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 (1,000 reviews) "The place was clean, staff was friendly, breakfast was delicious, and the view was phenomenal!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Irene CA $150 CA $164 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Roseburg-Hotels-Holiday-Inn-Express-Roseburg.h22705.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) ![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) ![Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/1000000/670000/663100/663067/ff6da1e8.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) ### Quality Inn Central Roseburg [](https://www.expedia.ca/Roseburg-Hotels-Quality-Inn-Central-Roseburg.h663067.Hotel-Information) Roseburg 7.6/10 Good (709 reviews) "Friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emily CA $104 CA $114 total includes taxes & fees Feb 21 - Feb 22 [](https://www.expedia.ca/Roseburg-Hotels-Quality-Inn-Central-Roseburg.h663067.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) ![Standard Room, 1 King Bed, Non Smoking, Jetted Tub](https://images.trvl-media.com/lodging/1000000/10000/7100/7049/bafa4b39.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) ![Free breakfast](https://images.trvl-media.com/lodging/1000000/10000/7100/7049/c06638cd.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 (1,000 reviews) "Yes everything was good. I will definitely stay there again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vicki CA $132 CA $145 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Roseburg-Hotels-Best-Western-Garden-Villa-Inn.h7049.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) ![Reception](https://images.trvl-media.com/lodging/1000000/430000/426000/425916/48253905.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/1000000/430000/426000/425916/90b81b2f.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) ### Motel 6 Sutherlin, OR [](https://www.expedia.ca/Roseburg-Hotels-Motel-6-Sutherlin.h425916.Hotel-Information) Sutherlin 7.6/10 Good (999 reviews) "Dawn is the Best in the West!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nathan CA $76 CA $84 total includes taxes & fees Feb 7 - Feb 8 [](https://www.expedia.ca/Roseburg-Hotels-Motel-6-Sutherlin.h425916.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) ![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) ![Family Suite](https://images.trvl-media.com/lodging/25000000/24160000/24153700/24153680/0a1bb12e.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 (346 reviews) "Room is clean, nice staff, with a light breakfast " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Qian CA $98 CA $108 total includes taxes & fees Feb 7 - Feb 8 [](https://www.expedia.ca/Roseburg-Hotels-Umpqua-Valley-Hotel.h24153680.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/23000000/22280000/22270800/22270751/df80a59c.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 (976 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 $224 CA $245 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Roseburg-Hotels-Hampton-Inn-Suites-Roseburg.h22270751.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) ![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/1000000/10000/6800/6739/7b9ad964.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 (822 reviews) "very nice room " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) rick CA $80 CA $87 total includes taxes & fees Feb 6 - Feb 7 [](https://www.expedia.ca/Roseburg-Hotels-Howard-Johnson-By-Wyndham-Roseburg.h6739.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) ![Garden view](https://images.trvl-media.com/lodging/95000000/94860000/94859800/94859734/6a38b5a0.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) ![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 (48 reviews) "Loved this stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rosemary CA $183 CA $241 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Roseburg-Hotels-Historical-John-Rast-House.h94859734.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/920000/919945/198b0811.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/920000/919945/4bee0002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/920000/919945/600fec8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Refrigerator & Microwave, Pool View](https://images.trvl-media.com/lodging/1000000/920000/920000/919945/034d794f.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 (127 reviews) "Friendly staff, decent room, all around good experience " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $91 CA $100 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Roseburg-Hotels-Rosewood-Inn-And-Suites.h919945.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) ![Property amenity](https://images.trvl-media.com/lodging/1000000/160000/159100/159048/e807ccc6.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) ![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) ### 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 (1,000 reviews) "Clean room,courteous staff, pleasant stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angie CA $82 CA $90 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Roseburg-Hotels-Super-8-By-Wyndham-Roseburg.h159048.Hotel-Information) ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/16100/16066/bdb18fd6.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) ### Riverfront Inn Roseburg [](https://www.expedia.ca/Roseburg-Hotels-Riverfront-Inn-Roseburg.h16066.Hotel-Information) Roseburg 8.6/10 Excellent (1,425 reviews) "Great check-in, the room is super clean with easy parking and a park/river view." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Teresa [](https://www.expedia.ca/Roseburg-Hotels-Riverfront-Inn-Roseburg.h16066.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) ![Exterior](https://images.trvl-media.com/lodging/91000000/90330000/90329500/90329493/w1168h899x0y1-5e74a7ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Room](https://images.trvl-media.com/lodging/91000000/90330000/90329500/90329493/720679aa.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 (80 reviews) "Great stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) malyssa CA $91 CA $93 total includes taxes & fees Feb 6 - Feb 7 [](https://www.expedia.ca/Oakland-Hotels-The-Ranch-Motel-By-OYO-Oakland-I-5.h90329493.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) ![Standard Room](https://images.trvl-media.com/lodging/9000000/8780000/8777200/8777128/69a42255.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) ![Reception](https://images.trvl-media.com/lodging/9000000/8780000/8777200/8777128/11498f91.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 (372 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 Feb 6 - Feb 7 [](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) ![Vending machine](https://images.trvl-media.com/lodging/2000000/1040000/1037800/1037746/4461421e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets, alarm clocks](https://images.trvl-media.com/lodging/2000000/1040000/1037800/1037746/b0bd5b15.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) ### Motel 6 Roseburg, OR [](https://www.expedia.ca/Roseburg-Hotels-Motel-6-Roseburg.h1037746.Hotel-Information) Roseburg 7.6/10 Good (1,000 reviews) "Everything was excellent " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew CA $72 CA $79 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Roseburg-Hotels-Motel-6-Roseburg.h1037746.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/18000000/17680000/17679200/17679191/2dc7decc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/18000000/17680000/17679200/17679191/0d00f764.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Queen Bed | View from room](https://images.trvl-media.com/lodging/18000000/17680000/17679200/17679191/7a1e093a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds](https://images.trvl-media.com/lodging/18000000/17680000/17679200/17679191/57e824a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quick Stop Motel [](https://www.expedia.ca/Myrtle-Creek-Hotels-Quick-Stop-Motel.h17679191.Hotel-Information) Myrtle Creek 6.8/10 (135 reviews) "It was super quiet and for that - a nice retreat. Amenities are far away so guests will need to have everything with, otherwise a drive for such could be 10+ miles. No frills at all, but quiet and affordable" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aaron CA $94 CA $96 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Myrtle-Creek-Hotels-Quick-Stop-Motel.h17679191.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/520000/517600/517554/1f954a05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![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 (232 reviews) "Nice place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Guillermo A CA $69 CA $71 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Oakland-Hotels-Rice-Hill-Inn.h517554.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=2026-02-19&endDate=2026-02-20®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 ![Motel 6 Roseburg, OR](https://images.trvl-media.com/lodging/2000000/1040000/1037800/1037746/cd162212_y.jpg) ### Motel 6 Roseburg, OR 10/10 Excellent "Yes it was perfect" [](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/ccce26bb_y.jpg) ### Super 8 by Wyndham Roseburg 10/10 Excellent "Clean room,courteous staff, pleasant stay" [](https://expedia.ca/Roseburg-Hotels-Super-8-By-Wyndham-Roseburg.h159048.Hotel-Information) ![Motel 6 Sutherlin, OR](https://images.trvl-media.com/lodging/1000000/430000/426000/425916/9d536feb_y.jpg) ### Motel 6 Sutherlin, OR 10/10 Excellent "Dawn is the Best in the West!!" [](https://expedia.ca/Roseburg-Hotels-Motel-6-Sutherlin.h425916.Hotel-Information) ![Comfort Inn Roseburg](https://images.trvl-media.com/lodging/1000000/20000/17800/17750/61f465bf_y.jpg) ### Comfort Inn Roseburg 10/10 Excellent "Clean room as advertised. Staff is very helpful." [](https://expedia.ca/Roseburg-Hotels-Comfort-Inn.h17750.Hotel-Information) ![Holiday Inn Express Roseburg by IHG](https://images.trvl-media.com/lodging/1000000/30000/22800/22705/a366b61d_y.jpg) ### Holiday Inn Express Roseburg by IHG 10/10 Excellent "Clean room, front desk exceptional..... Room kind of dated.... Good stay... " [](https://expedia.ca/Roseburg-Hotels-Holiday-Inn-Express-Roseburg.h22705.Hotel-Information) ![Riverfront Inn Roseburg](https://images.trvl-media.com/lodging/1000000/20000/16100/16066/81d2a043_y.jpg) ### Riverfront Inn Roseburg 10/10 Excellent "Great check-in, the room is super clean with easy parking and a park/river view." [](https://expedia.ca/Roseburg-Hotels-Riverfront-Inn-Roseburg.h16066.Hotel-Information) ![Best Western Garden Villa Inn](https://images.trvl-media.com/lodging/1000000/10000/7100/7049/eff8e6cb_y.jpg) ### Best Western Garden Villa Inn 10/10 Excellent "Yes everything was good. I will definitely stay there again. " [](https://expedia.ca/Roseburg-Hotels-Best-Western-Garden-Villa-Inn.h7049.Hotel-Information) ![Best Western Plus Hartford Lodge](https://images.trvl-media.com/lodging/2000000/1790000/1784800/1784775/608fa78e_y.jpg) ### Best Western Plus Hartford Lodge 10/10 Excellent "Lou was exceptional with check in and quality assurance during the entire stay. He was knowledge and accommodating to our needs. The pool and spa were great working order and offered such a nice space to relax. One of the better Best Western stays! " [](https://expedia.ca/Roseburg-Hotels-Best-Western-Plus-Hartford-Lodge.h1784775.Hotel-Information) ![SureStay by Best Western Roseburg](https://images.trvl-media.com/lodging/1000000/540000/539600/539504/abf320fc_y.jpg) ### SureStay by Best Western Roseburg 10/10 Excellent " Very comfortable thank you " [](https://expedia.ca/Roseburg-Hotels-Sleep-Inn-Suites-Roseburg-North-Near-Medical-Center.h539504.Hotel-Information) ## More cheap stays in Winchester ![Motel 6 Roseburg, OR](https://images.trvl-media.com/lodging/2000000/1040000/1037800/1037746/cd162212_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Motel 6 Roseburg, OR 3100 Nw Aviation Dr Roseburg OR CA $72 CA $79 total Feb 8 - Feb 9 includes taxes & fees 7.6/10 Good! (1,000 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/ccce26bb_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Super 8 by Wyndham Roseburg 3200 Nw Aviation Dr I-5 Exit # 127 Roseburg OR CA $82 CA $90 total Feb 22 - Feb 23 includes taxes & fees 7.8/10 Good! (1,000 reviews) [](https://expedia.ca/Roseburg-Hotels-Super-8-By-Wyndham-Roseburg.h159048.Hotel-Information) ![Comfort Inn Roseburg](https://images.trvl-media.com/lodging/1000000/20000/17800/17750/61f465bf_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Comfort Inn Roseburg 1539 NW Mullholland Drive Roseburg OR CA $119 CA $130 total Feb 15 - Feb 16 includes taxes & fees 8.2/10 Very Good! (1,000 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 $132 CA $145 total Feb 12 - Feb 13 includes taxes & fees 8/10 Very Good! (1,000 reviews) [](https://expedia.ca/Roseburg-Hotels-Best-Western-Garden-Villa-Inn.h7049.Hotel-Information) ![Holiday Inn Express Roseburg by IHG](https://images.trvl-media.com/lodging/1000000/30000/22800/22705/a366b61d_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Holiday Inn Express Roseburg by IHG 375 Harvard Blvd Roseburg OR CA $150 CA $164 total Feb 22 - Feb 23 includes taxes & fees 8.8/10 Excellent! (1,001 reviews) [](https://expedia.ca/Roseburg-Hotels-Holiday-Inn-Express-Roseburg.h22705.Hotel-Information) ![Riverfront Inn Roseburg](https://images.trvl-media.com/lodging/1000000/20000/16100/16066/81d2a043_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Riverfront Inn Roseburg 315 W Harvard Ave Roseburg OR [Get rates](https://expedia.ca/Hotel-Search?startDate=19%2F02%2F2026&endDate=20%2F02%2F2026&selected=16066&PinnedHotelID=16066&HadPinnedHotel=true®ionId=12104) 8.4/10 Very Good! (1,427 reviews) [](https://expedia.ca/Roseburg-Hotels-Riverfront-Inn-Roseburg.h16066.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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