Title: Book The Best Hotels in Winchester, OR for 2025 from CA $87 - 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://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find hotels in Winchester, OR from CA $87 ![](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=2025-10-30&d1=2025-10-30&endDate=2025-11-01&d2=2025-11-01&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=2025-10-30&d1=2025-10-30&endDate=2025-11-01&d2=2025-11-01&amenities=POOL) 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=2025-10-30&d1=2025-10-30&endDate=2025-11-01&d2=2025-11-01&amenities=HOT_TUB) Apart­ment [](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=2025-10-30&d1=2025-10-30&endDate=2025-11-01&d2=2025-11-01&lodging=APARTMENT) 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=2025-10-30&d1=2025-10-30&endDate=2025-11-01&d2=2025-11-01&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=2025-10-30&d1=2025-10-30&endDate=2025-11-01&d2=2025-11-01&lodging=COTTAGE) ## Check prices for these dates Tonight [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=12104&startDate=2025-10-15&endDate=2025-10-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 16 - Oct 17](https://www.expedia.ca/Hotel-Search?regionId=12104&startDate=2025-10-16&endDate=2025-10-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=12104&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=12104&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Compare 118 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable. ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/160000/159100/159048/64893f99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/160000/159100/159048/e0f326ec.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) ### Super 8 by Wyndham Roseburg Roseburg 7.8/10 Good (1009) "Was a good stay!" CA $103 CA $112 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Roseburg-Hotels-Super-8-By-Wyndham-Roseburg.h159048.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/16100/16066/81d2a043.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/1000000/20000/16100/16066/94417c21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/20000/16100/16066/91b3330a.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 Roseburg 8.6/10 Excellent (1423) "It was a comfortable stay" CA $130 CA $143 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Roseburg-Hotels-Riverfront-Inn-Roseburg.h16066.Hotel-Information) ![Down comforters, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/2000000/1790000/1784800/1784775/608fa78e.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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1790000/1784800/1784775/8b128a12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Hartford Lodge Sutherlin 9.0/10 Wonderful (1007) "Pretty nice hotel for a quick stop. Pool and jacuzzi is a nice touch." CA $148 CA $162 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Roseburg-Hotels-Best-Western-Plus-Hartford-Lodge.h1784775.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) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/920000/920000/919945/a7e40ec3.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) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/920000/920000/919945/e13fafa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rosewood Inn and Suites Roseburg 5.8/10 (103) "great people ,truck parking " CA $80 CA $87 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Roseburg-Hotels-Rosewood-Inn-And-Suites.h919945.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17800/17750/61f465bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17800/17750/2c756f0f.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) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/20000/17800/17750/c51ee531.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn Roseburg Roseburg 8.2/10 Very good (1012) "The staff was exceptional " CA $136 CA $149 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Roseburg-Hotels-Comfort-Inn.h17750.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) ![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/7100/7049/2c9da150.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) ### Best Western Garden Villa Inn Roseburg 8.0/10 Very good (1004) "Great breakfast!" CA $144 CA $158 total includes taxes & fees Nov 15 - Nov 16 [](https://www.expedia.ca/Roseburg-Hotels-Best-Western-Garden-Villa-Inn.h7049.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/540000/539600/539504/32f54617.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/540000/539600/539504/3866516b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/540000/539600/539504/e623a979.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/540000/539600/539504/abf320fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Inn & Suites Roseburg North Near Medical Center Roseburg 8.0/10 Very good (1006) "We enjoyed our stay " CA $139 CA $152 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Roseburg-Hotels-Sleep-Inn-Suites-Roseburg-North-Near-Medical-Center.h539504.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/430000/426000/425916/9d536feb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/430000/426000/425916/67b5512d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/430000/426000/425916/2dd6282d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/1000000/430000/426000/425916/fa9ad51b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Motel 6 Sutherlin, OR Sutherlin 7.6/10 Good (1009) "Staff was nice, room was clean" CA $82 CA $90 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Roseburg-Hotels-Motel-6-Sutherlin.h425916.Hotel-Information) ![Family Suite](https://images.trvl-media.com/lodging/25000000/24160000/24153700/24153680/0a1bb12e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/25000000/24160000/24153700/24153680/55b56a39.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) ![Exterior](https://images.trvl-media.com/lodging/25000000/24160000/24153700/24153680/4ea37522.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Umpqua Valley Hotel Roseburg 7.2/10 Good (337) "very friendly staff, great breakfast, newly updated clean room" CA $108 CA $118 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/Roseburg-Hotels-Umpqua-Valley-Hotel.h24153680.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) ![Front of property](https://images.trvl-media.com/lodging/1000000/520000/517600/517554/0250bdbb.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) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/520000/517600/517554/401da87d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rice Hill Inn Oakland 7.6/10 Good (226) "I've stayed here a few times. Always works out well" CA $114 CA $115 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Oakland-Hotels-Rice-Hill-Inn.h517554.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/23000000/22280000/22270800/22270751/df80a59c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/23000000/22280000/22270800/22270751/8e597f4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/23000000/22280000/22270800/22270751/3b1d8b77.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) ### Hampton Inn & Suites Roseburg Roseburg 9.6/10 Exceptional (939) "Always love staying here " CA $206 CA $226 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Roseburg-Hotels-Hampton-Inn-Suites-Roseburg.h22270751.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/2000000/1040000/1037800/1037746/247b3334.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Vending machine](https://images.trvl-media.com/lodging/2000000/1040000/1037800/1037746/44650bd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Vending machine](https://images.trvl-media.com/lodging/2000000/1040000/1037800/1037746/0ee376dd.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/2000000/1040000/1037800/1037746/5183c516.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Motel 6 Roseburg, OR Roseburg 7.4/10 Good (1004) "Very friendly staff, room was spacious and comfortable. " CA $82 CA $90 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Roseburg-Hotels-Motel-6-Roseburg.h1037746.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/9000000/8780000/8777200/8777128/416cc059.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room](https://images.trvl-media.com/lodging/9000000/8780000/8777200/8777128/7cea12e3.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 Room | View from room](https://images.trvl-media.com/lodging/9000000/8780000/8777200/8777128/29c0d2e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Safari Inn Winston 7.6/10 Good (367) "I enjoyed the friendliness of the staff and the rooms" CA $91 CA $99 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Roseburg-Hotels-Safari-Inn.h8777128.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) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/6800/6739/88620860.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Queen Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/6800/6739/8f6de590.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room amenity](https://images.trvl-media.com/lodging/1000000/10000/6800/6739/cae05a4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Howard Johnson by Wyndham Roseburg Roseburg 7.0/10 Good (820) "very nice room " CA $91 CA $100 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Roseburg-Hotels-Howard-Johnson-By-Wyndham-Roseburg.h6739.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/30000/22800/22705/a366b61d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/1000000/30000/22800/22705/81c558f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/22800/22705/f1ad184a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/22800/22705/83fd2fe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Roseburg by IHG Roseburg 8.8/10 Excellent (1005) "Friendly staff, convenient location, river views" CA $179 CA $196 total includes taxes & fees Nov 7 - Nov 8 [](https://www.expedia.ca/Roseburg-Hotels-Holiday-Inn-Express-Roseburg.h22705.Hotel-Information) ![Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/1000000/670000/663100/663067/f699f1d4.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/670000/663100/663067/a981c12e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Central Roseburg Roseburg 7.6/10 Good (696) "It was nice, it had what we needed for our one night stay" CA $119 CA $130 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Roseburg-Hotels-Quality-Inn-Central-Roseburg.h663067.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/95000000/94860000/94859800/94859734/2fe245d3.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) ![Living area](https://images.trvl-media.com/lodging/95000000/94860000/94859800/94859734/d3109091.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/95000000/94860000/94859800/94859734/56e5bf87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historical John Rast House Roseburg 10/10 Exceptional (48) "So glad we stayed here! The house was amazing if you like history. Our hosts were wonderful, breakfast was delicious and downtown is a short walk away. The property is gated and felt very safe. " CA $188 CA $248 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Roseburg-Hotels-Historical-John-Rast-House.h94859734.Hotel-Information) ![Room, 2 Queen Beds](https://images.trvl-media.com/lodging/18000000/17680000/17679200/17679191/181b7920.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) ![Property grounds](https://images.trvl-media.com/lodging/18000000/17680000/17679200/17679191/2dc7decc.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) ### Quick Stop Motel Myrtle Creek 6.8/10 (135) "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" CA $93 CA $95 total includes taxes & fees Nov 7 - Nov 8 [](https://www.expedia.ca/Myrtle-Creek-Hotels-Quick-Stop-Motel.h17679191.Hotel-Information) ![Deluxe Apartment, City View | Private kitchen](https://images.trvl-media.com/lodging/107000000/106630000/106623500/106623497/5569de9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment, City View | Private kitchen](https://images.trvl-media.com/lodging/107000000/106630000/106623500/106623497/7c363c04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106630000/106623500/106623497/9f411763.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment, City View | Living area](https://images.trvl-media.com/lodging/107000000/106630000/106623500/106623497/43e847fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bell Sister Flats Roseburg CA $484 CA $638 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Roseburg-Hotels-Bell-Sister-Flats.h106623497.Hotel-Information) ![Luxury Bungalow, 1 King Bed with Sofa bed, Kitchenette, Garden View | Television](https://images.trvl-media.com/lodging/122000000/121140000/121140000/121139975/5d6187f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/122000000/121140000/121140000/121139975/1a575469.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, 1 Queen Bed, Non Smoking, Mountain View](https://images.trvl-media.com/lodging/122000000/121140000/121140000/121139975/9ea81c68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/122000000/121140000/121140000/121139975/219e0c3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### C.H. Bailey House Roseburg CA $356 CA $362 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Roseburg-Hotels-CH-Bailey-House.h121139975.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=2025-10-30&endDate=2025-10-31®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) ## More cheap stays in Winchester ![Motel 6 Roseburg, OR](https://images.trvl-media.com/lodging/2000000/1040000/1037800/1037746/247b3334_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Motel 6 Roseburg, OR 3100 Nw Aviation Dr, Roseburg, OR CA $82 CA $90 total Oct 22 - Oct 23 includes taxes & fees 7.4/10 Good! (1,004 reviews) [](https://expedia.ca/Roseburg-Hotels-Motel-6-Roseburg.h1037746.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 CA $130 CA $143 total Nov 1 - Nov 2 includes taxes & fees 8.4/10 Very Good! (1,413 reviews) [](https://expedia.ca/Roseburg-Hotels-Riverfront-Inn-Roseburg.h16066.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 $103 CA $112 total Nov 2 - Nov 3 includes taxes & fees 7.8/10 Good! (1,008 reviews) [](https://expedia.ca/Roseburg-Hotels-Super-8-By-Wyndham-Roseburg.h159048.Hotel-Information) ![Sleep Inn & Suites Roseburg North Near Medical Center](https://images.trvl-media.com/lodging/1000000/540000/539600/539504/32f54617_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Sleep Inn & Suites Roseburg North Near Medical Center 2855 NW Edenbower Blvd, Roseburg, OR CA $139 CA $152 total Oct 26 - Oct 27 includes taxes & fees 8/10 Very Good! (1,002 reviews) [](https://expedia.ca/Roseburg-Hotels-Sleep-Inn-Suites-Roseburg-North-Near-Medical-Center.h539504.Hotel-Information) ![Motel 6 Sutherlin, OR](https://images.trvl-media.com/lodging/1000000/430000/426000/425916/9d536feb_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Motel 6 Sutherlin, OR 1400 Hospitality Way, Sutherlin, OR CA $82 CA $90 total Nov 2 - Nov 3 includes taxes & fees 7.4/10 Good! (1,003 reviews) [](https://expedia.ca/Roseburg-Hotels-Motel-6-Sutherlin.h425916.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 $144 CA $158 total Nov 15 - Nov 16 includes taxes & fees 8/10 Very Good! (1,003 reviews) [](https://expedia.ca/Roseburg-Hotels-Best-Western-Garden-Villa-Inn.h7049.Hotel-Information) ## Hotels in Winchester with star-rating ![3 Star Hotels](https://images.trvl-media.com/lodging/12000000/11890000/11886300/11886262/c05f1569_w.jpg) 3 Star Hotels 8 properties [](https://expedia.ca/3Star-Winchester-Hotels.s30-0-d12104.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/2000000/1040000/1037800/1037746/247b3334_w.jpg) 2 Star Hotels 29 properties [](https://expedia.ca/2Star-Winchester-Hotels.s20-0-d12104.Travel-Guide-Filter-Hotels) ## Recent reviews of Winchester hotels ![Motel 6 Roseburg, OR](//images.trvl-media.com/lodging/2000000/1040000/1037800/1037746/247b3334_y.jpg) ### Motel 6 Roseburg, OR 5/5 Excellent "Great for a quick trip" A verified traveller stayed at Motel 6 Roseburg, OR Posted 5 days ago [](https://expedia.ca/Roseburg-Hotels-Motel-6-Roseburg.h1037746.Hotel-Information) ![Hampton Inn & Suites Roseburg](//images.trvl-media.com/lodging/23000000/22280000/22270800/22270751/df80a59c_y.jpg) ### Hampton Inn & Suites Roseburg 5/5 Excellent An Outstanding Hotel "The friendliest staff I’ve ever had a pleasure to stay with at any hotel. It was quiet, right off the freeway and comfortable. Breakfast was great as well. " A verified traveller stayed at Hampton Inn & Suites Roseburg Posted 6 days ago [](https://expedia.ca/Roseburg-Hotels-Hampton-Inn-Suites-Roseburg.h22270751.Hotel-Information) ![Howard Johnson by Wyndham Roseburg](//images.trvl-media.com/lodging/1000000/10000/6800/6739/6746169e_y.jpg) ### Howard Johnson by Wyndham Roseburg 5/5 Excellent "very nice room " A verified traveller stayed at Howard Johnson by Wyndham Roseburg Posted 6 days ago [](https://expedia.ca/Roseburg-Hotels-Howard-Johnson-By-Wyndham-Roseburg.h6739.Hotel-Information) ![Motel 6 Sutherlin, OR](//images.trvl-media.com/lodging/1000000/430000/426000/425916/9d536feb_y.jpg) ### Motel 6 Sutherlin, OR 5/5 Excellent "Very nice Good value " A verified traveller stayed at Motel 6 Sutherlin, OR Posted 6 days ago [](https://expedia.ca/Roseburg-Hotels-Motel-6-Sutherlin.h425916.Hotel-Information) ![Riverfront Inn Roseburg](//images.trvl-media.com/lodging/1000000/20000/16100/16066/81d2a043_y.jpg) ### Riverfront Inn Roseburg 5/5 Excellent "Great staff, great area for pets" A verified traveller stayed at Riverfront Inn Roseburg Posted 8 days ago [](https://expedia.ca/Roseburg-Hotels-Riverfront-Inn-Roseburg.h16066.Hotel-Information) ![Holiday Inn Express Roseburg by IHG](//images.trvl-media.com/lodging/1000000/30000/22800/22705/a366b61d_y.jpg) ### Holiday Inn Express Roseburg by IHG 5/5 Excellent Clean comfortable and great staff "I had a very good experience staying at this hotel everything was clean comfortable and the staff was great. " A verified traveller stayed at Holiday Inn Express Roseburg by IHG Posted 8 days ago [](https://expedia.ca/Roseburg-Hotels-Holiday-Inn-Express-Roseburg.h22705.Hotel-Information) ![Quality Inn Central Roseburg](//images.trvl-media.com/lodging/1000000/670000/663100/663067/f699f1d4_y.jpg) ### Quality Inn Central Roseburg 5/5 Excellent "Friendly staff." A verified traveller stayed at Quality Inn Central Roseburg Posted 10 days ago [](https://expedia.ca/Roseburg-Hotels-Quality-Inn-Central-Roseburg.h663067.Hotel-Information) ![Rice Hill Inn](//images.trvl-media.com/lodging/1000000/520000/517600/517554/1f954a05_y.jpg) ### Rice Hill Inn 5/5 Excellent "Our room was very clean and comfortable, with beautiful hardwood floors that added a nice touch. The bed was cozy, and the staff was incredibly friendly and welcoming; they even greeted us with fresh bottles of water at check-in. We arrived late after dealing with a blown tire, and they kindly allowed us a late checkout while we waited for the repair. Excellent hospitality and service all around" A verified traveller stayed at Rice Hill Inn Posted 10 days ago [](https://expedia.ca/Oakland-Hotels-Rice-Hill-Inn.h517554.Hotel-Information) ![Comfort Inn Roseburg](//images.trvl-media.com/lodging/1000000/20000/17800/17750/61f465bf_y.jpg) ### Comfort Inn Roseburg 5/5 Excellent "They were great people " A verified traveller stayed at Comfort Inn Roseburg Posted 10 days ago [](https://expedia.ca/Roseburg-Hotels-Comfort-Inn.h17750.Hotel-Information) ## Frequently asked questions ### Where is the best place for a stay in Winchester? > [Riverfront Inn Roseburg](https://www.expedia.ca/Roseburg-Hotels-Riverfront-Inn-Roseburg.h16066.Hotel-Information), located 4.6 mi (7.5 km) from the heart of Winchester, is a top choice for your stay based on our traveler data. Two other options for your stay in the area are [Motel 6 Sutherlin, OR](https://www.expedia.ca/Roseburg-Hotels-Motel-6-Sutherlin.h425916.Hotel-Information) and [Holiday Inn Express Roseburg by IHG](https://www.expedia.ca/Roseburg-Hotels-Holiday-Inn-Express-Roseburg.h22705.Hotel-Information). See all available [top hotels](https://www.expedia.ca/Hotel-Search?regionId=12104), or [vacation rentals in Winchester](https://www.expedia.ca/Winchester-Vacation-Rentals.d12104.Travel-Guide-VacationRentals). ### What's the top vacation rental in Winchester? > [Modern Bliss: Chic Retreat w/ Stylish Amenities, Ideal for Vacation & Family Fun](https://www.expedia.ca/Roseburg-Hotels-Modern-Westside-3BR-Bungalow-W-Private-Backyard.h83630896.Hotel-Information): This vacation home rental outside of Winchester offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games. See all [vacation rentals in Winchester](https://www.expedia.ca/Winchester-Vacation-Rentals.d12104.Travel-Guide-VacationRentals). ### If I need to cancel my hotel reservation in Winchester, will I receive a refund? > Yes! The majority of hotel room reservations are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you booked a non-refundable reservation, you might be able to still cancel and be given a refund within 24 hours of booking. Filter your search by [fully refundable](https://www.expedia.ca/Hotel-Search?regionId=12104&paymentType=FREE_CANCELLATION) to find flexible hotel deals in Winchester. ### What's it like staying in Winchester? > Visitors can enjoy all that Winchester has to offer including its restaurants. There are 116 hotels and other accommodations in the surrounding area. Find out more about [Winchester](https://www.expedia.ca/Winchester.dx12104). ### What should I do while I'm visiting Winchester? > A favorite place to visit is [North Umpqua River](https://www.expedia.ca/North-Umpqua-River-Roseburg.d681930248940662784.Vacation-Attraction). You'll also find [Stewart Park](https://www.expedia.ca/Stewart-Park-Roseburg.d553248621561869686.Vacation-Attraction) and [Melrose Vineyards](https://www.expedia.ca/Melrose-Vineyards-Roseburg.d6090409.Vacation-Attraction) in the area. Check out what more to see and do in Expedia's [Winchester guide](https://www.expedia.ca/Winchester.dx12104). ### What's the weather like in Winchester? > The hottest months are usually August and July with an average temp of 64°F, while the coldest months are December and February with an average of 41°F. 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Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)