Title: 2 Stars Hotels in Winchester, Oregon from CA $83 - Find Cheap Winchester Hotels With 2 Stars | Expedia.ca [Winchester Travel Guide](https://expedia.ca/Winchester.dx12104)[Hotels in Winchester](https://expedia.ca/Winchester-Hotels.d12104.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.ca/Winchester-Vacation-Rentals.d12104.Travel-Guide-VacationRentals)[Flights to Winchester](https://expedia.ca/Cheap-Flights-To-Winchester.d12104.Travel-Guide-Flights)[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) # 2 Stars Hotels in Winchester, Oregon from CA $83 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Winchester 2 Star Hotels Tonight [Nov 9 - Nov 10](https://www.expedia.ca/Hotel-Search?regionId=12104&startDate=2025-11-09&endDate=2025-11-10&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 10 - Nov 11](https://www.expedia.ca/Hotel-Search?regionId=12104&startDate=2025-11-10&endDate=2025-11-11&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=12104&startDate=2025-11-14&endDate=2025-11-16&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=12104&startDate=2025-11-21&endDate=2025-11-23&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Winchester 2 Star Hotels ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/16100/16066/81d2a043.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) ![Property grounds](https://images.trvl-media.com/lodging/1000000/20000/16100/16066/6950d5ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Riverfront Inn Roseburg Roseburg 8.6/10 Excellent (1416) "Great little Inn with a view of the River. Convientily located close to almost everything... " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Craig CA $127 CA $140 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Roseburg-Hotels-Riverfront-Inn-Roseburg.h16066.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/2000000/1040000/1037800/1037746/0ee376dd.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) ![Front of property](https://images.trvl-media.com/lodging/2000000/1040000/1037800/1037746/cd162212.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Motel 6 Roseburg, OR Roseburg 7.4/10 Good (1002) "It’s a very safe and clean place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carol CA $82 CA $90 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Roseburg-Hotels-Motel-6-Roseburg.h1037746.Hotel-Information) ![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) ![Property amenity](https://images.trvl-media.com/lodging/1000000/160000/159100/159048/e807ccc6.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/160000/159100/159048/64893f99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Roseburg Roseburg 7.8/10 Good (1003) "The staff was wonderful and the room was very clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa CA $91 CA $99 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Roseburg-Hotels-Super-8-By-Wyndham-Roseburg.h159048.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/430000/426000/425916/d6ef9e01.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) ![Reception](https://images.trvl-media.com/lodging/1000000/430000/426000/425916/67b5512d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Motel 6 Sutherlin, OR Sutherlin 7.6/10 Good (999) "Very pet friendly, quiet, great bed, we had a great night's sleep and the staff were very kind, helpful and accomodating." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Anna CA $76 CA $83 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Roseburg-Hotels-Motel-6-Sutherlin.h425916.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) ![Free breakfast](https://images.trvl-media.com/lodging/1000000/10000/7100/7049/c06638cd.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) ![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) ### Best Western Garden Villa Inn Roseburg 8.0/10 Very good (1001) "The staff was very friendly and accommodating. The hot breakfast included sausage and eggs. The rooms were very clean and updated. Guessing this was an older hotel that was revamped by Best Western and they did a great job it's all encapsulated in its own Courtyard" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heidi CA $119 CA $131 total includes taxes & fees Nov 15 - Nov 16 [](https://www.expedia.ca/Roseburg-Hotels-Best-Western-Garden-Villa-Inn.h7049.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) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/920000/920000/919945/e538754a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rosewood Inn and Suites Roseburg 5.8/10 (111) "Loved staying here!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leisha CA $90 CA $99 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Roseburg-Hotels-Rosewood-Inn-And-Suites.h919945.Hotel-Information) ![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) ![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/540000/539600/539504/41cd13e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/540000/539600/539504/86501db5.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 (1002) "All the sleep inne we stayed at were very nice." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patrick J [](https://www.expedia.ca/Roseburg-Hotels-Sleep-Inn-Suites-Roseburg-North-Near-Medical-Center.h539504.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) ![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) ![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 Roseburg 8.2/10 Very good (1004) "Staff was attentive and friendly Pool and hot tub clean and relaxing Quiet yet easy on/ off highway Close to good dining options Breakfast options were good Room was very clean beds comfortable " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James CA $132 CA $145 total includes taxes & fees Nov 20 - Nov 21 [](https://www.expedia.ca/Roseburg-Hotels-Comfort-Inn.h17750.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) ![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) ![Reception](https://images.trvl-media.com/lodging/23000000/22280000/22270800/22270751/8e597f4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/23000000/22280000/22270800/22270751/3b60422d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Roseburg Roseburg 9.6/10 Exceptional (945) "Always love staying here " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jake CA $190 CA $208 total includes taxes & fees Dec 5 - Dec 6 [](https://www.expedia.ca/Roseburg-Hotels-Hampton-Inn-Suites-Roseburg.h22270751.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/22800/22705/27e6bc41.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) ### Holiday Inn Express Roseburg by IHG Roseburg 8.8/10 Excellent (1001) "We we're pleasantly surprised by how gorgeous the river view was. Breakfast buffet was a great perk as well! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mackenzie CA $159 CA $174 total includes taxes & fees Dec 6 - Dec 7 [](https://www.expedia.ca/Roseburg-Hotels-Holiday-Inn-Express-Roseburg.h22705.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) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1790000/1784800/1784775/a796994f.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) ![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) ### Best Western Plus Hartford Lodge Sutherlin 9.0/10 Wonderful (1002) "Clean room great staff only place to stay when your in this area " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kim CA $136 CA $149 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Roseburg-Hotels-Best-Western-Plus-Hartford-Lodge.h1784775.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" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Trisha CA $116 CA $127 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Roseburg-Hotels-Quality-Inn-Central-Roseburg.h663067.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) ![Basic Double Room](https://images.trvl-media.com/lodging/1000000/520000/517600/517554/b3b27d2f.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) ### Rice Hill Inn Oakland 7.6/10 Good (229) "Check in was fast, front desk gal was friendly, room was clean, AC worked. Quick stop while traveling and it stored our needs and was a great price. Beds are not the most comfortable but it was adequate for what we paid. I felt safe as a woman traveling alone with kids " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tiara CA $114 CA $115 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Oakland-Hotels-Rice-Hill-Inn.h517554.Hotel-Information) ![Basic Single Room](https://images.trvl-media.com/lodging/25000000/24160000/24153700/24153680/be6adc61.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) ![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) ![Business centre](https://images.trvl-media.com/lodging/25000000/24160000/24153700/24153680/55b56a39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Umpqua Valley Hotel Roseburg 7.2/10 Good (340) "Good accommodations above the street-level parking. (No elevator) Decent breakfast. Clean, comfortable and quiet." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alan CA $94 CA $102 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Roseburg-Hotels-Umpqua-Valley-Hotel.h24153680.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) ![Room, Multiple Beds](https://images.trvl-media.com/lodging/91000000/90330000/90329500/90329493/24adc20b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Queen Bed](https://images.trvl-media.com/lodging/91000000/90330000/90329500/90329493/896be6d2.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 Oakland 9.0/10 Wonderful (79) "It was just what we needed!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brenda [](https://www.expedia.ca/Oakland-Hotels-The-Ranch-Motel-By-OYO-Oakland-I-5.h90329493.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) ![Room amenity](https://images.trvl-media.com/lodging/1000000/10000/6800/6739/cae05a4a.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) ### Howard Johnson by Wyndham Roseburg Roseburg 7.0/10 Good (820) "Great place to stay for the price. Was in town for work for the week. Room was clean, everything worked, staff was friendly and helpful and always available " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph CA $91 CA $100 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Roseburg-Hotels-Howard-Johnson-By-Wyndham-Roseburg.h6739.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) ![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) ![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) ### Safari Inn Winston 7.6/10 Good (369) "They check-in and check out was easy. The staff was very polite " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mitch CA $87 CA $94 total includes taxes & fees Nov 15 - Nov 16 [](https://www.expedia.ca/Roseburg-Hotels-Safari-Inn.h8777128.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) ![Property grounds](https://images.trvl-media.com/lodging/18000000/17680000/17679200/17679191/2dc7decc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free self parking](https://images.trvl-media.com/lodging/18000000/17680000/17679200/17679191/f37bdc80.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) "Right off fwy" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dennis CA $93 CA $95 total includes taxes & fees Nov 14 - Nov 15 [](https://www.expedia.ca/Myrtle-Creek-Hotels-Quick-Stop-Motel.h17679191.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/10000000/9460000/9453900/9453866/63b3388d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Towels](https://images.trvl-media.com/lodging/10000000/9460000/9453900/9453866/831b8168.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Non Smoking | Bathroom](https://images.trvl-media.com/lodging/10000000/9460000/9453900/9453866/c1d8383d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/10000000/9460000/9453900/9453866/93b226d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Roseburg Inn Roseburg 6.0/10 (33) "I love this property! Yes the ac was broken, yes there were holes in the comforter had holes in it, but the room had an actual key and it felt like staying in a mini apartment instead of a McBedroom like you get from a chain motel. Plus the couple that runs the place is so sweet! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason [](https://www.expedia.ca/Roseburg-Hotels-Roseburg-Inn.h9453866.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 | Living area](https://images.trvl-media.com/lodging/107000000/106630000/106623500/106623497/43e847fc.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) ### Bell Sister Flats Roseburg CA $490 CA $645 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Roseburg-Hotels-Bell-Sister-Flats.h106623497.Hotel-Information) ![](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%2F2Star-Winchester-Hotels.s20-0-d12104.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F2Star-Winchester-Hotels.s20-0-d12104.Travel-Guide-Filter-Hotels) ## Explore similar 3-star hotels Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in Winchester. ![Historical John Rast House](https://images.trvl-media.com/lodging/95000000/94860000/94859800/94859734/2fe245d3_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Historical John Rast House 236 SE Stephens St, Roseburg, OR CA $188 CA $248 total Dec 4 - Dec 5 includes taxes & fees 9.8/10 Exceptional! (48 reviews) [](https://expedia.ca/Roseburg-Hotels-Historical-John-Rast-House.h94859734.Hotel-Information) ![River Vista Vacation Homes](https://images.trvl-media.com/lodging/12000000/11890000/11886300/11886262/c05f1569_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### River Vista Vacation Homes 138 River Vista Court, Idleyld Park, OR [Get rates](https://expedia.ca/Hotel-Search?startDate=23%2F11%2F2025&endDate=24%2F11%2F2025&selected=11886262&PinnedHotelID=11886262&HadPinnedHotel=true®ionId=12104) 9/10 Wonderful! (45 reviews) [](https://expedia.ca/Roseburg-Hotels-River-Vista-Vacation-Homes.h11886262.Hotel-Information) ![Southern Oregon Cabin: Fire Pit & Private Pond!](https://images.trvl-media.com/lodging/109000000/108410000/108401900/108401849/fbe8e8b3_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Southern Oregon Cabin: Fire Pit & Private Pond! Oakland [Get rates](https://expedia.ca/Hotel-Search?startDate=23%2F11%2F2025&endDate=24%2F11%2F2025&selected=108401849&PinnedHotelID=108401849&HadPinnedHotel=true®ionId=12104) [](https://expedia.ca/Oakland-Hotels-Southern-Oregon-Cabin-Fire-Pit-Private-Pond.h108401849.Hotel-Information) Still don't see what you're looking for? [See all properties in Winchester.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=10%2F11%2F2025&endDate=11%2F11%2F2025®ionId=12104&star=20) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=10%2F11%2F2025&endDate=11%2F11%2F2025®ionId=12104&star=20&star=20&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=10%2F11%2F2025&endDate=11%2F11%2F2025®ionId=12104&star=20&star=20&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=10%2F11%2F2025&endDate=11%2F11%2F2025®ionId=12104&star=20&star=20&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=10%2F11%2F2025&endDate=11%2F11%2F2025®ionId=12104&star=20&star=20&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=10%2F11%2F2025&endDate=11%2F11%2F2025®ionId=12104&star=20&star=20&amenities=WATER_PARK) 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. ## Top Winchester Hotel Reviews ![Riverfront Inn Roseburg](//images.trvl-media.com/lodging/1000000/20000/16100/16066/81d2a043_y.jpg) ### Riverfront Inn Roseburg 10/10 Excellent "This is a quaint little place with nice grassy garden area along the river. Very quiet, and the staff are all great. Very courteous and helpful. Our second time staying and we booked again for our trip south from Washington next week." [](https://expedia.ca/Roseburg-Hotels-Riverfront-Inn-Roseburg.h16066.Hotel-Information) ![Motel 6 Sutherlin, OR](//images.trvl-media.com/lodging/1000000/430000/426000/425916/9d536feb_y.jpg) ### Motel 6 Sutherlin, OR 10/10 Excellent "Nice Staff. Pet friendly hotel" [](https://expedia.ca/Roseburg-Hotels-Motel-6-Sutherlin.h425916.Hotel-Information) ![Motel 6 Roseburg, OR](//images.trvl-media.com/lodging/2000000/1040000/1037800/1037746/247b3334_y.jpg) ### Motel 6 Roseburg, OR 10/10 Excellent "Amanda (Amandasaurus) is AMAZING! Best customer service EVER!" [](https://expedia.ca/Roseburg-Hotels-Motel-6-Roseburg.h1037746.Hotel-Information) ![Howard Johnson by Wyndham Roseburg](//images.trvl-media.com/lodging/1000000/10000/6800/6739/6746169e_y.jpg) ### Howard Johnson by Wyndham Roseburg 10/10 Excellent "very nice room " [](https://expedia.ca/Roseburg-Hotels-Howard-Johnson-By-Wyndham-Roseburg.h6739.Hotel-Information) ![Rice Hill Inn](//images.trvl-media.com/lodging/1000000/520000/517600/517554/1f954a05_y.jpg) ### Rice Hill Inn 10/10 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" [](https://expedia.ca/Oakland-Hotels-Rice-Hill-Inn.h517554.Hotel-Information) ![Safari Inn](//images.trvl-media.com/lodging/9000000/8780000/8777200/8777128/416cc059_y.jpg) ### Safari Inn 10/10 Excellent "The staff us very friendly everytime i come here and the rooms are comfortable" [](https://expedia.ca/Roseburg-Hotels-Safari-Inn.h8777128.Hotel-Information) ![Quick Stop Motel](//images.trvl-media.com/lodging/18000000/17680000/17679200/17679191/181b7920_y.jpg) ### Quick Stop Motel 10/10 Excellent "Great " [](https://expedia.ca/Myrtle-Creek-Hotels-Quick-Stop-Motel.h17679191.Hotel-Information) ## Find out more about Winchester Want to get out of town on the cheap? Thanks to the low rates and great discounts at the top 2 Stars hotels in Winchester, Winchester you can sneak away on the trip of your dreams with plenty of cash to spare. In addition to the friendly staff and well-maintained surroundings, you’ll find comfortable rooms, complimentary bath products, and quiet sleeping areas, so you can kick back with all the basic conveniences after a long day. Plus, these properties are perfect, if you need a jumping-off point for exploring the local attractions. Several of the best hotels with 2 Stars in Winchester are situated just a stone’s throw from both public transportation and the city’s main freeways. Use the travel tools at Expedia.ca to search for options near your favorite neighborhood, find a cheap deal, and book your room. 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