Title: 3 Stars Hotels in Winchester, Oregon from CA $245 - Find Cheap Winchester Hotels With 3 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) ![](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 ## Check availability on Winchester 3 Star Hotels Tonight [Jan 13 - Jan 14](https://www.expedia.ca/Hotel-Search?regionId=12104&startDate=2026-01-13&endDate=2026-01-14&adults=2&star=30&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 14 - Jan 15](https://www.expedia.ca/Hotel-Search?regionId=12104&startDate=2026-01-14&endDate=2026-01-15&adults=2&star=30&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=12104&startDate=2026-01-16&endDate=2026-01-18&adults=2&star=30&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=12104&startDate=2026-01-23&endDate=2026-01-25&adults=2&star=30&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winchester 3-star hotels ![Property entrance](https://images.trvl-media.com/lodging/12000000/11890000/11886300/11886262/c05f1569.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic House (Fir) | Bathroom](https://images.trvl-media.com/lodging/12000000/11890000/11886300/11886262/8bf3a23c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic House (Fir) | Living area](https://images.trvl-media.com/lodging/12000000/11890000/11886300/11886262/f68fea01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic House (Maple)](https://images.trvl-media.com/lodging/12000000/11890000/11886300/11886262/6d4a5686.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### River Vista Vacation Homes [](https://www.expedia.ca/Roseburg-Hotels-River-Vista-Vacation-Homes.h11886262.Hotel-Information) Idleyld Park 9.2/10 Wonderful (45 reviews) "The place was right on the river which was beautiful and it had everything that we would need. It was clean and pretty roomy for my family and I to spend the weekend there and we absolutely loved it! We’re already trying to make another trip out here!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emily [](https://www.expedia.ca/Roseburg-Hotels-River-Vista-Vacation-Homes.h11886262.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) ![Television](https://images.trvl-media.com/lodging/95000000/94860000/94859800/94859734/0172991e.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) "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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica CA $186 CA $245 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Roseburg-Hotels-Historical-John-Rast-House.h94859734.Hotel-Information) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/109000000/108410000/108401900/108401849/a3342969.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/109000000/108410000/108401900/108401849/b4bf09d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/109000000/108410000/108401900/108401849/e6f27b7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/109000000/108410000/108401900/108401849/68824e0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Southern Oregon Cabin: Fire Pit & Private Pond! [](https://www.expedia.ca/Oakland-Hotels-Southern-Oregon-Cabin-Fire-Pit-Private-Pond.h108401849.Hotel-Information) Oakland 10/10 Exceptional (1 review) "Cute little place! Especially liked the patio and outside areas. Inside needs a few finishing touches like coat hooks on back of doors, but place is very new, clean and worked great for our few days there." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wayne [](https://www.expedia.ca/Oakland-Hotels-Southern-Oregon-Cabin-Fire-Pit-Private-Pond.h108401849.Hotel-Information) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/103000000/102050000/102048500/102048459/4dd19958.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/103000000/102050000/102048500/102048459/72ad18d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/103000000/102050000/102048500/102048459/65446b35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/103000000/102050000/102048500/102048459/7045beff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family-friendly Winston Vacation Rental w/ Deck! [](https://www.expedia.ca/Winston-Hotels-Family-Friendly-Winston-Vacation-Rental-W-Deck.h102048459.Hotel-Information) Winston 10/10 Exceptional (1 review) "This house was beautiful, affordable, and very spacious! It had every single amenity you would need and many extras too! The host was extremely attentive and informative with check on and out process and also making sure we could contact her at any time if needed. I definitely recommend this house and will stay here again when in the area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Theresa [](https://www.expedia.ca/Winston-Hotels-Family-Friendly-Winston-Vacation-Rental-W-Deck.h102048459.Hotel-Information) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/94000000/93590000/93589200/93589148/9f390c5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/94000000/93590000/93589200/93589148/a6b2285d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/94000000/93590000/93589200/93589148/7473d2c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/94000000/93590000/93589200/93589148/fc074751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Roseburg Home w/ Fire Pit + Gas Grill! [](https://www.expedia.ca/Roseburg-Hotels-Cozy-Roseburg-Home-W-Fire-Pit-Gas-Grill.h93589148.Hotel-Information) Roseburg 9.0/10 Wonderful (2 reviews) "Host was very responsive. The space is decorated very well with everything you would need. My husband and I will definitely stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tiffany L [](https://www.expedia.ca/Roseburg-Hotels-Cozy-Roseburg-Home-W-Fire-Pit-Gas-Grill.h93589148.Hotel-Information) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/112000000/111270000/111270000/111269981/b974c2aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/112000000/111270000/111270000/111269981/6ba4cd24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/112000000/111270000/111270000/111269981/217ae246.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Front of property](https://images.trvl-media.com/lodging/112000000/111270000/111270000/111269981/f7ef4aac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Romantic Vineyard Getaway in Oakland: Mtn Views! [](https://www.expedia.ca/Oakland-Hotels-Romantic-Vineyard-Getaway-In-Oakland-Mtn-Views.h111269981.Hotel-Information) Oakland 10/10 Exceptional (2 reviews) "Property was well organized with all the necessities/amenities that made our stay that much more comfortable. Perhaps instructions on how to operate front door lock would be helpful. Otherwise, everything else was perfect. Thank you! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth [](https://www.expedia.ca/Oakland-Hotels-Romantic-Vineyard-Getaway-In-Oakland-Mtn-Views.h111269981.Hotel-Information) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/112000000/111280000/111270100/111270028/9587f581.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/112000000/111280000/111270100/111270028/86b6e532.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/112000000/111280000/111270100/111270028/c7ed3bd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/112000000/111280000/111270100/111270028/d51d7cb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vineyard Farmhouse in Oakland w/ Hot Tub! [](https://www.expedia.ca/Oakland-Hotels-Vineyard-Farmhouse-In-Oakland-W-Hot-Tub.h111270028.Hotel-Information) Oakland [](https://www.expedia.ca/Oakland-Hotels-Vineyard-Farmhouse-In-Oakland-W-Hot-Tub.h111270028.Hotel-Information) ![Villa (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/121000000/120550000/120543100/120543035/9bf88044.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/121000000/120550000/120543100/120543035/3cae8df2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/121000000/120550000/120543100/120543035/a21e91a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/121000000/120550000/120543100/120543035/8c87b9f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4 Mi to River: Umpqua Valley Villa w/ Fire Pit! [](https://www.expedia.ca/Roseburg-Hotels-4-Mi-To-River-Umpqua-Valley-Villa-W-Fire-Pit.h120543035.Hotel-Information) Roseburg [](https://www.expedia.ca/Roseburg-Hotels-4-Mi-To-River-Umpqua-Valley-Villa-W-Fire-Pit.h120543035.Hotel-Information) ![Cottage (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/111000000/110870000/110862400/110862301/3d2aee2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/111000000/110870000/110862400/110862301/2b402c66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/111000000/110870000/110862400/110862301/bb096f1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/111000000/110870000/110862400/110862301/a23ec062.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dreamy Hilltop View: Roseburg Wine Country Retreat [](https://www.expedia.ca/Roseburg-Hotels-Dreamy-Hilltop-View-Roseburg-Wine-Country-Retreat.h110862301.Hotel-Information) Roseburg [](https://www.expedia.ca/Roseburg-Hotels-Dreamy-Hilltop-View-Roseburg-Wine-Country-Retreat.h110862301.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%2F3Star-Winchester-Hotels.s30-0-d12104.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F3Star-Winchester-Hotels.s30-0-d12104.Travel-Guide-Filter-Hotels) ## Top Winchester Hotel Reviews ## Find out more about Winchester The top 3 Stars hotels in Winchester, Winchester may offer some of the best discounts and rates, but these properties are anything but average. Travelers love Winchester 3 Stars hotels for their top quality services, just-like-home amenities, and wallet-friendly prices. You can even get access to fantastic perks like delectable restaurants, so-cool cocktail bars, and spacious fitness centres. Use the travel tools at Expedia.ca to find a cheap deal on a 3 Stars upscale hotel in Winchester for a first-class experience, or book an inexpensive rate on one of the cheap 3 Stars hotels in Winchester neighbourhoods near the city’s best attractions. We’ll even help you find vacation packages to go with your three star hotel in Winchester. From last-minute work trips to long-awaited family getaways, we offer all the essentials you need to enjoy your jaunt through Winchester. ## Frequently asked questions ### How much does it cost to stay in a 3-star hotel in Winchester? > - Search for the lowest price per night right now from CA $245 ### What is the difference between a 4-star and 3-star hotel in Winchester? ### What is the difference between a 3-star hotel and a motel in Winchester? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [1 Star Hotels in Southern Oregon ](https://www.expedia.ca/1Star-Southern-Oregon-Hotels.s10-0-d6054375.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Florence ](https://www.expedia.ca/2Star-Florence-Hotels.s20-0-d8100.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Powers ](https://www.expedia.ca/2Star-Powers-Hotels.s20-0-d3000454227.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Selma ](https://www.expedia.ca/2Star-Selma-Hotels.s20-0-d6354977.Travel-Guide-Filter-Hotels) - 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