Title: 3 Stars Hotels in Winchester, Oregon from CA $247 - 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://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 3 Stars Hotels in Winchester, Oregon from CA $247 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Oct 8 - Oct 9](https://www.expedia.ca/Hotel-Search?regionId=12104&startDate=2025-10-08&endDate=2025-10-09&adults=2&star=30&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 9 - Oct 10](https://www.expedia.ca/Hotel-Search?regionId=12104&startDate=2025-10-09&endDate=2025-10-10&adults=2&star=30&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=12104&startDate=2025-10-10&endDate=2025-10-12&adults=2&star=30&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=12104&startDate=2025-10-17&endDate=2025-10-19&adults=2&star=30&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top 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) | Private kitchen](https://images.trvl-media.com/lodging/12000000/11890000/11886300/11886262/5f47b06e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic House (Madrone)](https://images.trvl-media.com/lodging/12000000/11890000/11886300/11886262/df3d379b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic House (Maple) | Private kitchen](https://images.trvl-media.com/lodging/12000000/11890000/11886300/11886262/ac82b6c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### River Vista Vacation Homes Idleyld Park 9.2/10 Wonderful (45) "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!" [](https://www.expedia.ca/Roseburg-Hotels-River-Vista-Vacation-Homes.h11886262.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) ![Traditional Room, 1 Double Bed, Terrace, City View | Front of property](https://images.trvl-media.com/lodging/95000000/94860000/94859800/94859734/2cace77a.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) ![Living area](https://images.trvl-media.com/lodging/95000000/94860000/94859800/94859734/d3109091.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historical John Rast House Roseburg 10/10 Exceptional (47) "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 $187 CA $247 total includes taxes & fees Oct 9 - Oct 10 [](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/fbe8e8b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108410000/108401900/108401849/64c68614.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108410000/108401900/108401849/9126410f.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/df9ae0d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Southern Oregon Cabin: Fire Pit & Private Pond! Oakland 10/10 Exceptional (1) "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." [](https://www.expedia.ca/Oakland-Hotels-Southern-Oregon-Cabin-Fire-Pit-Private-Pond.h108401849.Hotel-Information) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/112000000/111270000/111270000/111269981/0811ed38.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) ![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/112000000/111270000/111270000/111269981/94bed495.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Romantic Vineyard Getaway in Oakland: Mtn Views! Oakland 10/10 Exceptional (1) "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! " [](https://www.expedia.ca/Oakland-Hotels-Romantic-Vineyard-Getaway-In-Oakland-Mtn-Views.h111269981.Hotel-Information) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/94000000/93590000/93589200/93589148/e07744ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/94000000/93590000/93589200/93589148/1c46e7c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/94000000/93590000/93589200/93589148/028a2e76.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/fe0d5611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Roseburg Home w/ Fire Pit + Gas Grill! Roseburg 9.0/10 Wonderful (2) "Host was very responsive. The space is decorated very well with everything you would need. My husband and I will definitely stay again. " [](https://www.expedia.ca/Roseburg-Hotels-Cozy-Roseburg-Home-W-Fire-Pit-Gas-Grill.h93589148.Hotel-Information) ![House (4 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/103000000/102050000/102048500/102048459/2fe41859.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/103000000/102050000/102048500/102048459/11f8439b.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) ![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) ### Family-friendly Winston Vacation Rental w/ Deck! Winston 10/10 Exceptional (1) "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." [](https://www.expedia.ca/Winston-Hotels-Family-Friendly-Winston-Vacation-Rental-W-Deck.h102048459.Hotel-Information) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/112000000/111280000/111270100/111270028/c539069c.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) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/112000000/111280000/111270100/111270028/2e8494a1.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/ae4577e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vineyard Farmhouse in Oakland w/ Hot Tub! Oakland [](https://www.expedia.ca/Oakland-Hotels-Vineyard-Farmhouse-In-Oakland-W-Hot-Tub.h111270028.Hotel-Information) ![Cottage (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/111000000/110870000/110862400/110862301/727dd2d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/111000000/110870000/110862400/110862301/7d8239b6.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/b5592a3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dreamy Hilltop View: Roseburg Wine Country Retreat 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? > Uncover the perfect combination of affordability, comfort and quality at a 3-star hotel in Winchester with Expedia's filters. Key in your preferred travel dates and then customize your search according to the amount you want to spend per night. > > > > - Search for the lowest price per night right now from CA $247 ### What is the difference between a 4-star and 3-star hotel in Winchester? > Relaxation is easy in 3-star hotels in Winchester. On top of cozy surroundings, these more economical lodgings come with a range of welcome amenities like free WiFi, coffee and tea maker and fitness equipment. A 4-star hotel offers a more refined ambience with upmarket features such as an on-site spa centre, pool and more spacious rooms. Regardless of your preferred hotel style or budget, Expedia has the right option for you. ### What is the difference between a 3-star hotel and a motel in Winchester? > One of the benefits of reserving a motel in or close to Winchester is economical rates. This means more pennies in your pocket to visit some leading attractions. Often located near highways and airport terminals, and with plenty of parking, this property style is popular among road trippers. When you stay at a 3-star hotel, you'll get more than just an inviting room to relax in. 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