Title: Book the Best Winston LUXURY Hotels - Upscale Hotels in Winston, OR | Expedia.ca [Hotels in Winston](https://expedia.ca/Winston-Hotels.d6124402.Travel-Guide-Hotels)[Vacation Rentals in Winston](https://expedia.ca/Winston-Vacation-Rentals.d6124402.Travel-Guide-VacationRentals)[Flights to Winston](https://expedia.ca/Cheap-Flights-To-Winston.d6124402.Travel-Guide-Flights)[Things to do in Winston](https://expedia.ca/Things-To-Do-In-Winston.d6124402.Travel-Guide-Activities)[Winston Car Rentals](https://expedia.ca/Car-Rentals-In-Winston.d6124402.Car-Rental-Guide)[Winston Vacation Packages](https://expedia.ca/Winston.d6124402.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/43f0ab47d1f3578edeadf8a2b3b5b7cb.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Michelle Finseth # Find luxury hotels in Winston, OR ![](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 Winston Luxury Hotels Tonight [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=6124402&startDate=2025-10-14&endDate=2025-10-15&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=6124402&startDate=2025-10-15&endDate=2025-10-16&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6124402&startDate=2025-10-17&endDate=2025-10-19&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6124402&startDate=2025-10-24&endDate=2025-10-26&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Winston Luxury Hotels ![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 | 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) ![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) ### 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) 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=2025-10-28&endDate=2025-10-29®ionId=6124402&adults=2&star=50&sort=RECOMMENDED&openPlayBack=true) ## Top Winston Hotel Reviews ![Motel 6 Roseburg, OR](//images.trvl-media.com/lodging/2000000/1040000/1037800/1037746/247b3334_y.jpg) ### Motel 6 Roseburg, OR 10/10 Excellent "Great for a quick trip" [](https://expedia.ca/Roseburg-Hotels-Motel-6-Roseburg.h1037746.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 "Very nice Good value " [](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 10/10 Excellent "Great staff, great area for pets" [](https://expedia.ca/Roseburg-Hotels-Riverfront-Inn-Roseburg.h16066.Hotel-Information) ![Quality Inn Central Roseburg](//images.trvl-media.com/lodging/1000000/670000/663100/663067/f699f1d4_y.jpg) ### Quality Inn Central Roseburg 10/10 Excellent "Friendly staff." [](https://expedia.ca/Roseburg-Hotels-Quality-Inn-Central-Roseburg.h663067.Hotel-Information) ![Comfort Inn Roseburg](//images.trvl-media.com/lodging/1000000/20000/17800/17750/61f465bf_y.jpg) ### Comfort Inn Roseburg 10/10 Excellent "They were great people " [](https://expedia.ca/Roseburg-Hotels-Comfort-Inn.h17750.Hotel-Information) ![Best Western Garden Villa Inn](//images.trvl-media.com/lodging/1000000/10000/7100/7049/eff8e6cb_y.jpg) ### Best Western Garden Villa Inn 10/10 Excellent "The room was clean and comfortable. Good value " [](https://expedia.ca/Roseburg-Hotels-Best-Western-Garden-Villa-Inn.h7049.Hotel-Information) ![Super 8 by Wyndham Roseburg](//images.trvl-media.com/lodging/1000000/160000/159100/159048/ccce26bb_y.jpg) ### Super 8 by Wyndham Roseburg 10/10 Excellent "Nice staff" [](https://expedia.ca/Roseburg-Hotels-Super-8-By-Wyndham-Roseburg.h159048.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) ![Best Western Plus Hartford Lodge](//images.trvl-media.com/lodging/2000000/1790000/1784800/1784775/608fa78e_y.jpg) ### Best Western Plus Hartford Lodge 10/10 Excellent "Room and pool were great, but the breakfast was phenomenal. " [](https://expedia.ca/Roseburg-Hotels-Best-Western-Plus-Hartford-Lodge.h1784775.Hotel-Information) ## Frequently asked questions ### Are you looking for a luxury hotel for your stay in Winston? > Amenities are important when you plan a vacation, so we make it easy to find what you need to make your stay special. If you want an upscale hotel that has a spa, an indoor pool, or luxury bedding, Expedia can help you find the best luxury hotel experience that Winston has to offer. During your visit, you might want to enjoy the natural setting and safaris which Winston is known for. ### When can I expect good weather in Winston? > Planning for the weather is an important factor for making your trip to Winston a success, especially when you're splurging. The hottest months are usually August and July with an average temp of 62°F, while the coldest months are December and February with an average of 40°F. Average annual precipitation for Winston is 48 inches. ### What's there to see and do in Winston? > When you're in Winston, enjoy exploring the sights and attractions here including South Umpqua River, Wildlife Safari, and Abacela Winery. 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