Title: Winston Holidays 2026 | Expedia.co.uk [Hotels in Winston](https://expedia.co.uk/Winston-Hotels.d6124402.Travel-Guide-Hotels)[Holiday Rentals in Winston](https://expedia.co.uk/Winston-Holiday-Rentals.d6124402.Travel-Guide-HolidayRentals)[Flights to Winston](https://expedia.co.uk/Cheap-Flights-To-Winston.d6124402.Travel-Guide-Flights)[Winston Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Winston.d6124402.Car-Hire-Guide) ![](https://images.trvl-media.com/place/6124402/03a84aad-e625-4796-9de4-232dc98f87a7.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Winston Holidays ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to £335 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Packages with flights are ATOL protected #### Your Winston Holiday From its rural countryside to its friendly locals and beyond, there's plenty to like about Winston. Uncover the wonders of this awesome city with a Winston holiday package that's made for you. [Wildlife Safari](https://www.expedia.co.uk/Wildlife-Safari-Winston.d6090413.Attraction), [South Umpqua River](https://www.expedia.co.uk/South-Umpqua-River-Oregon.d684502648556560384.Attraction) and [Douglas County Museum of History and Natural History](https://www.expedia.co.uk/Douglas-County-Museum-Of-History-And-Natural-History-Roseburg.d553248621532642241.Attraction) are just some of the attractions you'll want to explore during your trip to Winston. Expedia will help you escape the everyday. Tailor your holiday to Winston to match your travel style, whatever that may be. ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-uk-fr-de.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Holiday Sale Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save. [Book now](https://expedia.co.uk/cheap-deals?rfrr=PKG_SPRING_PROMO_6124402) ## Winston Essential Information | Language | English | | --------------- | --------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Population | 5,400 | | Max Temp Winter | 10ºC | | Max Temp Summer | 27ºC | | Top Sights | [Wildlife Safari](https://www.expedia.co.uk/Wildlife-Safari-Winston.d6090413.Attraction), [Melrose Vineyards](https://www.expedia.co.uk/Melrose-Vineyards-Roseburg.d6090409.Attraction) and [HillCrest Winery and Distillery](https://www.expedia.co.uk/HillCrest-Winery-And-Distillery-Roseburg.d6090407.Attraction) | ## Top hotels in Winston ![Safari Inn](https://images.trvl-media.com/lodging/9000000/8780000/8777200/8777128/416cc059_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Safari Inn 101 NE Main Street Winston OR Fully refundableReserve now, pay when you stay £48 14 Feb - 15 Feb includes taxes & fees 7.6/10 Good! (372 reviews) Was just ok. One spontaneous night stay. Read the fine print on this property. They require a 100 $ cash deposit upon check in. He said it was just in case we smoked in the room. I guess that happens at a lower grade MOTEL. He was nice enough about it tho. Room seemed clean no funky smells. Would ... Reviewed on 12 Nov 2025 [](https://expedia.co.uk/Hotel-Search?startDate=14%2F02%2F2026&endDate=15%2F02%2F2026&selected=8777128&PinnedHotelID=8777128&HadPinnedHotel=true®ionId=6124402) ![Large 7 bd 5 bath house. A few miles from wildlife safari. Gourmet kitchen ](https://images.trvl-media.com/lodging/41000000/40010000/40002000/40001956/3a3f8494_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Large 7 bd 5 bath house. A few miles from wildlife safari. Gourmet kitchen Winston OR 9.6/10 Exceptional! (60 reviews) You walk into the great room when you check in and it is well designed. The area is spacious and the kitchen is very nice. Everything we needed was in the kitchen except the only large bowls available were plastic and it would have been nice to have metal or glass. Comfortable seating in the tv area. ... Reviewed on 5 Oct 2025 [Get rates](https://expedia.co.uk/Hotel-Search?startDate=27%2F02%2F2026&endDate=28%2F02%2F2026&selected=40001956&PinnedHotelID=40001956&HadPinnedHotel=true®ionId=6124402) [](https://expedia.co.uk/Hotel-Search?startDate=27%2F02%2F2026&endDate=28%2F02%2F2026&selected=40001956&PinnedHotelID=40001956&HadPinnedHotel=true®ionId=6124402) ![The Watusi Place - A Modern Umpqua Valley Getaway](https://images.trvl-media.com/lodging/79000000/78310000/78301400/78301309/f90085c8_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Watusi Place - A Modern Umpqua Valley Getaway Winston OR £275 15 Feb - 16 Feb includes taxes & fees 10/10 Exceptional! (48 reviews) Everything was great! Reviewed on 3 Jan 2026 [](https://expedia.co.uk/Hotel-Search?startDate=15%2F02%2F2026&endDate=16%2F02%2F2026&selected=78301309&PinnedHotelID=78301309&HadPinnedHotel=true®ionId=6124402) [See all 113 properties in Winston](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=14%2F02%2F2026&endDate=15%2F02%2F2026®ionId=6124402) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Holidays [](https://expedia.co.uk/lp/theme-holidays/all-inclusive-holidays?rfrr=editorial.All_Inclusive%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Holidays [](https://expedia.co.uk/lp/theme-holidays/beach-holidays?rfrr=editorial.Beach_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/kid-friendly-holidays?rfrr=editorial.Family_Friendly%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Holidays [](https://expedia.co.uk/lp/theme-holidays/golf-holidays?rfrr=editorial.Golf_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Holidays [](https://expedia.co.uk/lp/theme-holidays/luxury-holidays?rfrr=editorial.Luxury_Holidays.click) ![gay friendly holidays](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ+ Holidays [](https://expedia.co.uk/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ+_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Holidays [](https://expedia.co.uk/lp/theme-holidays/romantic-holidays?rfrr=editorial.Romantic_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Holidays [](https://expedia.co.uk/lp/theme-holidays/ski-holidays?rfrr=editorial.Ski_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/22/hero-image-pet-friendly_copy.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Pet Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/pet-friendly-holidays?rfrr=editorial.Pet_Friendly%20Holidays.click) ![Holiday in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.co.uk/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ### What to do in Winston ![4 Day Ngorongoro Crater Tarangire and Serengeti National Park](https://mediaim.expedia.com/localexpert/46108407/0fc7c751-4c8b-4be7-86d3-c7b258f60550.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 4 Day Ngorongoro Crater Tarangire and Serengeti National Park £656 per adult [](https://expedia.co.uk/things-to-do/4-day-ngorongoro-crater-tarangire-and-serengeti-national-park.a46108407.activity-details) [See all activities in Winston](https://expedia.co.uk/things-to-do/search?rid=6124402) ## Explore a world of travel with Expedia \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app