Title: The 10 Best 5 Star Hotels in Winchester - 2026 Updated Prices | Expedia.co.uk [Winchester Travel Guide](https://expedia.co.uk/Winchester.dx6056879)[Hotels in Winchester](https://expedia.co.uk/Winchester-Hotels.d6056879.Travel-Guide-Hotels)[Holiday Rentals in Winchester](https://expedia.co.uk/Winchester-Holiday-Rentals.d6056879.Travel-Guide-HolidayRentals)[Flights to Winchester](https://expedia.co.uk/Cheap-Flights-To-Winchester.d6056879.Travel-Guide-Flights)[Things to do in Winchester](https://expedia.co.uk/Things-To-Do-In-Winchester.d6056879.Travel-Guide-Activities)[Winchester Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Winchester.d6056879.Car-Hire-Guide)[Winchester Holidays](https://expedia.co.uk/Winchester.d6056879.Holidays-City-Breaks) ![](https://images.trvl-media.com/place/6056879/5a1e10ca-c30d-4d41-816e-f5af84673df6.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Compare and book 5 Star hotels in Winchester, Virginia - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](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 5 Star Hotels Tonight [28 Dec - 29 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6056879&startDate=2025-12-28&endDate=2025-12-29&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [29 Dec - 30 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6056879&startDate=2025-12-29&endDate=2025-12-30&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [2 Jan - 4 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6056879&startDate=2026-01-02&endDate=2026-01-04&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [9 Jan - 11 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6056879&startDate=2026-01-09&endDate=2026-01-11&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winchester 5-star hotels ![Exterior](https://images.trvl-media.com/lodging/7000000/6030000/6022300/6022232/21ca3455.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/7000000/6030000/6022300/6022232/8a0b17e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/7000000/6030000/6022300/6022232/e6b54e5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment room(s), sauna, hot tub, steam room](https://images.trvl-media.com/lodging/7000000/6030000/6022300/6022232/43873b99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Salamander Resort And Spa [](https://www.expedia.co.uk/Middleburg-Hotels-Salamander-Resort-And-Spa.h6022232.Hotel-Information) Middleburg 9.2/10 Wonderful (376) "Staff was very helpful and pleasant. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cheryl A. £468 includes taxes & fees 7 Jan - 8 Jan 2026 [](https://www.expedia.co.uk/Middleburg-Hotels-Salamander-Resort-And-Spa.h6022232.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/19000000/18620000/18615900/18615848/76ff6888.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/19000000/18620000/18615900/18615848/1ad8e3d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic Area](https://images.trvl-media.com/lodging/19000000/18620000/18615900/18615848/4c3da288.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18620000/18615900/18615848/23756abd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Celebration Retreat [](https://www.expedia.co.uk/Winchester-Hotels-Celebration-Retreat.h18615848.Hotel-Information) Front Royal [](https://www.expedia.co.uk/Winchester-Hotels-Celebration-Retreat.h18615848.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.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Winchester-Hotels.s50-0-d6056879.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Winchester-Hotels.s50-0-d6056879.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Winchester. ![Lansdowne Resort and Spa](https://images.trvl-media.com/lodging/1000000/30000/27700/27700/5ae32850_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Lansdowne Resort and Spa 44050 Woodridge Pkwy Leesburg VA £179 30 Dec - 31 Dec includes taxes & fees 8.8/10 Excellent! (1,000 reviews) [](https://expedia.co.uk/Leesburg-Hotels-Lansdowne-Resort-And-Spa.h27700.Hotel-Information) ![DoubleTree by Hilton Front Royal Blue Ridge Shadows](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/204cbf3a_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### DoubleTree by Hilton Front Royal Blue Ridge Shadows 111 Hospitality Drive Front Royal VA £80 4 Jan - 5 Jan 2026 includes taxes & fees 8.8/10 Excellent! (1,000 reviews) [](https://expedia.co.uk/Front-Royal-Hotels-Holiday-Inn-Suites-Front-Royal-Blue-Ridge-Shadows.h1889081.Hotel-Information) ![Hotel Burg](https://images.trvl-media.com/lodging/115000000/114280000/114275900/114275854/2337af83_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hotel Burg 208 S King Street Leesburg VA £256 6 Jan - 7 Jan 2026 includes taxes & fees 9.6/10 Exceptional! (44 reviews) [](https://expedia.co.uk/Leesburg-Hotels-Hotel-Burg.h114275854.Hotel-Information) Still don't see what you're looking for? [See all properties in Winchester.](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=29%2F12%2F2025&endDate=30%2F12%2F2025®ionId=6056879&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=29%2F12%2F2025&endDate=30%2F12%2F2025®ionId=6056879&star=50&star=50&amenities=POOL)[Spa](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=29%2F12%2F2025&endDate=30%2F12%2F2025®ionId=6056879&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=29%2F12%2F2025&endDate=30%2F12%2F2025®ionId=6056879&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=29%2F12%2F2025&endDate=30%2F12%2F2025®ionId=6056879&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=29%2F12%2F2025&endDate=30%2F12%2F2025®ionId=6056879&star=50&star=50&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. ## Winchester and related destinations - Winchester - Pueblo - Staunton - Florence - Nyack Stroll through the charming pedestrian mall in the historic district, where shops and excellent restaurants await. Delve into local culture at the Museum of the Shenandoah Valley or catch a show at the Bright Box Theatre. [See all hotels in Winchester](https://www.expedia.co.uk/Hotel-Search?startDate=2026-01-11&endDate=2026-01-12&adults=2®ionId=6056879) ![](https://images.trvl-media.com/place/6056879/5a1e10ca-c30d-4d41-816e-f5af84673df6.jpg?impolicy=fcrop&w=900&h=566&p=1&q=high) ## Top Winchester Hotel Reviews ![Salamander Resort And Spa](https://images.trvl-media.com/lodging/7000000/6030000/6022300/6022232/21ca3455_y.jpg) ### Salamander Resort And Spa 10/10 Excellent "." [](https://expedia.co.uk/Middleburg-Hotels-Salamander-Resort-And-Spa.h6022232.Hotel-Information) ## Find out more about Winchester ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in Winchester? > - Search for the lowest price per night from £80 ### What makes a hotel 5 stars in Winchester? ### Are there any 5-star all-inclusive resorts in Winchester? ## Explore a world of travel with Expedia - More ways to book - [Book 5 Star Hotels in Winchester on Expedia.com ](https://www.expedia.com/5Star-Winchester-Hotels.s50-0-d6056879.Travel-Guide-Filter-Hotels)