Title: Hotels in Upperville, VA - Best Upperville Hotels from £50 - Fully Refundable Options - Expedia.co.uk [Holiday Rentals in Upperville](https://expedia.co.uk/Upperville-Holiday-Rentals.d184116.Travel-Guide-HolidayRentals)[Upperville Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Upperville.d184116.Car-Hire-Guide)[Upperville Holidays](https://expedia.co.uk/Upperville.d184116.Holidays-City-Breaks) ![Hiking Sky Meadows State Park...](https://images.trvl-media.com/place/553248621532661864/008a9705-5d69-4bff-87e9-dd23f82e56ed.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Michael Gibson # Find hotels in Upperville, VA from £50 ![](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 ## Go beyond your typical stay in Upperville Pool [](https://www.expedia.co.uk/Hotel-Search?destination=Upperville%2C+Virginia%2C+United+States+of+America®ionId=184116&latLong=38.992939%2C-77.886375&adults=2&startDate=2025-10-31&d1=2025-10-31&endDate=2025-11-02&d2=2025-11-02&amenities=POOL) Cabin [](https://www.expedia.co.uk/Hotel-Search?destination=Upperville%2C+Virginia%2C+United+States+of+America®ionId=184116&latLong=38.992939%2C-77.886375&adults=2&startDate=2025-10-31&d1=2025-10-31&endDate=2025-11-02&d2=2025-11-02&lodging=CABIN) Farm [](https://www.expedia.co.uk/Hotel-Search?destination=Upperville%2C+Virginia%2C+United+States+of+America®ionId=184116&latLong=38.992939%2C-77.886375&adults=2&startDate=2025-10-31&d1=2025-10-31&endDate=2025-11-02&d2=2025-11-02&lodging=AGRITOURISM) Apart­ment [](https://www.expedia.co.uk/Hotel-Search?destination=Upperville%2C+Virginia%2C+United+States+of+America®ionId=184116&latLong=38.992939%2C-77.886375&adults=2&startDate=2025-10-31&d1=2025-10-31&endDate=2025-11-02&d2=2025-11-02&lodging=APARTMENT) Family friendly [](https://www.expedia.co.uk/Hotel-Search?destination=Upperville%2C+Virginia%2C+United+States+of+America®ionId=184116&latLong=38.992939%2C-77.886375&adults=2&startDate=2025-10-31&d1=2025-10-31&endDate=2025-11-02&d2=2025-11-02&travelerType=family_friendly) Pet friendly [](https://www.expedia.co.uk/Hotel-Search?destination=Upperville%2C+Virginia%2C+United+States+of+America®ionId=184116&latLong=38.992939%2C-77.886375&adults=2&startDate=2025-10-31&d1=2025-10-31&endDate=2025-11-02&d2=2025-11-02&amenities=PETS) Hot tub [](https://www.expedia.co.uk/Hotel-Search?destination=Upperville%2C+Virginia%2C+United+States+of+America®ionId=184116&latLong=38.992939%2C-77.886375&adults=2&startDate=2025-10-31&d1=2025-10-31&endDate=2025-11-02&d2=2025-11-02&amenities=HOT_TUB) Cottage [](https://www.expedia.co.uk/Hotel-Search?destination=Upperville%2C+Virginia%2C+United+States+of+America®ionId=184116&latLong=38.992939%2C-77.886375&adults=2&startDate=2025-10-31&d1=2025-10-31&endDate=2025-11-02&d2=2025-11-02&lodging=COTTAGE) Chalet [](https://www.expedia.co.uk/Hotel-Search?destination=Upperville%2C+Virginia%2C+United+States+of+America®ionId=184116&latLong=38.992939%2C-77.886375&adults=2&startDate=2025-10-31&d1=2025-10-31&endDate=2025-11-02&d2=2025-11-02&lodging=CHALET) ## Check prices for these dates Tonight [17 Oct - 18 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=184116&startDate=2025-10-17&endDate=2025-10-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [18 Oct - 19 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=184116&startDate=2025-10-18&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [17 Oct - 19 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=184116&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [24 Oct - 26 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=184116&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top 10 Upperville hotels and places to stay ![Indoor pool](https://images.trvl-media.com/lodging/1000000/980000/977400/977326/a9078e90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/980000/977400/977326/627db10f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/980000/977400/977326/1054ff00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout curtains](https://images.trvl-media.com/lodging/1000000/980000/977400/977326/75fa7cd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Clarion Inn Harpers Ferry - Charles Town Harpers Ferry 8.0/10 Very good (1021) "A good, clean, comfortable stay " £77 includes taxes & fees 3 Nov - 4 Nov [](https://www.expedia.co.uk/Martinsburg-Hotels-Clarion-Inn-Harpers-Ferry-Charles-Town.h977326.Hotel-Information) ![2 restaurants, breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/5a07226c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/5707228d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/bff9ad76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/a8e7d0d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The George Washington Hotel, A Wyndham Grand Hotel Old Town Winchester 9.4/10 Exceptional (1016) "Very nice hotel " £107 includes taxes & fees 26 Oct - 27 Oct [](https://www.expedia.co.uk/Winchester-Hotels-The-George-Washington-Hotel.h1364026.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/7000000/6030000/6022300/6022232/21ca3455.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) ![Reception](https://images.trvl-media.com/lodging/7000000/6030000/6022300/6022232/8a0b17e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; local cuisine ](https://images.trvl-media.com/lodging/7000000/6030000/6022300/6022232/b8f43b35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Salamander Resort And Spa Middleburg 9.2/10 Wonderful (365) "The property is at a close proximity to the downtown area. We were able to walk everywhere. Our room was spacious and immaculate. " £484 includes taxes & fees 30 Oct - 31 Oct [](https://www.expedia.co.uk/Middleburg-Hotels-Salamander-Resort-And-Spa.h6022232.Hotel-Information) ![Rooftop terrace](https://images.trvl-media.com/lodging/2000000/1560000/1554900/1554858/89e72fbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast ](https://images.trvl-media.com/lodging/2000000/1560000/1554900/1554858/fcd6e875.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed with Sofa bed | In-room safe, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1560000/1554900/1554858/8910bd36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1560000/1554900/1554858/430b62d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Charles Town by IHG Charles Town 9.2/10 Wonderful (1012) "Had a great stay, close to area attractions" £93 includes taxes & fees 3 Nov - 4 Nov [](https://www.expedia.co.uk/Martinsburg-Hotels-Holiday-Inn-Express-Charles-Town.h1554858.Hotel-Information) ![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/3000000/2940000/2933800/2933741/6a58d545.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Studio, Non Smoking, Refrigerator & Microwave | Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/3000000/2940000/2933800/2933741/c1ac9b70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2940000/2933800/2933741/d04d9a8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Studio, Non Smoking, Refrigerator & Microwave | Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/3000000/2940000/2933800/2933741/671381db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Extended Stay America Select Suites Gainesville Gainesville 6.2/10 (468) "Great staff" £61 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Gainesville-Hotels-WoodSpring-Suites-Gainesville-VA.h2933741.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/1000000/20000/10100/10086/ad87d83f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/10100/10086/01bb26bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 2 Queen Beds, Non Smoking | Premium bedding, pillow-top beds, individually decorated](https://images.trvl-media.com/lodging/1000000/20000/10100/10086/af8ba0cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/1000000/20000/10100/10086/5d8b5ff4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baymont by Wyndham Warrenton Warrenton 6.4/10 (1002) "Staff had easy check in and out " £55 includes taxes & fees 23 Oct - 24 Oct [](https://www.expedia.co.uk/Warrenton-Hotels-Baymont-By-Wyndham-Warrenton.h10086.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/3336c7bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/41cd029b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/ffce1877.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, desk, blackout curtains](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/d78ffc9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Winchester Winchester 9.2/10 Wonderful (2192) "Great hotel" £83 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/74000000/73570000/73560200/73560131/79fcba7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/74000000/73570000/73560200/73560131/671c5bf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/74000000/73570000/73560200/73560131/07cd4f83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/74000000/73570000/73560200/73560131/0d6997c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Haymarket Haymarket 9.4/10 Exceptional (232) "Great place to stay" £107 includes taxes & fees 16 Nov - 17 Nov [](https://www.expedia.co.uk/Haymarket-Hotels-Hilton-Garden-Inn-Haymarket.h73560131.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1830000/1828900/1828858/50197254.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1830000/1828900/1828858/7a637e8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1830000/1828900/1828858/2387a9d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1830000/1828900/1828858/028e64b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn by Hilton Gainesville-Haymarket Gainesville 8.8/10 Excellent (961) "Nice hotel, convenient location, lots of shopping and dining options close by." £88 includes taxes & fees 16 Nov - 17 Nov [](https://www.expedia.co.uk/Gainesville-Hotels-Hampton-Inn-By-Hilton-Gainesville-Haymarket.h1828858.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/fd85fd97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/29d89638.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/6a9fc093.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/a984ecc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn at Charles Town - Hollywood Casino Charles Town 8.6/10 Excellent (499) "It is convenient to the casino and racetrack. The continental breakfast was average at best. For a tremendous breakfast try the Charlestown Family Diner across the street from this property." £105 includes taxes & fees 3 Nov - 4 Nov [](https://www.expedia.co.uk/Charles-Town-Hotels-The-Inn-At-Charles-Town.h76876848.Hotel-Information) ![Suite, 1 Bedroom | 1 bedroom, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652870/0a2d8398.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652870/3c75b4dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast meal](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652870/a5945e18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652870/61e9f06d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Candlewood Suites Winchester by IHG Winchester 8.8/10 Excellent (518) "The suites we're clean and spacious. The perfect stay for a family weekend!" £72 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Winchester-Hotels-Candlewood-Suites-Winchester.h1652870.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/5000000/4540000/4532700/4532660/4441f7ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![32-inch LCD TV with satellite channels, TV](https://images.trvl-media.com/lodging/5000000/4540000/4532700/4532660/26679b2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/5000000/4540000/4532700/4532660/ec2efbf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/5000000/4540000/4532700/4532660/39c165a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Charles Town Charles Town 9.4/10 Exceptional (1013) "Great stay for a quick day trip to visit family. " £102 includes taxes & fees 3 Nov - 4 Nov [](https://www.expedia.co.uk/Martinsburg-Hotels-Hampton-Inn-Suites-Charles-Town.h4532660.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32440000/32431200/32431174/6cb6a218.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/33000000/32440000/32431200/32431174/56e9357e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Middleburg Cottage | Living area | LCD TV](https://images.trvl-media.com/lodging/33000000/32440000/32431200/32431174/f6f51ac5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Middleburg Cottage | Egyptian cotton sheets, premium bedding, pillow-top beds](https://images.trvl-media.com/lodging/33000000/32440000/32431200/32431174/06ac9573.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Red Fox Inn & Tavern Middleburg 9.6/10 Exceptional (395) "Beautiful old inn with lots of character. Very friendly staff, spacious room, incredibly comfortable bed!" [](https://www.expedia.co.uk/Middleburg-Hotels-The-Red-Fox-Inn-Tavern.h32431174.Hotel-Information) ![Premium bedding, pillow-top beds, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/73000000/72030000/72023600/72023562/fc21f98c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Laundry room](https://images.trvl-media.com/lodging/73000000/72030000/72023600/72023562/617e781a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/73000000/72030000/72023600/72023562/w3000h1998x0y0-156eb7d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/73000000/72030000/72023600/72023562/5ec973d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Travelodge By Wyndham Charles Town/Harpers Ferry Charles Town 7.0/10 Good (248) "Wasn’t the cleanest but it’s good for a quick stop" £57 includes taxes & fees 26 Oct - 27 Oct [](https://www.expedia.co.uk/Charles-Town-Hotels-Travelodge-By-Wyndham-Charles-TownHarpers-Ferry.h72023562.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/1600/1578/81ded6bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/10000/1600/1578/4f2ee97c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/10000/1600/1578/74ddf85a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Vending machine](https://images.trvl-media.com/lodging/1000000/10000/1600/1578/43526b75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Roof Inn Warrenton Warrenton 6.2/10 (777) "This was a very nice clean, friendly and safe stay!" £63 includes taxes & fees 21 Oct - 22 Oct [](https://www.expedia.co.uk/Warrenton-Hotels-Red-Roof-Inn-Warrenton.h1578.Hotel-Information) ![In-room safe, desk, iron/ironing board, free cots/infant beds](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/28616e5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/422ace16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/d7931645.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/w3000h1997x0y0-2ca33d0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Travelodge by Wyndham Winchester Winchester 8.6/10 Excellent (1090) "It's been a great stay so far" £56 includes taxes & fees 4 Nov - 5 Nov [](https://www.expedia.co.uk/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/689131eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/037b096c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily breakfast for a fee](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/a36008d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/a7fe3c2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Winchester Winchester 8.8/10 Excellent (496) "Great hotel" £81 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Winchester-Hotels-Hilton-Garden-Inn-Winchester.h2169428.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/10000000/9250000/9241800/9241736/61f430ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/10000000/9250000/9241800/9241736/451073a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/10000000/9250000/9241800/9241736/6504eba0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/10000000/9250000/9241800/9241736/dd5f97ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Motel 6 Charles Town, WV Charles Town 7.6/10 Good (737) "Bare bones but okay if you need a shower and a good night’s sleep." £50 includes taxes & fees 10 Nov - 11 Nov [](https://www.expedia.co.uk/Martinsburg-Hotels-Motel-6-Charles-Town.h9241736.Hotel-Information) ![Snack bar](https://images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/b9c1387b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/bf8dce02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/76fedaf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/daf3dfdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TRU By Hilton Winchester Winchester 9.0/10 Wonderful (720) "Clean room easy check in/out" £78 includes taxes & fees 17 Nov - 18 Nov [](https://www.expedia.co.uk/Winchester-Hotels-TRU-By-Hilton-Winchester.h39493421.Hotel-Information) ![Breakfast area](https://images.trvl-media.com/lodging/1000000/860000/856400/856310/8753a03f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/860000/856400/856310/1c983a28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Laundry room](https://images.trvl-media.com/lodging/1000000/860000/856400/856310/92453303.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed with Sofa bed, Smoking | Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/1000000/860000/856400/856310/3c65e97c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Econo Lodge Inn & Suites Middletown 5.8/10 (290) "I loved staying here!" £55 includes taxes & fees 28 Oct - 29 Oct [](https://www.expedia.co.uk/Middletown-Hotels-Econo-Lodge-Inn-Suites.h856310.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.co.uk/Hotel-Search?startDate=2025-10-31&endDate=2025-11-01®ionId=184116&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](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%2FUpperville-Hotels.d184116.Travel-Guide-Hotels)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FUpperville-Hotels.d184116.Travel-Guide-Hotels) ## Stay near popular Upperville attractions [](https://www.expedia.co.uk/Upperville-Park-Hotels.0-l909174232272232448-0.Travel-Guide-Filter-Hotels) ### Upperville Park Explore the great outdoors at Upperville Park, a lovely green space in Upperville. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=909174232272232448) ## Top Upperville Hotel Reviews ![Comfort Inn & Suites Winchester](//images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/cf4c2663_y.jpg) ### Comfort Inn & Suites Winchester 10/10 Excellent "The breakfast was good and a quiet place to stay " [](https://expedia.co.uk/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Winchester](//images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/3336c7bb_y.jpg) ### La Quinta Inn & Suites by Wyndham Winchester 10/10 Excellent "Was just one night with group of friends. Location was great, easy check in and out, good breakfast and comfy beds. Would highly recommend. " [](https://expedia.co.uk/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information) ![Travelodge by Wyndham Winchester](//images.trvl-media.com/lodging/1000000/10000/9600/9600/28616e5b_y.jpg) ### Travelodge by Wyndham Winchester 10/10 Excellent "It was ok" [](https://expedia.co.uk/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.Hotel-Information) ![Country Inn & Suites by Radisson, Winchester, VA](//images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/d0690cde_y.jpg) ### Country Inn & Suites by Radisson, Winchester, VA 10/10 Excellent "Always a great stay at this hotel. I highly recommend! " [](https://expedia.co.uk/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.Hotel-Information) ![Rodeway Inn & Suites - Charles Town, WV](//images.trvl-media.com/lodging/10000000/9870000/9868900/9868848/b6dd3662_y.jpg) ### Rodeway Inn & Suites - Charles Town, WV 10/10 Excellent "Fast check in" [](https://expedia.co.uk/Martinsburg-Hotels-Rodeway-Inn-Suites.h9868848.Hotel-Information) ![Hampton Inn Winchester-University/Mall Area](//images.trvl-media.com/lodging/1000000/20000/20000/19971/17b0fc68_y.jpg) ### Hampton Inn Winchester-University/Mall Area 10/10 Excellent "Great stay! Would definitely would stay again!" [](https://expedia.co.uk/Winchester-Hotels-Hampton-Inn-Winchester-UniversityMall-Area.h19971.Hotel-Information) ![Hilton Garden Inn Dulles North](//images.trvl-media.com/lodging/3000000/2340000/2335200/2335184/b8108f6b_y.jpg) ### Hilton Garden Inn Dulles North 10/10 Excellent "This hotel was a little dated but very clean. The bathroom was very nice. I loved the shower area. But only issue was it water was leaking into the main floor thru the crack while I was taking shower." [](https://expedia.co.uk/Ashburn-Hotels-Hilton-Garden-Inn-Dulles-North.h2335184.Hotel-Information) ![Clarion Inn Harpers Ferry - Charles Town](//images.trvl-media.com/lodging/1000000/980000/977400/977326/a9078e90_y.jpg) ### Clarion Inn Harpers Ferry - Charles Town 10/10 Excellent "Room was great-parking was always easy and conv. Staff were all very friendly and helpful. This was my 3rd time staying here and was again a wonderful experience. " [](https://expedia.co.uk/Martinsburg-Hotels-Clarion-Inn-Harpers-Ferry-Charles-Town.h977326.Hotel-Information) ![The George Washington Hotel, A Wyndham Grand Hotel](//images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/5a07226c_y.jpg) ### The George Washington Hotel, A Wyndham Grand Hotel 10/10 Excellent "Very nice hotel " [](https://expedia.co.uk/Winchester-Hotels-The-George-Washington-Hotel.h1364026.Hotel-Information) ## More cheap stays in Upperville ![Hampton Inn Winchester-University/Mall Area](https://images.trvl-media.com/lodging/1000000/20000/20000/19971/17b0fc68_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hampton Inn Winchester-University/Mall Area 640 East Jubal Early Drive, Winchester, VA £96 26 Oct - 27 Oct includes taxes & fees 9/10 Wonderful! (1,016 reviews) [](https://expedia.co.uk/Winchester-Hotels-Hampton-Inn-Winchester-UniversityMall-Area.h19971.Hotel-Information) ![Clarion Hotel & Conference Center Leesburg](https://images.trvl-media.com/lodging/1000000/30000/24400/24372/8c4e2827_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Clarion Hotel & Conference Center Leesburg 1500 E Market St, Leesburg, VA £87 9 Nov - 10 Nov includes taxes & fees 6.6/10 (1,008 reviews) [](https://expedia.co.uk/Leesburg-Hotels-Clarion-Hotel-Conference-Center-Leesburg.h24372.Hotel-Information) ![Comfort Inn & Suites Winchester](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/cf4c2663_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Comfort Inn & Suites Winchester 195 Kernstown Commons Blvd, Winchester, VA £79 20 Oct - 21 Oct includes taxes & fees 9.4/10 Exceptional! (1,019 reviews) [](https://expedia.co.uk/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information) ![Baymont by Wyndham Warrenton](https://images.trvl-media.com/lodging/1000000/20000/10100/10086/ad87d83f_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Baymont by Wyndham Warrenton 7379 Comfort Inn Drive, U.S. 29, Warrenton, VA £55 23 Oct - 24 Oct includes taxes & fees 6.4/10 (1,005 reviews) [](https://expedia.co.uk/Warrenton-Hotels-Baymont-By-Wyndham-Warrenton.h10086.Hotel-Information) ![Travelodge by Wyndham Winchester](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/28616e5b_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Travelodge by Wyndham Winchester 160 Front Royal Pike, Winchester, VA £56 4 Nov - 5 Nov includes taxes & fees 8.4/10 Very Good! (1,086 reviews) [](https://expedia.co.uk/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.Hotel-Information) ![Red Roof Inn Leesburg, VA](https://images.trvl-media.com/lodging/1000000/20000/17600/17577/610f0a4e_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Red Roof Inn Leesburg, VA 721 East Market Street, Leesburg, VA £73 27 Oct - 28 Oct includes taxes & fees 8.4/10 Very Good! (1,007 reviews) [](https://expedia.co.uk/Leesburg-Hotels-Red-Roof-Inn-Leesburg.h17577.Hotel-Information) ## Frequently asked questions ### When is the best time to go to Upperville? > The most popular time to visit Upperville is in May, when the countryside bursts into bloom and the weather is pleasantly warm. With average temperatures hovering around 20°C, it's an excellent period for enjoying the scenic landscapes and participating in outdoor activities such as hiking, horseback riding, and visiting local wineries. > > > > During the peak season, which spans from April to June, Upperville attracts numerous visitors eager to experience its charming atmosphere and vibrant events. This thriving time of year is superb for those who appreciate quality experiences, as you can immerse yourself in the local culture with various festivals and community gatherings. The delightful climate complements outdoor adventures, allowing you to explore the picturesque trails and enjoy the breathtaking views that this region has to offer. > > > > If you're seeking a more tranquil experience, consider visiting in October. This month tends to be less crowded, offering a peaceful ambience while still allowing you to appreciate the stunning fall foliage and partake in seasonal activities like apple picking and vineyard tours. ### Can I cancel my hotel reservation on Expedia? > You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Upperville. ### How can I save on a Upperville hotel booking with Expedia? > With Expedia, you'll unlock our lowest prices by becoming a member. It's free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on Upperville hotels. Another way to save is by booking your hotel and flights together on Expedia, where bundling can lead to significant savings. ### How much is the nightly rate at a Upperville hotel? > Prices for hotels in Upperville often vary, but you can find a great deal from £50 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate. ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - Other - More ways to book - [Airlie Hotels](https://www.expedia.co.uk/Airlie-Hotels.d55540.Travel-Guide-Hotels) - [Aldie Hotels](https://www.expedia.co.uk/Aldie-Hotels.d553248622877094266.Travel-Guide-Hotels) - [Hotels near Aspen Dale Winery at the Barn](https://www.expedia.co.uk/Aspen-Dale-Winery-At-The-Barn-Hotels.0-l553248621532661858-0.Travel-Guide-Filter-Hotels) - [Berryville Hotels](https://www.expedia.co.uk/Berryville-Hotels.d184082.Travel-Guide-Hotels) - [Cabin Rentals in Blue Ridge](https://www.expedia.co.uk/Blue-Ridge-Cabins.d553248635976006713-aaCabins.Travel-Guide-Accommodation) - [Chalets in Blue Ridge](https://www.expedia.co.uk/Blue-Ridge-Chalets.d553248635976006713-aaChalets.Travel-Guide-Accommodation) - [Guest Houses in Blue Ridge](https://www.expedia.co.uk/Blue-Ridge-Guest-Houses.d553248635976006713-aaGuestHouses.Travel-Guide-Accommodation) - 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[Flights from Belfast (BFS) to Winchester (WGO)](https://www.expedia.co.uk/lp/flights/bfs/wgo/belfast-to-winchester) - [Flights from Birmingham (BHM) to Winchester (WGO)](https://www.expedia.co.uk/lp/flights/bhm/wgo/birmingham-to-winchester) - [Flights from Edinburgh (EDI) to Winchester (WGO)](https://www.expedia.co.uk/lp/flights/edi/wgo/edinburgh-to-winchester) - [Flights from Glasgow (GLA) to Winchester (WGO)](https://www.expedia.co.uk/lp/flights/gla/wgo/glasgow-to-winchester) - [Flights from Washington (IAD) to Winchester (WGO)](https://www.expedia.co.uk/lp/flights/iad/wgo/washington-to-winchester) - [Flights from Seoul (ICN) to Winchester (WGO)](https://www.expedia.co.uk/lp/flights/icn/wgo/seoul-to-winchester) - [Flights from Indianapolis (IND) to Winchester (WGO)](https://www.expedia.co.uk/lp/flights/ind/wgo/indianapolis-to-winchester) - [Flights from Los Angeles (LAX) to Winchester (WGO)](https://www.expedia.co.uk/lp/flights/lax/wgo/los-angeles-to-winchester) - [Flights from London (LON) to Winchester (WGO)](https://www.expedia.co.uk/lp/flights/lon/wgo/london-to-winchester) - [Flights from Miami (MIA) to Winchester (WGO)](https://www.expedia.co.uk/lp/flights/mia/wgo/miami-to-winchester) - [Flights from Chicago (ORD) to Winchester (WGO)](https://www.expedia.co.uk/lp/flights/ord/wgo/chicago-to-winchester) - [Aldie Mill Historic Park](https://www.expedia.co.uk/Aldie-Mill-Historic-Park-Aldie.d553248621532661902.Attraction) - [Visit Aldie](https://www.expedia.co.uk/Aldie.dx553248622877094266) - [Aspen Dale Winery at the Barn](https://www.expedia.co.uk/Aspen-Dale-Winery-At-The-Barn-Delaplane.d553248621532661858.Attraction) - [Barns of Rose Hill](https://www.expedia.co.uk/Barns-Of-Rose-Hill-Berryville.d553248621561864687.Attraction) - [Berryville Holidays](https://www.expedia.co.uk/Berryville.d184082.Holidays-City-Breaks) - [Visit Bluemont](https://www.expedia.co.uk/Bluemont.dx6348602) - [Boyce Holidays](https://www.expedia.co.uk/Boyce.d184084.Holidays-City-Breaks) - [Cobbler Mountain Cellars](https://www.expedia.co.uk/Cobbler-Mountain-Cellars-Delaplane.d553248621532661860.Attraction) - [Dinosaur Land](https://www.expedia.co.uk/Dinosaur-Land-White-Post.d553248621532661835.Attraction) - [Visit Front Royal](https://www.expedia.co.uk/Front-Royal.dx7312) - [Glenwood Park](https://www.expedia.co.uk/Glenwood-Park-Middleburg.d553248621532661869.Attraction) - [Visit Linden](https://www.expedia.co.uk/Linden.dx3000460101) - [Mackintosh Fruit Farm](https://www.expedia.co.uk/Mackintosh-Fruit-Farm-Berryville.d553248621532661930.Attraction) - [National Sporting Library & Museum](https://www.expedia.co.uk/National-Sporting-Library-Museum-Middleburg.d553248621532661872.Attraction) - [Visit Paeonian Springs](https://www.expedia.co.uk/Paeonian-Springs.dx3000355237) - [Philip Carter Winery](https://www.expedia.co.uk/Philip-Carter-Winery-Hume.d553248621532661855.Attraction) - [Visit Purcellville](https://www.expedia.co.uk/Purcellville.dx6338641) - [Quattro Goomba's Winery](https://www.expedia.co.uk/Quattro-Goombas-Winery-Aldie.d553248621532661904.Attraction) - [Visit Round Hill](https://www.expedia.co.uk/Round-Hill.dx3000460647) - [Visit The Plains](https://www.expedia.co.uk/The-Plains.dx3000460694) - [Ace New Zealand Rental Cars in Riverton](https://www.expedia.co.uk/ACE-New-Zealand-Car-Rentals-In-Riverton.d553248635975849884-c1106.Car-Rental-Guide-Suppliers) - [Car hire Aldie](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Aldie.d553248622877094266.Car-Hire-Guide) - [Car hire Front Royal](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Front-Royal.d7312.Car-Hire-Guide) - [Car hire Middleburg](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Middleburg.d55837.Car-Hire-Guide) - [Car hire Paris](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Paris.d6050691.Car-Hire-Guide) - [Car hire near Loudoun County](https://www.expedia.co.uk/Destinations-In-Loudoun-County.d3000391184.Car-Hire-Destinations) - [Dollar Rent A Car Rental Cars in Blue Ridge](https://www.expedia.co.uk/Dollar-Rent-A-Car-Car-Rentals-In-Blue-Ridge.d553248635976006713-c43.Car-Rental-Guide-Suppliers) - [Global Rent a Car Rental Cars in Blue Ridge](https://www.expedia.co.uk/Global-Rent-A-Car-Car-Rentals-In-Blue-Ridge.d553248635976006713-c1062.Car-Rental-Guide-Suppliers) - [Front Royal Holiday Rentals](https://www.expedia.co.uk/Front-Royal-Holiday-Rentals.d7312.Travel-Guide-HolidayRentals) - [Middleburg Holiday Rentals](https://www.expedia.co.uk/Middleburg-Holiday-Rentals.d55837.Travel-Guide-HolidayRentals) - [Things to do in Blue Ridge](https://www.expedia.co.uk/Things-To-Do-In-Blue-Ridge.d553248635976006713.Travel-Guide-Activities) - [Things to do in Bluemont](https://www.expedia.co.uk/Things-To-Do-In-Bluemont.d6348602.Travel-Guide-Activities) - [Book Hotels in Upperville on Expedia.com](https://www.expedia.com/Upperville-Hotels.d184116.Travel-Guide-Hotels) ![](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. 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