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Choose from 731 Upperville Hotel Deals
Lansdowne Resort and Spa
"The hotel property and staff were great. The service at the clubhouse restaurant was terrible. We didn’t get one of our meals until after everyone ese was already finished and had to ask to have it removed from the bill. Otherwise the hotel was lovely but the dining experience was sub par."
Reviewed on Aug 18, 2026
Salamander Resort And Spa
"A really luxe resort. Outside pool area super good fun and great for kids and adults alike with separate areas. Well staffed in all areas of the hotel"
Reviewed on Aug 18, 2026
Spark by Hilton Winchester
"When I arrived D at the front desk was so helpful to me! She was very professional in her job answering all my questions to her. The room I stayed in was very clean. Breakfast was really good too! Overall experience 10 of 10!"
Reviewed on Aug 18, 2026
Holiday Inn Winchester Se-Historic Gateway by IHG
"It was a convenient location and having on-site dining was a plus for us. The room was clean and comfortable and the staff was very friendly."
Reviewed on Aug 18, 2026
The George Washington Hotel, A Wyndham Grand Hotel
Hilton Garden Inn Dulles North
"Clean room and experience, consistent with the Hilton Garden Inn brand."
Reviewed on Aug 17, 2026
La Quinta Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester
"We love staying at this hotel. It's always clean. The staff is friendly. The rooms are nice with very comfortable beds. They serve a nice free breakfast with hot choices and a big variety. 😋 There's a fitness room and an indoor heated pool. 24 hour coffee bar."
Reviewed on Aug 18, 2026
Hotel Burg
TRU By Hilton Winchester
"Staff"
Reviewed on Aug 18, 2026
Comfort Inn & Suites Winchester
"Check in staff was very friendly, room was clean, plenty of space to walk the dog, the area was safe, and plenty of eating options within walking distance. Would definitely stay here again."
Reviewed on Aug 17, 2026
Travelodge by Wyndham Winchester
"Convenient parking. Decent for an overnight stay."
Reviewed on Aug 17, 2026
Find cheap hotels in Upperville
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