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Hotels in Upperville

Choose from 740 Upperville Hotel Deals

Spark by Hilton Winchester

Spark by Hilton Winchester

3 out of 5
150 Wingate Dr Winchester VA
  • 31 min drive from Upperville Park
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and ...
9/10 Wonderful! (1,004 reviews)
"The hotel was lovely, staff was friendly. The walls are thin, the AC is loud, the road and parking lot are loud(we were in the top floor). The beds were not comfortable and the breakfast was lacking of anything warm, except for the pretty awful coffee."

Reviewed on Jun 18, 2026

Spark by Hilton Winchester
Lansdowne Resort and Spa

Lansdowne Resort and Spa

4 out of 5
44050 Woodridge Pkwy Leesburg VA
  • 21 min drive from Upperville Park
Book a stay at this golf resort in Leesburg. Enjoy an outdoor pool, a golf course, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
8.8/10 Excellent! (1,000 reviews)
"Rooms were clean, bar staff was great"

Reviewed on Jun 14, 2026

Lansdowne Resort and Spa
TRU By Hilton Winchester

TRU By Hilton Winchester

2.5 out of 5
118 Mercedes Court Winchester VA
  • 39 min drive from Upperville Park
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (963 reviews)
"It would be nice to have a microwave and coffee/tea in the room"

Reviewed on Jun 17, 2026

TRU By Hilton Winchester
Salamander Resort And Spa

Salamander Resort And Spa

5 out of 5
500 North Pendleton Street Middleburg VA
  • 7 min drive from Upperville Park
Book a stay at this luxury resort in Middleburg. Enjoy free WiFi, an outdoor pool, and a full-service spa. Popular attractions Middleburg Community Center and ...
9.2/10 Wonderful! (399 reviews)
"Beautiful stay all around!"

Reviewed on May 29, 2026

Salamander Resort And Spa
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

2.5 out of 5
160 Front Royal Pike Winchester VA
  • 30 min drive from Upperville Park
Stay at this motel in Winchester. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.6/10 Excellent! (1,072 reviews)
"We really liked our stay in Winchester, and the hotel was in a good location for us on our travels. It was clean the, and the breakfast hostess was awesome. 😊"

Reviewed on Jun 17, 2026

Travelodge by Wyndham Winchester
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

3.5 out of 5
103 E Piccadilly St Winchester VA
  • 34 min drive from Upperville Park
Book a stay at this spa hotel in Winchester. Enjoy a full-service spa, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the ...
9.4/10 Exceptional! (1,003 reviews)
"What a beautiful hotel. This hotel has so much history and charm. The rooms are clean and beautiful. The parking garage is right beside it making it so convenient. The location of the hotel was amazing only one block from restaurant and shops."

Reviewed on Jun 17, 2026

The George Washington Hotel, A Wyndham Grand Hotel
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 out of 5
150 Faraday Plaza Winchester VA
  • 38 min drive from Upperville Park
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (1,475 reviews)
"Clean room, respectful staff, breakfast was good and parking was great!"

Reviewed on Jun 17, 2026

Microtel Inn & Suites by Wyndham Winchester
Baymont by Wyndham Warrenton

Baymont by Wyndham Warrenton

2.5 out of 5
7379 Comfort Inn Drive Warrenton VA
  • 44 min drive from Upperville Park
Book a stay at this business-friendly motel in Warrenton. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the helpful staff and the ...
6.2/10 (1,002 reviews)
"The staff was excellent . The rooms television and remote wasn’t working properly and they didn’t have anyone to fix it . They had a fire hazard a power strip . The grounds were in horrible shape and there was a distinct smell of crank and marijuana lingering during our whole stay . The water pretty ..."

Reviewed on Jun 18, 2026

Baymont by Wyndham Warrenton
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

3 out of 5
333 Front Royal Pike Winchester VA
  • 29 min drive from Upperville Park
Book a stay at this business-friendly hotel in Winchester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
9/10 Wonderful! (1,000 reviews)
"Staff were polite and helpful, room was clean."

Reviewed on Jun 14, 2026

Holiday Inn Winchester Se-Historic Gateway by IHG
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

3 out of 5
1055 Millwood Pike, Route 50 East Winchester VA
  • 30 min drive from Upperville Park
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (2,269 reviews)
"It was a great overnight stay"

Reviewed on Jun 18, 2026

La Quinta Inn & Suites by Wyndham Winchester
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

2.5 out of 5
195 Kernstown Commons Blvd Winchester VA
  • 24 min drive from Upperville Park
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (1,110 reviews)
"The room was clean, the ac worked well, we got a good night's sleep."

Reviewed on Jun 18, 2026

Comfort Inn & Suites Winchester
Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town

2.5 out of 5
4328 William L Wilson Fwy Harpers Ferry WV
  • 55 min drive from Upperville Park
Book a stay at this business-friendly hotel in Harpers Ferry. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant ...
7.8/10 Good! (1,015 reviews)
"This property is probably a good value for the cost. It’s affordable, but just kind of old and looking it’s age. Pictures made it look better, so I was a little disappointed. Also picked this property because it had a restaurant - but restaurant was closed for the weekend. So, all in all, I would ..."

Reviewed on Jun 15, 2026

Clarion Inn Harpers Ferry - Charles Town
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.

Find cheap hotels in Upperville

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Frequently Asked Questions About Upperville hotels

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How many hotels are there in Upperville?

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