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Choose from 751 Upperville Hotel Deals

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! (1,003 reviews)
"It’s a beautiful place but the rooms were fairly average. Nothing special. The shower was the worst part, it was either super hot or cold. Went to a trickle on medium. Couldn’t wash my hair! Also the breakfast buffet was $30 per person and not that great either. If you’re a golfer, you’d love it. ..."

Reviewed on Jul 3, 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! (1,008 reviews)
"Good location but floor was sticky in room and no closets, just open hooks."

Reviewed on Jul 4, 2026

TRU By Hilton Winchester
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! (1,003 reviews)
"This newly renovated, squeaky clean hotel is a favorite of ours as a stop off on our I-81 journeys. It is at an excellent location, quiet, clean, and the rooms are spacious. Hotel gym, breakfast, and pool are excellent additions to our stay here. They are also pet friendly and have a nice spot to ..."

Reviewed on Jun 28, 2026

Spark 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! (403 reviews)
"Staff were very nice and knowledgeable about the history of the resort. My stay was very relaxing. I also enjoyed the zip-line tour. I recommend trying one of the salamander adventure activities."

Reviewed on Jul 3, 2026

Salamander Resort And Spa
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! (1,006 reviews)
"Very charming historic hotel. Close to very nice restaurants and tourist District."

Reviewed on Jul 4, 2026

The George Washington Hotel, A Wyndham Grand Hotel
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! (1,006 reviews)
"Comfortable clean room. Bathroom could use an upgrade. Shower head flow could not be changed to a softer setting. Also one of the few hotel chains that doesn’t offer a free breakfast. At $10 pp, Wawa is not far and has good food and coffee."

Reviewed on Jul 3, 2026

Holiday Inn Winchester Se-Historic Gateway by IHG
Hotel Burg

Hotel Burg

4 out of 5
208 S King Street Leesburg VA
  • 23 min drive from Upperville Park
Stay at this hotel in Leesburg. Enjoy free WiFi, 2 restaurants, and 3 bars/lounges. Popular attractions Gleedsville Art Gallery and Tally Ho Theatre are located ...
9.6/10 Exceptional! (86 reviews)
"Beware of the steep amenities fee upon checkout! This was a surprise and disappointment as it is not included in the rate. This fee includes coffee BUT coffee is ONLY available from 7am-8am in the morning. I am doubtful i will stay there again."

Reviewed on Jul 4, 2026

Hotel Burg
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! (1,428 reviews)
"We live close by to the hotel and our air conditioner is not working during this heat wave. This was our second stay because of how friendly the staff is as well as being a clean property. The breakfast has multiple choices. Great hotel especially for the price."

Reviewed on Jul 3, 2026

Microtel 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! (1,119 reviews)
"Super clean. Good breakfast. Not sure what’s up with the basic internet. Too slow to be useful. TV also cut out or froze at times."

Reviewed on Jul 5, 2026

Comfort Inn & Suites Winchester
Hilton Garden Inn Dulles North

Hilton Garden Inn Dulles North

3 out of 5
22400 Flagstaff Plaza Ashburn VA
  • 18 min drive from Upperville Park
Book a stay at this business-friendly hotel in Ashburn. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.4/10 Very Good! (1,005 reviews)
"Clean room, comfortable beds, friendly staff"

Reviewed on Jul 3, 2026

Hilton Garden Inn Dulles North
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! (2,275 reviews)
"Had to switch rooms a couple times but staff was helpful. First time, the door didn’t lock properly and the second time the AC was broken. Breakfast and coffee was terrible."

Reviewed on Jul 3, 2026

La Quinta Inn & Suites by Wyndham Winchester
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! (1,050 reviews)
"Air was on and cold how wonderful to walk into a chilly room"

Reviewed on Jul 3, 2026

Travelodge by Wyndham Winchester
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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How many hotels are there in Upperville?

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