
Upperville Holidays
Photo by Michael Gibson
Top hotels in Upperville

La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is S$143 per night from 1 Sept to 2 Sept
S$143
1 Sept - 2 Sept
includes taxes & fees
9.2/10 Wonderful! (2,137 reviews)
"The bedroom was clean. Some area a bit older looking but good. Hall ways a little smelly like needs carpets refreshed. But not all that bad.."
Reviewed on 25 Aug, 2025

Lansdowne Resort and Spa
44050 Woodridge Pkwy, Leesburg, VA
Fully refundableReserve now, pay when you stay
The price is S$351 per night from 1 Sept to 2 Sept
S$351
1 Sept - 2 Sept
includes taxes & fees

Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike, Winchester, VA
Fully refundable
The price is S$118 per night from 7 Sept to 8 Sept
S$118
7 Sept - 8 Sept
includes taxes & fees
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.
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