
Upperville Holidays
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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 2 Sept to 3 Sept
S$143
2 Sept - 3 Sept
includes taxes & fees
9.2/10 Wonderful! (2,130 reviews)
"A"
Reviewed on 22 Aug, 2025

Lansdowne Resort and Spa
44050 Woodridge Pkwy, Leesburg, VA
Fully refundableReserve now, pay when you stay
The price is S$353 per night from 1 Sept to 2 Sept
S$353
1 Sept - 2 Sept
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"My wife and I are repeat visitors mainly for the pool facilities. While our overall experience has been very positive our latest visit was checkered. We were given a room on the same floor as wedding party guests which was quite loud after I explicitly asked for a nonadjoining room because we are ..."
Reviewed on 24 Aug, 2025

Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike, Winchester, VA
Fully refundable
The price is S$119 per night from 7 Sept to 8 Sept
S$119
7 Sept - 8 Sept
includes taxes & fees
9/10 Wonderful! (1,004 reviews)
"It was a great stay for what we needed! A comfortable place to stay while exploring Winchester each day. Pool was a great touch and the front desk lady was helpful and nice! Will be back again!"
Reviewed on 21 Aug, 2025
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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