Upperville Vacations
Book a Hotel + Flight or Car together to unlock savings
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Better together
Save up to ₩234,741 when you book a flight and hotel together*
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With over 300,000 hotels worldwide, it's easy to create a perfect package
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Find the Best Upperville Vacation Packages
Upperville Hotel Deals
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 ₩134,056 per night from May 5 to May 6
₩134,056
₩145,856 total
includes taxes & fees
May 5 - May 6
9/10 Wonderful! (1,968 reviews)
"excellent choice"
Reviewed on Apr 30, 2025
Lansdowne Resort and Spa
44050 Woodridge Pkwy, Leesburg, VA
Fully refundableReserve now, pay when you stay
The price is ₩312,461 per night from May 11 to May 12
₩312,461
₩409,491 total
includes taxes & fees
May 11 - May 12
8.6/10 Excellent! (1,001 reviews)
"Such a relaxing stay!"
Reviewed on Apr 27, 2025
Salamander Resort And Spa
500 North Pendleton Street, Middleburg, VA
Fully refundableReserve now, pay when you stay
The price is ₩795,731 per night from May 1 to May 2
₩795,731
₩981,602 total
includes taxes & fees
May 1 - May 2
9/10 Wonderful! (350 reviews)
"5 star"
Reviewed on Apr 26, 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.