Upperville Holidays
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Top hotels in Upperville
Lansdowne Resort and Spa
44050 Woodridge Pkwy Leesburg VA
Fully refundableReserve now, pay when you stay
The price is S$340 per night from 8 Jul to 9 Jul
S$340
8 Jul - 9 Jul
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
"The resort was gorgeous and well maintained. The proximity to various vineyards was perfect."
Reviewed on 22 Jun, 2026
Spark by Hilton Winchester
150 Wingate Dr Winchester VA
Fully refundableReserve now, pay when you stay
The price is S$129 per night from 6 Jul to 7 Jul
S$129
6 Jul - 7 Jul
includes taxes & fees
9/10 Wonderful! (1,008 reviews)
"Staff was friendly and responsive. Room was clean. We did not use amenities, but they seemed nice enough"
Reviewed on 21 Jun, 2026
TRU By Hilton Winchester
118 Mercedes Court Winchester VA
Fully refundableReserve now, pay when you stay
The price is S$112 per night from 5 Jul to 6 Jul
S$112
5 Jul - 6 Jul
includes taxes & fees
9.2/10 Wonderful! (978 reviews)
"The check in person was fine. Others not so much!"
Reviewed on 22 Jun, 2026
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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- Appleland Sports Center
- Arlington Holidays
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- Visit Berryville
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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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
