Upperville Holidays
Photo by Michael Gibson
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Top hotels in Upperville
Travelodge by Wyndham Winchester
160 Front Royal Pike, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is S$98 per night from 5 Nov to 6 Nov
S$98
5 Nov - 6 Nov
includes taxes & fees
8.4/10 Very Good! (1,122 reviews)
Every thing wAs good
Reviewed on 3 Nov, 2025
Hilton Garden Inn Dulles North
22400 Flagstaff Plaza, Ashburn, VA
Fully refundableReserve now, pay when you stay
The price is S$128 per night from 30 Nov to 1 Dec
S$128
30 Nov - 1 Dec
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
Easy check in and clean rooms.
Reviewed on 29 Oct, 2025
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$151 per night from 1 Dec to 2 Dec
S$151
1 Dec - 2 Dec
includes taxes & fees
9.2/10 Wonderful! (2,188 reviews)
Good
Reviewed on 30 Oct, 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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Flights
Packages
* 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.
