Upperville Holidays
Photo by Michael Gibson
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Save up to S$134 when you book a flight and hotel together*
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Top hotels in Upperville
Salamander Resort And Spa
500 North Pendleton Street, Middleburg, VA
The price is S$907 per night from 5 Oct to 6 Oct
S$907
5 Oct - 6 Oct
includes taxes & fees
9/10 Wonderful! (363 reviews)
"Lovely restful 2 days Unable to book massage and facial they are fully booked. I was told they are booked months in advance."
Reviewed on 28 Aug, 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 22 Sept to 23 Sept
S$151
22 Sept - 23 Sept
includes taxes & fees
9.2/10 Wonderful! (2,152 reviews)
"Easy access to the highway as we passed through."
Reviewed on 13 Sept, 2025
Travelodge by Wyndham Winchester
160 Front Royal Pike, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is S$96 per night from 20 Oct to 21 Oct
S$96
20 Oct - 21 Oct
includes taxes & fees
8.4/10 Very Good! (1,095 reviews)
"Overall a very good experience"
Reviewed on 15 Sept, 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.
