Upperville Holidays
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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
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$133 per night from 4 May to 5 May
S$133
includes taxes & fees
4 May - 5 May
9/10 Wonderful! (1,968 reviews)
"excellent choice"
Reviewed on 30 Apr, 2025
Lansdowne Resort and Spa
44050 Woodridge Pkwy, Leesburg, VA
Fully refundableReserve now, pay when you stay
The price is S$373 per night from 11 May to 12 May
S$373
includes taxes & fees
11 May - 12 May
8.6/10 Excellent! (1,000 reviews)
"Such a relaxing stay!"
Reviewed on 27 Apr, 2025
Salamander Resort And Spa
500 North Pendleton Street, Middleburg, VA
Fully refundableReserve now, pay when you stay
The price is S$896 per night from 1 May to 2 May
S$896
includes taxes & fees
1 May - 2 May
9/10 Wonderful! (351 reviews)
"This was the best hotel experience we have ever had. Staff went out of their way to be accommodating without you even having to ask for help. We visited for the first time to celebrate our mini moon a free our wedding and they gave us a free room upgrade to a suite. They also surprised us with a ..."
Reviewed on 29 Apr, 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.