Upperville Holidays
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Save up to NZ$616 when you book a flight and hotel together*
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Upperville Holiday
Our pick of the best 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 NZ$171 per night from 5 May to 6 May
NZ$171
includes taxes & fees
5 May - 6 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 NZ$480 per night from 11 May to 12 May
NZ$480
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 NZ$1,164 per night from 7 May to 8 May
NZ$1,164
includes taxes & fees
7 May - 8 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.
More holiday ideas
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.