Upperville Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NZ$2,400 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Upperville Holiday
Our pick of the best Upperville Hotel Deals
Spark by Hilton Winchester
150 Wingate Dr Winchester VA
Fully refundableReserve now, pay when you stay
The price is NZ$154 per night from 24 May to 25 May
NZ$154
24 May - 25 May
includes taxes & fees
9/10 Wonderful! (1,014 reviews)
Breakfast menu was simple but fresh.
Reviewed on 16 May 2026
Lansdowne Resort and Spa
44050 Woodridge Pkwy Leesburg VA
Fully refundableReserve now, pay when you stay
The price is NZ$495 per night from 25 May to 26 May
NZ$495
25 May - 26 May
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
Great stay
Reviewed on 12 May 2026
Salamander Resort And Spa
500 North Pendleton Street Middleburg VA
Fully refundableReserve now, pay when you stay
The price is NZ$1,207 per night from 28 May to 29 May
NZ$1,207
28 May - 29 May
includes taxes & fees
9.2/10 Wonderful! (395 reviews)
The Spa was relaxing; our rooms were clean and tidy day and night with turn down service. The staff was always pleasant.
Reviewed on 14 May 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
