Winchester Historic District 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
Our pick of the best Winchester Historic District Hotel Deals
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
Fully refundableReserve now, pay when you stay
The price is NZ$237 per night from 7 June to 8 June
NZ$237
7 June - 8 June
includes taxes & fees
9.4/10 Exceptional! (1,005 reviews)
You can’t go wrong staying here. The staff were very friendly. The beds were very comfortable and the room was very clean. This hotel is centrally located so you can park your car and walk around the old town area. This was our second time staying here and it didn’t disappoint. We will definitely ...
Reviewed on 17 May 2026
Spark by Hilton Winchester
150 Wingate Dr Winchester VA
Fully refundableReserve now, pay when you stay
The price is NZ$153 per night from 24 May to 25 May
NZ$153
24 May - 25 May
includes taxes & fees
9/10 Wonderful! (1,015 reviews)
Everything was great from check-in to checkout. Facilities were clean, room was clean, pool was clean and well taken care bo complaints.
Reviewed on 16 May 2026
TRU By Hilton Winchester
118 Mercedes Court Winchester VA
Fully refundableReserve now, pay when you stay
The price is NZ$197 per night from 2 June to 3 June
NZ$197
2 June - 3 June
includes taxes & fees
9/10 Wonderful! (860 reviews)
The room was spotless! Bed was so very comfortable. Breakfast was just right!
Reviewed on 17 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.