
Winchester Historic District Holidays from NZ$2,725
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Top Holiday Package Deals in Winchester Historic District
Price found within the past 48 hours. Click for updated prices.





134 Prince - Luxury Boutique Hotel
per person
27 Sept - 29 Sept
found 12 hours ago
Return direct flight included
Auckland (AKL) to Baltimore (BWI)
9.6/10 Exceptional! (20 reviews)
Fantastic hotel with exceptional service and attention to detail. Debbie and the other members of staff were warm and welcoming, nothing was to much trouble. Look forward to staying there again in the future. Thank you for a wonderful stay.
Reviewed on 22 Jan. 2023
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$241 per night from 17 Aug to 18 Aug
NZ$241
17 Aug - 18 Aug
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
"This hotel is great. I’ve stayed there before and we’ll stay there again. My only gripe is that the hot tub wasn’t hot…it was warm, and there were no jets of any consequence… I absolutely recommend this hotel!"
Reviewed on 6 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 NZ$189 per night from 1 Sept to 2 Sept
NZ$189
1 Sept - 2 Sept
includes taxes & fees
9.2/10 Wonderful! (2,123 reviews)
"One of our fave places to stay when we visit Winchester."
Reviewed on 10 Aug. 2025

Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike, Winchester, VA
Fully refundable
The price is NZ$175 per night from 24 Aug to 25 Aug
NZ$175
24 Aug - 25 Aug
includes taxes & fees
9/10 Wonderful! (1,004 reviews)
"Wish breakfast was free. Other than that is was good."
Reviewed on 6 Aug. 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.