Winchester Historic District Holidays
- Plan, book, travel with confidence
Better together
Save up to S$134 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top hotels in Winchester Historic District
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is S$184 per night from 17 Aug to 18 Aug
S$184
17 Aug - 18 Aug
includes taxes & fees
9.2/10 Wonderful! (1,002 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 S$143 per night from 7 Sept to 8 Sept
S$143
7 Sept - 8 Sept
includes taxes & fees
9.2/10 Wonderful! (2,111 reviews)
"Love the room layout, bathroom is a buffer to minimize noise from hallway. Fitness equipment needs repair"
Reviewed on 5 Aug, 2025
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike, Winchester, VA
Fully refundable
The price is S$134 per night from 17 Aug to 18 Aug
S$134
17 Aug - 18 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. 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.