Winchester Historic District Vacations from ₩2,810,112

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to ₩234,741 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

The Latest Winchester Historic District Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Glover Park - Georgetown
Arlo Washington DC
Crowne Plaza Crystal City-Washington, D.C. by IHG
citizenM Washington DC Capitol
The Churchill Hotel near Embassy Row

Winchester Historic District Hotel Deals

The George Washington Hotel, A Wyndham Grand Hotel
The George Washington Hotel, A Wyndham Grand Hotel
3.5 out of 5
103 E Piccadilly St, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is ₩174,417 per night from Jul 20 to Jul 21
₩174,417
₩197,615 total
Jul 20 - Jul 21
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
"Great location! Short walk to Loudon St where all the restaurants and shops are located along with historic sites. Rooms are very nice and upscale."

Reviewed on Jul 7, 2025

The George Washington Hotel, A Wyndham Grand Hotel
La Quinta Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham Winchester
3 out of 5
1055 Millwood Pike, Route 50 East, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is ₩159,627 per night from Jul 20 to Jul 21
₩159,627
₩173,674 total
Jul 20 - Jul 21
includes taxes & fees
9/10 Wonderful! (2,075 reviews)
"Safe and quiet. Esdy parking"

Reviewed on Jul 10, 2025

La Quinta Inn & Suites by Wyndham Winchester
Travelodge by Wyndham Winchester
Travelodge by Wyndham Winchester
2.5 out of 5
160 Front Royal Pike, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is ₩95,024 per night from Jul 20 to Jul 21
₩95,024
₩103,397 total
Jul 20 - Jul 21
includes taxes & fees
8.4/10 Very Good! (1,100 reviews)
"Staff friendly and helpful.. room was clean and bed very comfortable."

Reviewed on Jul 9, 2025

Travelodge by Wyndham Winchester
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.