A stone building with a sign reading "W. 8th Street."

Winchester Historic District Holidays from £1,041

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The Latest Winchester Historic District Holiday Packages

Price found within the past 48 hours. Click for updated prices.
  • A modern living room with a sofa, a coffee table, and a flat-screen TV mounted on the wall.
    28 Dec - 2 Jan

    Hotel Rendale Washington DC + Flight

    Northwest
    5 nights
    3.5 star property
    7.8/10 - Good (1,426 reviews)
    "Nice location! Clean and comfortable!"
    Reviewed November 7, 2026
    Return • London (LON) - Baltimore (BWI)
    LHR - BWI • Direct BWI - LHR • 1 stop
    £1,183
    £1,041
    per traveller
    found 1 hour ago
    Hotel Rendale Washington DC
  • A spacious lobby with a high ceiling, modern furniture, and large windows offering views of the outside.
    28 Dec - 2 Jan

    Fairmont Washington, D.C., Georgetown + Flight

    Northwest
    5 nights
    5.0 star property
    9.6/10 - Exceptional (1,004 reviews)
    Return • London (LON) - Baltimore (BWI)
    LHR - BWI • Direct BWI - LHR • 1 stop
    £1,653
    £1,337
    per traveller
    found 1 hour ago
    Fairmont Washington, D.C., Georgetown
  • A spacious lobby with a bar area, wooden flooring, and a large chandelier.
    28 Dec - 2 Jan

    The Darcy Hotel + Flight

    Downtown Washington D.C.
    5 nights
    4.5 star property
    9.2/10 - Wonderful (1,778 reviews)
    Return • London (LON) - Baltimore (BWI)
    LHR - BWI • Direct BWI - LHR • 1 stop
    £1,316
    £1,164
    per traveller
    found 1 hour ago
    The Darcy Hotel
  • A modern hotel room with a balcony, a bed, a desk, and a view of a cityscape at night.
    28 Dec - 2 Jan

    Hyatt Regency Bethesda + Flight

    Bethesda Downtown
    5 nights
    4.0 star property
    8.8/10 - Excellent (1,260 reviews)
    Return • London (LON) - Baltimore (BWI)
    LHR - BWI • Direct BWI - LHR • 1 stop
    £1,226
    £1,135
    per traveller
    found 1 hour ago
    Hyatt Regency Bethesda
  • A Courtyard Marriott hotel with a modern facade, large windows, and a covered entrance area.
    28 Dec - 2 Jan

    Courtyard Washington, DC/U.S. Capitol + Flight

    Northeast
    5 nights
    3.0 star property
    8.4/10 - Very good (1,383 reviews)
    "The rooms and lobby area."
    Reviewed November 8, 2026
    Return • London (LON) - Baltimore (BWI)
    LHR - BWI • Direct BWI - LHR • 1 stop
    £1,206
    £1,118
    per traveller
    found 1 hour ago
    Courtyard Washington, DC/U.S. Capitol

Where to stay in Winchester Historic District

Find the best Winchester Historic District areas for the activities you enjoy most.
A white neoclassical building with columns, an American flag, and a clock tower.

Old Town Winchester

Old Town Winchester is popular for its abundant dining options, and if you're looking for more to see and do, you might think about a trip to Bright Box Theater or Shenandoah Valley Discovery Museum.

Discover the most popular places to visit in Winchester Historic District

Shenandoah Valley Discovery Museum

8.6/10 (78 reviews)
You can take time to visit Shenandoah Valley Discovery Museum during your travels to Winchester. While in this walkable area, you can savour the top-notch restaurants.
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Winchester Historic District Hotel Deals

A courtyard with a fountain, tables with white tablecloths, and brick buildings.

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
Winchester Historic District
9.4 out of 10, Exceptional, (1,006 reviews)
"The property was clean, quiet and comfortable. We had a room not facing the street, others in our party were facing the street and it was noisy. The bar was great, as well as the staff. Will definitely try to go back."
The price is £111
includes taxes & fees
19 Nov - 20 Nov
The George Washington Hotel, A Wyndham Grand Hotel
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.