
Winchester Holidays
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Your Winchester Holiday
Lock in a Winchester holiday package and focus on what matters — enjoying yourself. This means no more planning stresses, just more free time to experience the best of this captivating city, such as its rich history and small-town feel. Want to explore? Shenandoah University, Museum of the Shenandoah Valley and Apple Blossom Mall are a few of the best places to visit during your trip to Winchester. No matter your travel plans or the size of your budget, organising a tailored Winchester holiday is a cinch with Expedia.
Winchester Holiday
Winchester Essential Information
Language | English |
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Currency | U.S dollars |
Population | 27,300 |
Max Temp Winter | 4ºC |
Max Temp Summer | 29ºC |
Top Sights | Museum of the Shenandoah Valley, Shenandoah Valley Discovery Museum and Bright Box Theatre |
Our pick of the best Winchester Hotel Deals

Hampton Inn Winchester-University/Mall Area
Reviewed on 10 Oct 2025

La Quinta Inn & Suites by Wyndham Winchester
Reviewed on 12 Oct 2025

Comfort Inn & Suites Winchester
Reviewed on 13 Oct 2025
Discover the most popular places to visit in Winchester
George Washington's Office
You can find out about the history of Winchester with a visit to George Washington's Office. While in this walkable area, you can savour the top-notch restaurants.