Visitors to Winchester like this family-friendly city's historical sites, restaurants, and skyscrapers. Learn about the local heritage of Winchester at landmarks like Patsy Cline Historic House and The Kernstown Battlefield. There's plenty more to see, including sights like Bright Box Theater and Shenandoah Valley Discovery Museum.
Cottages in Winchester
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Cottages in Winchester

Cottage w/ Furnished Patio & Garden: Dtwn Leesburg
Cottage w/ Furnished Patio & Garden: Dtwn Leesburg
$530 nightly
The price is $609
Jun 30 - Jul 1
Total includes taxes and fees
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.
Top neighborhoods in Winchester

Old Town Winchester
Winchester's Old Town Winchester neighborhood is known for its restaurants and bars, and entices visitors with attractions including Bright Box Theater and Shenandoah Valley Discovery Museum.
Top landmarks in Winchester

Museum of the Shenandoah Valley
Museum of the Shenandoah Valley is 0.8 mi (1.3 km) from central Winchester, why not stop by during your stay. If you want to experience more of the culture Winchester has to offer, head to Winchester Little Theater, Shenandoah Valley Discovery Museum, and Bright Box Theater.
Winchester and related destinations
Immerse yourself in history at Stonewall Jackson's Headquarters and the Museum of the Shenandoah Valley. Catch a show at Bright Box Theater, then explore the charming pedestrian mall filled with excellent restaurants and shops.

Find out more about Winchester
Find out more about Winchester
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