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Winchester Hotels

Plan a trip to Winchester, VA, and visit top attractions like the Museum of the Shenandoah Valley, the Patsy Cline House and Bright Box Theater.

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Courtyard Winchester Medical Center

Courtyard Winchester Medical Center

Guest rating 4.4   419 Reviews
Fairfield Inn & Suites Winchester

Fairfield Inn & Suites Winchester

Guest rating 4.3   173 Reviews
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Winchester Hotels

Located in the heart of the Shenandoah Valley, and a site of many important conflicts during the American Civil War, Winchester is a priority destination for history buffs from around the world. Winchester hotel guests can settle in or suit up for reenactment events at the sites of the First, Second and Third Battles of Winchester and the First and Second Battles of Kernstown.

Continue your quest through American history and visit Fort Jackson, Fort Alabama or Fort Collier. Bower’s Hill Battery is another must-see in Winchester. Our accommodations are also conveniently located near Stonewall Jackson's Headquarters Museum and the Winchester National Cemetery.

If you come to Winchester in May, be sure to stop by the Shenandoah Apple Blossom Festival, a multi-day celebration of the valley’s sweetest export. While in Winchester, our hotel guests should take a stroll through Old Downtown and see the childhood homes of celebrities Patsy Cline, Dan Aykroyd and David Arquette.

If sightseeing leaves you hungry, swing by the famous Snow White Grill for a plate of unforgettable sliders. One Block West Restaurant—also known as Ed’s after owner Ed Matthews—is another option for upscale, seasonal dishes made with local products.

End your trip to Winchester, VA, with a show at Bright Box Theater. Featuring everything from comedy shows to musical performances, it’s the perfect place to catch live entertainment in Winchester.

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