Cultural Attractions

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Few retirement communities have a hometown so rich in history

Before he explored the Antarctic ice floes, Rear Admiral Richard Byrd took his first steps here. Before she wrote great American novels, Pulitzer Prize-winner Willa Cather learned her first words here. Before she became a country music legend, Patsy Cline sang her favorite nursery rhymes here. Winchester, Virginia, has been home to great names and great events. How many retirement communities can claim such a diverse group of famous local heroes?

Old Town Winchester is alive with history: It has been a crossroads for the American Revolution, a battleground for the Civil War, and headquarters for both George Washington and Stonewall Jackson. Relive the battlefield experience at a Civil War reenactment, explore the Old Court House Civil War Museum, delve into the rich resources of the Handley Library or visit George Washington’s Office.

Sample the region’s art and culture, showcased at the Museum of the Shenandoah Valley. Stroll through a 250-year-old marketplace that’s on the National Register of Historic Districts. Discover a thriving theatre community and wonderfully diverse dining, and rest assured that award-winning medical services are available at Winchester Medical Center.

Join our residents for lifelong learning and thrilling performances at Shenandoah University. From First Night fun on New Year’s Eve to the Shenandoah Apple Blossom Festival, Winchester always has exciting enticements.