A step into Winchester-Frederick County is a step into fascinating chapters of history. This is, after all, the community that shaped a young George Washington, who had his first job, first military post, and first elected office right here. Years later, we played a pivotal role in the nation’s Civil War. Deemed so strategic to both the Union and Confederacy, Winchester changed hands more than 70 times during the conflict. And once dubbed the apple capital of the world, you’ll find our apple heritage is still very much a part of the community.

Family Fun
Bring a picnic to the arboretum, take in a movie at an old-fashioned drive-in theatre, or visit a museum for educational fun. Whatever your preference, there's an opportunity to create a family memory here. 

Outdoor Recreation
How better to take in the great outdoors than against the stunning backdrop of the Allegheny and Blue Ridge mountains? Find your sweet spot at one of our golf courses, trot a horse along a shady trail, or hear the whack of the wooden bat at a baseball game.

Driving Tours
Whether you simply want to take in the sites from the comfort of your automobile or you're seeking shelter from a rainy day, a driving tour is a perfect way to escape in people and places of another time. Be sure to make time for lunch at a local favorite, or enjoy a picnic along the way. 

Shopping
From incredible little boutiques you won't find elsewhere to the national chains you trust, Winchester offers shopping you can revel in. 

Farm Markets & Vineyards
Winchester-Frederick County's roots lie in the apple industry, so it's no surprise that even today the rolling hills still feature family-owned farms and markets. While away an afternoon picking your own apples, sipping Shenandoah Valley wine, or enjoying a leisurely hayride.