- Our list of the best things to do in Winchester, Virginia, features the top 153 nearby activities — including 61 great attractions with user approval ratings of 90% or more!
- Winchester, VA has a variety of great sights and experiences nearby. Top categories include: Outdoor Places, Museums & Galleries, Sights & Landmarks, and Entertainment & Shows.
- The results below include the top 26 things to do within the city of Winchester, VA , followed by 126 popular activities in nearby cities, including Martinsburg, Purcellville, Front Royal, Harpers Ferry, Strasburg, Berryville, Delaplane, Charles Town, Berkeley Springs, Middletown, Strasburg and Middleburg
94% 339 votes
801 Amherst Street, Winchester, VA 22601 MoreLess Info
A Museum of the Shenandoah Valley attraction, the Glen Burnie Historic House & Gardens houses an extensive private decorative arts collection and a 6-acre garden with perennials, roses and vegetables. Preserved and restored by a family ancestor in the 1950s, the property was originally settled by Winchester fou…
94% 347 votes
901 Amherst Street, Winchester, VA 22601 MoreLess Info
With an 18th Century house, a large museum building and six acres of gardens, the Museum of Shenandoah Valley offers house tours, a permanent miniature house exhibit, and a gallery featuring decorative arts and history. Also features changing exhibits throughout the year.
Rocking S Ranch, in the northern foothills of the Shenandoah Valley, offers trail rides through Civil War terrain, private and group horseback riding lessons, pony rides at the ranch, and pony pizza parties for birthday celebrations. Reservations required.
Showcasing personal items belonging to General 'Stonewall' Thomas Jackson, Stonewall Jackson's Headquarters is an 18th Century cottage used by Jackson in 1861-62 during the Shenandoah Campaign. A costumed tour guide brings Civil War history to life through Jackson's story and possessions.
First opened in 1913, the Handley Regional Library is a public library open to all residents of the town. The library offers a number of services to use, including genealogy information, computer access, and study rooms.
Abram's Delight traces the history of the Hollingsworth family through 200 years in oldest house in Winchester. A historical tour includes the main house, and a recreation of a log cabin circa 1780 similar to that of the original owner Abraham Hollingsworth.
86% 107 votes
54 S. Loudoun Street, Winchester, VA 22601 MoreLess Info
The Shenandoah Valley Discovery Museum is a child-centre activity centre with a focus on interactive exhibits and hands-on activities. Discover science, math, humanities and the arts. Visitor favorites include the emergency clinic and ambulance area and a rock climbing wall.
91% 119 votes
20 N. Loudoun Street, Winchester, VA 22601 MoreLess Info
The Frederick County Court House, built in 1840, features a museum exhibit detailing the building's history as a hospital and prison for soldiers on both sides of the American Civil War, including graffiti left on the walls by prisoners during the War.
85% 141 votes
181 Kernstown Commons Blvd, Winchester, VA 22602 MoreLess Info
First-run Hollywood films are shown at the Alamo Drafthouse Cinema, including select movies in 3-D. Guests of the cinema can also enjoy a full menu of pub-style food and specialty cocktails within their individual screen theaters.
Wagon Wheel Ranch is a family owned and operated ranch that offers a riding experience through herds of cattle and exploration of nature on their ranch, from foxes and bald eagles to wild turkeys and herds of deer.