Things to Do in Winchester, VA

  • 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
  • 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
Showing 181-190 of 535
28.9 Miles
83% 162 votes
Winery/Vineyard 17956 Canby Rd, Leesburg, VA 20175 MoreLess Info
Visitors to Casanel Vineyards are able to experience both wine and a natural setting. The main building is only a minor section of the 40-acre site, meaning there are several places to sip wine and take a walk.
28.9 Miles
45% 11 votes
Winery/Vineyard 23595 Winery Lane, Middleburg, VA 20117 MoreLess Info
The winery and vineyard of Swedenburg Estate was recently bought by a new owner and renamed the Greenhill Vineyards. The tasting room and old stone house have both been restored, and tastings are held regularly as are walking tours of the vineyards during the summer season.
29.0 Miles
100% 5 votes
Farms & Ranches 23323 Fox Chase Farm Ln, Middleburg, VA 20117 MoreLess Info
A venue for shows and a variety of equestrian competitions, Fox Chase Farm specializes in jumper entertainment and performance. The farm is also a popular choice for weddings and other special events.
29.1 Miles
100% 5 votes
Historic Buildings Sharpsburg, MD MoreLess Info
A schoolhouse in which the first free African American children received an education after the end of the Civil War, Tolson's Chapel is rich with history. Visitors can tour the inside of the small building.
29.2 Miles
100% 32 votes
Other Tours Sharpsburg, MD 21782 MoreLess Info
R.C.M History Tours provides informative tours about the Civil War. Tour guide Bob Murphy has a deep historical knowledge of the war. During the trip, you will pass by mountains, rivers and rolling fields.
29.4 Miles
93% 74 votes
Cemeteries Sharpsburg, MD MoreLess Info
Antietam National Cemetery, a part of the Antietam National Battlefield, is the final resting place of many Union soldiers who fought in the Battle of Antietam, as well as other war veterans.
29.5 Miles
100% 5 votes
Art Gallery 6 Merrywoods Dr, Berkeley Springs, WV 25411 MoreLess Info
Filled with artwork exclusively from local creators, Artists of Merrywoods is an art gallery that provides affordable art for sale to its visitors. Scenic photography, river rock sculptures, and handmade Teddy bears are just a few of the creations available.
29.5 Miles
93% 28 votes
Winery/Vineyard 19925 Hogback Mountain Road, Leesburg, VA 20175 MoreLess Info
Situated on a 200 acre area, Stone Tower Winery makes a variety of craft wines including reds and whites. The winery welcomes visitors to its tasting room, and maintains a wine club with benefits for members.
29.7 Miles
90% 20 votes
Kayaking Sharpsburg, MD MoreLess Info
One of the many tributaries of the Potomac River, Antietam Creek flows past the battlefied of historic Battle of Antietam and offers historic sightseeing, camping, canoeing and more.
29.9 Miles
91% 68 votes
Winery/Vineyard 19381 Dunlop Mill Road, Leesburg, VA 20175 MoreLess Info
Zephaniah Farm Vineyard is a working farm that invites wine-lovers to visit and stay for a while. Tastings are held in the antique-filled living room at a relaxing pace. A tour through the vineyard is encouraged by the proprietors.
Showing 181-190 of 535
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