Virginia's oldest juried crafts fair is held the first weekend of October throughout the National Historic Landmark Village of Waterford. The fair offers historic homes tours, 160 juried craftspeople with hands-on demonstrations, activities for the children, traditional music and dance, Colonial-era militia encampments, marching fife and drum corps, and Civil War re-enactors with skirmishes all weekend.

The 100-foot-wide W&OD has been called "the skinniest park in Virginia." But it is also one of the longest parks, 45 miles of paved trail for walking, running, bicycling and skating and 32 miles of adjacent gravel trail for horseback riding. Built on the roadbed of the former Washington & Old Dominion Railroad, the multi-use W&OD Trail runs through the urban heartland and countryside of Northern Virginia.

Round Hill is Loudoun's westernmost town and the gateway to the Blue Ridge Mountains and nearby Appalachian Trail, which offers visitors spectacular scenery and plenty of opportunities for outdoor recreation. In town, residents proudly maintain the old Victorian houses originally built by Washingtonians looking to escape the summer heat. The town also boasts a popular monthly Bluegrass Jam Session which draw musicians of all ages and experience levels to play and learn traditional music together as well as nearby Hill High Orchard which offers some of the best pies on the east coast.