Attractions and Places To See around Upperville - Top 5

You can find several scenic viewpoints offering panoramic vistas. The Upper Piedmont Overlook provides sweeping views of Virginia's Piedmont region after a brief but steep hike. Another popular spot is Buzzard Hill viewpoint, a lower summit on the Appalachian Trail, offering views down into the valley.

Upperville is rich in history. The village's Historic District features well-preserved buildings from the 18th to 20th centuries. You can also visit the striking Trinity Episcopal Church, rebuilt in the 1950s, or the United Methodist Church, built in 1832, which served as a Union Hospital during the Civil War. Oakley Farm is another significant site, known for being the location of two Civil War battles.

Yes, Upperville played a role in the Civil War. Oakley Farm was the site of two battles, and its balcony still overlooks the fields where armies once clashed. The 200-year-old stone Goose Creek Bridge was a crucial point during the Battle of Upperville and is now part of a regional park.

The area is excellent for outdoor enthusiasts. Cycling is very popular, especially on the Beautiful gravel road, which offers fine gravel for cycling throughout the year. Hiking is also a favorite, with trails available in Sky Meadows State Park and along the Appalachian Trail. For more route ideas, explore the hiking guides around Upperville.

Yes, Sky Meadows State Park offers various trails, including options suitable for easier hikes. You can find several easy routes, such as the Rolling Meadows Trail or the Myron Glaser Cabin Access Trail. For more details on accessible options, check out the easy hikes around Upperville guide.

Upperville is renowned for its cycling opportunities. The Beautiful gravel road is a paradisiacal place for cycling on fine gravel in all seasons. The region's scenic drives and local roads also provide excellent routes for exploring the countryside by bike.

Yes, Sky Meadows State Park is a great family-friendly option, offering hiking, horseback riding, and the Mt. Bleak-Skye Farm with 23 historic buildings to explore. Upperville Park also features athletic fields, a playground, and picnic areas, making it suitable for families.

Many outdoor areas in Upperville are dog-friendly. For instance, the Buzzard Hill viewpoint trail is noted as dog-friendly. Always check specific park regulations or trail signage for the most current information regarding pets.

Upperville offers attractions year-round. Spring and fall provide pleasant weather for outdoor activities like hiking and cycling, with beautiful foliage in autumn. The Upperville Colt & Horse Show, the oldest horse show in the U.S., is an annual event that draws visitors, typically held in early June. Winter can also be beautiful for quiet hikes, though some trails might be muddy.

Beyond the main highlights, you can discover unique spots like Slater Run Vineyards for wine tastings. Bunny Mellon's Oak Spring Garden is open to the public on select dates, offering an exquisite horticultural experience. The annual Hunt Country Stable Tour provides a rare opportunity to explore various horse farms in the area.

For local dining, consider visiting Hunter's Head Tavern, housed in the historic Old Carr House, known for its cozy atmosphere and hearty meals. The Blackthorne Inn & Restaurant, located in a stone house once owned by George Washington, also offers a unique dining experience.

For Sky Meadows State Park, parking is available within the park itself. It's advisable to check the official Virginia State Parks website for any specific parking fees or reservation requirements, especially during peak seasons.