Things To Do

Downtown Leesburg

Plenty of restaurants, bars, and small shops to pop in and out of! Lightfoot, Tuscarora Mill, Fireworks Pizza, and Rebellion Bar and Grill are some of our favorites. There are also five breweries in town to check out.

Otium Cellars

A beautiful and quiet winery. Plenty of seating, dog and kid friendly. Pizzas, wine, and snacks are available.

Sunset Hills Vineyard LLC

This is owned by one of our favorite vineyards, 50 West. Barn style buildings, lots of outdoor seating, dog and kid friendly.

Stone Tower Winery

Raven Rocks Trailhead

Experience part of the Appalachian Trail... Raven Rocks is a beautiful hike. It is an out and back 5.7 mile hike. It is marked on All Trails as challenging as there are some steep climbs but I have seen people of all ages completing the trail. There is a great look out a the top! The parking lot can be dicey, but there is a larger lot across the highway that attaches to other trails. The trail is also dog friendly, Colby is a 2x completer of this trail. If you're looking for something more low-key, Bears Den is across the street and is less than a 2 mile hike.

Sky Meadows State Park

If you're looking to hike, Sky Meadows has lot of different options.

Raspberry Falls Golf & Hunt Club

If you're looking to get in a round of golf while you are in town, Raspberry Falls is a public course nearby