For families looking to unplug, reconnect, and spend time outdoors together, Damascus offers the perfect getaway. This charming Southwest Virginia town has earned the nickname "Trail Town, USA" because seven major trail systems converge there, including the famed Virginia Creeper Trail and the well-known Appalachian Trail. As a result, it’s a destination where adventure begins just steps from downtown, and every day can start and end with exploration.
The Virginia Creeper Trail remains the area's signature experience. This scenic rail trail winds through forests, alongside rushing streams, over bridges, and across beautiful, picturesque countryside, making it one of Virginia's most family-friendly bike rides. While portions of the upper trail continue to recover from Hurricane Helene, the popular 17-mile Abingdon-to-Damascus section, known as "The Start to the Heart," is open and offers a gentle, mostly downhill ride that's ideal for riders of all ages.
For the best experience, start at Blue Blaze Bike & Shuttle. The longtime local outfitter offers high-quality bike rentals for adults and children, along with a convenient shuttle service to Abingdon, allowing visitors the opportunity to enjoy the leisurely ride back into Damascus at their own pace. Their knowledgeable team can also recommend routes, food stops, and local attractions to round out the day.
Beyond the trails, downtown Damascus is amazing for wandering. Locally owned shops, outfitters, antique stores, and inviting restaurants line the quaint streets of the cozy town, creating an atmosphere that's as welcoming as it is walkable. Throughout the year, the town also hosts family-friendly events, including the nationally recognized Appalachian Trail Days celebration, seasonal festivals, farmers markets, and community gatherings that bring visitors and locals together against the gorgeous backdrop of the scenery in the area.
Just about 30 minutes away, Grayson Highlands State Park makes an easy day trip and adds another unforgettable adventure to a vacation in Damascus. The park is famous for its sweeping mountain views, dramatic rock formations, and its herd of wild ponies. While visitors often think the ponies have always called the mountains home, they were actually introduced decades ago to help maintain the park's open grassy balds through grazing. Today, spotting them along the trails is one of Virginia's most memorable outdoor experiences while hiking or driving through the area.
After a full day outdoors, Damascus Old Mill Inn offers a peaceful place to unwind. Set beside Laurel Creek with beautiful waterfall views, the historic inn combines comfortable accommodations with inviting outdoor spaces where guests can relax, read, or even catch up on work while enjoying the soothing sounds of the water and beautiful views. Overnight guests can start the morning with a cozy breakfast before heading out for another day of adventure.
The on-site restaurant makes it easy to end the day without leaving the property. With a menu featuring steaks, seafood, pasta, sandwiches, salads, and regional dishes, there’s something for everyone in the family. Anyone looking to explore further will also discover plenty of local dining options throughout town. Meanwhile, adults can also stop by Appalachian Heritage Distillery & Brewery to sample handcrafted Virginia spirits.
Whether your family spends the weekend cycling, hiking, shopping, or just enjoying the slower pace of mountain life, Damascus proves that some of the best vacations aren't about rushing around: they're about spending time together, making memories, and taking in the gorgeous outdoor scenery that Virginia has to offer.
Worth Planning a Trip Around
Blue Ridge Snorkel Trail
Discover the underwater world through Virginia's first Blue Ridge Snorkel Trail site, where families can safely explore native fish and aquatic life.
Dam 200
This annual cycling event celebrates the Virginia Creeper Trail with rides through some of Southwest Virginia's most scenic mountain landscapes.
Appalachian Trail Days
Each May, Damascus welcomes thousands of hikers and visitors for the world's largest celebration of Appalachian Trail culture, featuring live music, vendors, and the beloved Hiker Parade.
Trout Days
Celebrate Damascus' trout fishing heritage with family-friendly activities, educational programs, and plenty of time on the water.