Go Outside and Play

Adventure Itinerary: A Day in Damascus

Go outside and play — Damascus is a small town in Southwest Virginia with a big claim to fame as Trail Town USA and the heart of the Virginia Creeper Trail. As the Friendliest Town on the Trail, it welcomes adventurers hiking the Appalachian Trail or exploring Virginia’s highest peaks. With miles of trout streams and endless outdoor opportunities, there’s an adventure for everyone here.

Morning

Start your day with an early wake-up at River Trail Inn and head to Whitetop Mountain to catch a breathtaking sunrise from 5,525’ elevation. Afterward, enjoy a hearty breakfast at Wilson’s Cafe & Grill, where you can savor daily specials or indulge in shrimp and grits anytime. Next, stop by the Damascus Trail Center to learn about the area’s rich outdoor history before visiting Damascus Outfitters, the perfect spot to gear up – just steps from the Appalachian Trail. 

Afternoon

Kick off the afternoon with a dose of nostalgia at The Dairy King, a local favorite for classic treats. Then, experience the Virginia Creeper Trail on a ride from Abingdon to Damascus, known as the “Start to the Heart.” Rent a bike from one of the town’s outfitters and take a shuttle, then enjoy the scenic journey back to Damascus at your own pace.

Evening

Unwind with dinner at Wicked Chicken Winghouse & Tavern, where you can enjoy delicious wings, outdoor seating, and live music on weekends – all in a pet-friendly atmosphere. Then, cap off the night with a visit to Appalachian Heritage Distillery & Brewery, where you can sip locally crafted spirits and brews while soaking in the town’s welcoming vibe.

Bucket List Item: Trail Days

Experience the Appalachian Trail Days Festival – Held the weekend after Mother’s Day, this iconic festival celebrates the Appalachian Trail with hiker reunions, live music, the infamous hiker parade, and so much more!

The Go Outside and Play trip itinerary was first published in the April 2025 issue of Blue Ridge Outdoors magazine.