Tucked into the hills of Southwest Virginia, and connected by the famous Virginia Creeper Trail, the neighboring towns of Abingdon and Damascus have all the essentials of a weekender’s paradise. From charming restaurants and storefronts to endless outdoor adventures, these small towns have the perfect combination of activities for a well-rounded weekend getaway.

A stroll down Abingdon’s delightful Main Street is a great way to start your excursion, with its brick sidewalks doubling as a viewing platform for two centuries of architecture, including the Martha Washington Inn & Spa. Here, you can peruse local art galleries, window shop, and stop in for a root beer float at the 1950s-style soda fountain. On Tuesdays and Saturdays, you can find the farmer’s market nearby, offering fresh local produce and baked goods.

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Abingdon offers a wealth of dining options, perhaps most notably The Tavern, which was built in 1799 and is the oldest of Abingdon’s historic buildings. A few blocks off Main Street, visitors can enjoy craft beer and live music at Wolf Hills Brewery in a more laid-back atmosphere.

At Heartwood, visitors can admire unique crafts from dozens of carefully selected regional artists before enjoying a meal or a drink at the café, which uses locally sourced ingredients whenever possible.

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At the heart of Abingdon is the Barter Theatre, a locally operated theatre situated on Main Street across from the Martha. It opened its doors at the height of the Depression in 1933 under the ownership of the actor Robert Porterfield, who had the idea to let people barter their way into the theatre. Townspeople would offer up whatever they could: cow’s milk, eggs, unsellable produce, homemade jam and so on. The business was wildly successful and today the Barter sees more than 160,000 guests per year.

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Damascus, a few miles eastward, is full of character, wrapping small-town charm and thriving tourism into one funky little package. The lively atmosphere cleverly disguises that the population of Damascus, the gateway to Mount Rogers National Recreation Area, is less than a thousand.

The Appalachian Trail runs directly through Damascus— literally, right down Main Street, making Damascus the resting place of thousands of thru-hikers every year. Other nearby trails include the Trans-America National Biking Trail, the Iron Mountain Trail, the Daniel Boone Heritage Trail and, of course, the renowned Virginia Creeper Trail.

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The Virginia Creeper Trail is a 34-mile, rail-to-trails path that begins in Abingdon and terminates near Whitetop Station. Biking the famous trail is a popular activity for visitors to the area, with options to bike parts or all of it. Abingdon and Damascus bike shops offer rentals and shuttle services for the Creeper Trail. Take the shuttle to Whitetop Station and enjoy the incredibly scenic ride back to Damascus, which is almost entire downhill. It’s also a great area for fishing, horseback riding, birdwatching, and hiking or running.

Whether you visit for a few hours or a few days, on two wheels or four, you’ll find yourself immersed in Virginia tradition and surrounded by some of the Southeast’s most spectacular scenery.