Tucked away in the mountains of western Virginia, the Alleghany Highlands is one of those rare destinations that feels both undiscovered and instantly familiar. With charming small towns, scenic trails, and a welcoming pace of life, it’s the perfect place to slow down, breathe deeply, and reconnect with nature. Whether you’re craving outdoor adventure or simply a quiet escape, this three-day itinerary highlights some of the best ways to experience a Virginia weekend getaway in the Alleghany Highlands.
Day 1: Arrival & Exploring Clifton Forge
Your journey begins in Clifton Forge, a small town with big character. Settle into one of the area’s cozy bed and breakfasts — like Ridgely Bed, Breakfast, and Gardens, The Opal House, or The Evergreen Inn. Each offers a unique blend of history, comfort, and Alleghany Highlands hospitality. You can explore even more lodging options on our Places to Stay page to find your perfect home base for the weekend.
Spend the afternoon exploring downtown. Start at the Historic Masonic Theatre, a beautifully restored performing arts venue that’s a true community treasure, then snap a photo at the unique LOVEworks sign nearby. Wander through the Alleghany Highlands Arts & Crafts Center, take a stroll along the Sensory Trail behind the Clifton Forge School of the Arts, and stop by the C&O Railway Heritage Center to learn about the region’s deep railroad roots.
When evening rolls around, grab dinner at Jack Mason’s Tavern, a lively local favorite known for its great pub fare and craft beer selection. End your night on a sweet note with ice cream from C&Oh Ice Cream Depot — the perfect treat after your first day in the Alleghany Highlands.
Day 2: Horseback Riding & Douthat State Park Adventures
Start your morning with a hearty breakfast before heading out for a horseback riding adventure with Let’s Ride Horses LLC, where mountain views and peaceful trails make for an unforgettable experience.
After working up an appetite, enjoy lunch at 42 Deli or Michael’s New York Style Pizza in downtown Clifton Forge, then spend your afternoon at Douthat State Park, one of Virginia’s original six state parks. Hike the Tobacco Ridge Trail to Heron Run Connection Trail, take in panoramic lake views, and discover why Douthat is a favorite among hikers, anglers, and nature lovers alike.
Wrap up your day with dinner at Family Treets Café, located just outside the park. This local spot offers homestyle meals and a relaxed atmosphere — a great way to end a full day of fresh air and exploration.
Day 3: Covington, Waterfalls & Outdoor Fun
After a fun breakfast at Kanawha Café in downtown Covington, spend the morning exploring this charming city’s highlights. Check out the LOVE sign and pocket park, admire the vibrant murals, and browse a few of the local shops.
Next, head out to two of the Alleghany Highlands’ most photographed landmarks — Humpback Bridge, Virginia’s oldest covered bridge, and Falling Spring Falls, a stunning 80-foot waterfall that’s every bit as breathtaking in person as it looks in photos.
Keep your outdoor adventures rolling with an e-bike ride along the Jackson River Scenic Trail with Alleghany Outdoors, followed by a classic lunch at Cucci’s Pizzeria, a local institution beloved for its pizza, subs and salad bar.
In the afternoon, make your way to Lake Moomaw for paddle boarding or simply soaking in the serenity of this beautiful, undeveloped mountain lake.
That evening, enjoy dinner at Casa De Leones Mexican Restaurant, then indulge your sweet tooth at Ray’s Sweet Shoppe before playing a round of putt-putt at the Jackson River Sports Complex — a fun, easygoing way to end a perfect weekend spent in the Alleghany Highlands.
Farewell to the Alleghany Highlands
Savor one last relaxing morning at your B&B before taking a leisurely stroll or grabbing breakfast through one of our quaint downtowns. As you pack up and head home, chances are you’ll already be planning your next trip back. The Alleghany Highlands has a way of calling you to return — with new trails to hike, new flavors to taste, and new memories to make.
Plan Your Visit
Whether you come for a weekend or a week, the Alleghany Highlands welcomes you with open arms, scenic beauty, and authentic Appalachian hospitality. Start planning your adventure today at VisitAlleghanyHighlands.com, where you’ll find places to stay, things to do, and upcoming events to make the most of your getaway.
