Explore Maryland’s Wine Trail: A Journey Through Scenic Vineyards and Historic Civil War Sites Near Washington, D.C.

Maryland is famous for its historical impact, cultural richness, and NASA’s Goddard Space Flight Center, yet few realize that within the so-called “Old Line State” lies a city famous for award-winning food, art, and fun. Just over an hour from Washington D.C., Frederick attracts locals and visitors alike with its flavorful wine trail — one that winds through rural vineyards and past historic Civil War landmarks, weaving the story of Maryland along the way.

Established in 2007, the Frederick Wine Trail is Maryland’s first wine route, encompassing eight wineries across 90 acres planted with grapes. While sipping your favorite wine, you can immerse yourself in American history by discovering first-hand the battlefield of the “War Between the States” — the conflict between North and South from 1861 to 1865. 

Thanks to its diverse microclimates   — resulting from its vicinity to the Appalachian Mountains and Chesapeake Bay —the state offers a wide variety of wines, with the Piedmont Plateau being the most prominent region. The wine trail can be explored on your own or through a guided tour; either way, you’re sure to enjoy this authentic local experience. The town of Frederick can also be reached from Washington, D.C. or Baltimore via around an hour’s drive. 

Much like the celebrated iconic wine city of Napa Valley in California, Frederick County boasts 15 wineries that offer guests exquisite wine-tasting experiences amidst beautiful natural surroundings. Located in Mount Airy, Black Ankle Vineyards is known for its sustainable practices, using local resources and forward-thinking energy conservation methods. The venue offers both indoor and outdoor seating with views of sweeping hills and lush green spaces, and it features live music every Friday. Its red wines, like Cabernet Sauvignon and Passeggiata, make this winery a favorite among locals who enjoy wine flights accompanied by a range of freshly prepared foods — or you’re welcome to bring your own bites. 

Nestled between Catoctin Mountains and Emmitsburg Valley, Catoctin Breeze Vineyard produces artisanal wines in limited quantities, using old methods that have been passed down through generations. This privately-owned winery specializes in bold, red wines, such as the 2021 Cabernet Franc, as well as a variety of white wines, including the 2021 Chardonnay Reserve, and award-winning meads — traditional honey-based wines. The venue offers a picnic area where you can enjoy your wine among the rolling terrain near the Blue Ridge Mountains.

With over 650 awards from national and international competitions — and wines ranging from white and rosé to red and dessert — the Elk Run Vineyards & Winery has earned a spot among the top 100 wineries on the East Coast. Thanks to new techniques and enduring traditions, Elk Run produces high-quality wines by carefully selecting grapes grown at elevations between 700 and 800 feet to reduce frost risk. The winery also hosts various events throughout the year, such as live music and fireworks shows, ensuring you’re always well entertained. For a family-friendly experience, head to Hidden Hills Farm, set on a scenic horse property. In addition to weekend live music, you’ll enjoy their highly regarded wines — including the crisp white wine Albariño and the elegant red Cabernet Franc.