Looking for your next dreamy day trip or weekend escape? Whether you’re planning a cozy date, a girls’ getaway, or just need a little “sip and chill” moment, Maryland has you covered with its growing number of picturesque wineries. From rolling vineyard views to cozy tasting rooms tucked into the hills of Frederick and beyond, these local gems serve up more than just great wine: they bring charm, character, and a whole lot of flavor.
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Black Ankle Vineyards
Black Ankle Vineyards a top-rated Maryland winery in Mount Airy, is known for its scenic views, sustainable practices, and award-winning red wines. Offering handcrafted wines, cozy tastings, and seasonal events, it’s a must-visit spot for wine lovers who appreciate bold flavors, beautiful landscapes, and environmental care.
We Recommend You Try:
If you’re visiting for the first time, be sure to try Rolling Hills, Black Ankle’s popular red blend. Smooth and full-bodied with earthy notes and an elegant finish, it perfectly reflects the vineyard’s commitment to quality and terroir.
Linganore Winecellars
Linganore Winecellars, a beloved family-owned winery in Mt. Airy, is known for its award-winning wines, scenic views, and lively events. From live music weekends to seasonal festivals, it offers something for every palate, from dry reds to sweet whites and fruit-forward blends.
We Recommend You Try:
Be sure to try Black Raven, a bold, dry red blend with rich dark berry flavors and a smooth finish. Perfect with grilled meats or a cozy evening, it’s a great introduction to Linganore’s craft and variety.
Hidden Hills Farm & Vineyard
Hidden Hills Farm & Vineyard, a boutique winery in Frederick County, offers panoramic views, small-batch wines, and an elegant tasting room. Known for its premium quality and intimate atmosphere, it’s perfect for a relaxing afternoon or an exclusive event.
We Recommend You Try:
Be sure to try Serendipity, Hidden Hills’ popular white wine with bright citrus and stone fruit notes. Crisp and well-balanced, it’s perfect for warm days and pairs beautifully with light meals.
Catoctin Breeze Vineyard
Catoctin Breeze Vineyard, near the scenic Catoctin Mountains, is an award-winning Maryland winery known for estate-grown wines, handcrafted mead, and a welcoming atmosphere. With curated tastings, live music, and beautiful mountain views, it’s a top stop on the Frederick County wine trail.
We Recommend You Try:
Don’t miss Adagio, a rich red blend with blackberry, plum, and subtle spice. Smooth and well-structured, it’s a fan favorite perfect for now or aging for later.
Big Cork Vineyards
Big Cork Vineyards in Washington County, Maryland, is known for bold flavors, award-winning wines, and sweeping views. With a modern tasting room, live music, curated flights, and a relaxed upscale vibe, it’s a top spot for wine lovers and weekend getaways.
We Recommend You Try:
Be sure to try Petit Verdot, Big Cork’s signature red with rich blackberry, violet, and spice notes. Full-bodied and complex, it’s perfect for hearty meals or cozy evenings.
Old Westminster Winery
Old Westminster Winery in Carroll County, Maryland, is known for natural, low-intervention winemaking and bold, experimental wines. With a stylish tasting room, rotating food trucks, and seasonal events, it’s a favorite spot for adventurous wine lovers seeking something unique.
We Recommend You Try:
Try Home, Old Westminster’s popular pét-nat. Lightly sparkling and vibrant, it’s bursting with fresh fruit and minerality—perfect for brunch, warm days, or when you’re feeling bold.
Elk Run Vineyards
Elk Run Vineyards, one of Maryland’s most respected wineries, is known for award-winning wines and a charming Frederick County setting. With decades of expertise, it offers a warm, traditional tasting experience and beautiful views, embodying Maryland’s wine heritage.
We Recommend You Try:
A must-try is Elk Run’s celebrated Cabernet Franc, an elegant red with cherry, herb, and soft spice notes that pairs perfectly with grilled meats and cozy fall dinners.
Sugarloaf Mountain Vineyard
Sugarloaf Mountain Vineyard is a charming Maryland winery inspired by European traditions, nestled near scenic hiking trails in the heart of Frederick County. The vineyard offers classic varietals in a picturesque outdoor setting, creating a relaxed atmosphere enhanced by beautiful views. Consequently, visitors can savor handcrafted reds, whites, and rosés while enjoying the peaceful ambiance and natural surroundings.
We Recommend You Try:
Be sure to sample their Chardonnay, a standout classic known for its crisp acidity and delightful notes of green apple and vanilla. This elegant white wine pairs perfectly with light fare, making it a favorite among visitors eager to experience the vineyard’s European-inspired style.
Red Heifer Winery
Red Heifer Winery, nestled in Frederick County’s orchard hills, offers approachable wines and a welcoming atmosphere. Perfect for casual tastings and outdoor gatherings, it’s a great spot for wine lovers of all levels to enjoy handcrafted wines and beautiful views.
We Recommend You Try:
Be sure to try their Catawba, a crisp white with bright fruit flavors and a smooth finish—perfect for warm days and light appetizers.
Port of Leonardtown Winery
Port of Leonardtown Winery, a cooperative in a charming coastal town, is known for standout blends and crisp whites. With a relaxed, family-friendly vibe, seasonal events, and waterfront views, it offers wines that capture Maryland’s coastal spirit.
We Recommend You Try:
Don’t miss their Marquette Red Blend—a bold, smooth wine with rich berries and subtle spice. A crowd favorite, it’s perfect with grilled dishes or on its own.
Boordy Vineyards
Boordy Vineyards, Maryland’s oldest commercial winery in Baltimore County, offers timeless wines, scenic views, and a classic wine country experience. Visitors enjoy tastings, seasonal events, and tours that celebrate its rich 100-year heritage.
We Recommend You Try:
Be sure to sample their Cabernet Franc, a signature red with dark cherry, spice, and smooth tannins. Elegant and well-balanced, it pairs perfectly with hearty meals or on its own.
Antietam Creek Vineyards
Antietam Creek Vineyards is an organic Maryland winery near Antietam Battlefield, known for handcrafted wines and sustainable practices. Visitors enjoy serene tastings with scenic views and a strong connection to the region’s history.
We Recommend You Try:
Don’t miss their Estate Red, a rich, balanced blend with smooth finish that highlights the vineyard’s organic winemaking—perfect with rustic meals or quiet afternoons.
Springfield Manor Winery
Springfield Manor Winery, nestled in the Catoctin Mountains, offers award-winning wines on a historic estate. This family-owned winery combines elegance and relaxation, with stunning views and a welcoming atmosphere perfect for tastings, picnics, and events.
We Recommend You Try:
Be sure to try their signature Lavender Gin, inspired by the estate’s lavender fields. Wine lovers should also enjoy their Cabernet Franc, with vibrant red fruit, subtle spice, and a silky finish—perfect with charcuterie or cool evenings.
Shae Torres
A Scorpio with a restless spirit and a student of International Business at Towson, learning, growing, and finding her way. Dreaming not just of becoming a businesswoman, but of building something meaningful.
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