
PRINCE FREDERICK, Md. — Maryland is rich with popular vineyards and wineries that serve an assortment of unique beverages, and most of them even produce their own wine. If you’re ready for an afternoon of sipping, then here are 10 fantastic wineries to try in Maryland!
Running Hare Vineyard

Running Hare Vineyard is located in Calvert County, and it serves a wide assortment of red, white and rosé wines. The outdoor tasting experience grants visitors a beautiful view of the landscape surrounding the vineyard, and multiple four-wine flights are available for the adventurous connoisseur. Food trucks, music and private tastings are also available, along with a VIP Wine Club starting at around $76, so Running Hare Vineyard is one of the best tasting locations in the Southern Maryland region.
Address: 150 Adelina Road, Prince Frederick, MD 20678
Port of Leonardtown Winery

Port of Leonardtown Winery is a top spot for wine tasting in Southern Maryland because it’s open seven days a week. Tasting events are available at Port of Leonardtown Winery, but if you want to sip under a shaded area, then gazebos can be rented for $35 per hour or $150 per day. Port of Leonardtown’s Wine Club is also a worthwhile program if you want to try a few new wines throughout the year because members get three bottles of wine every quarter.
Address: 23190 Newtowne Neck Road, Leonardtown, MD 20650
Corteau Vineyards

Corteau Vineyards is a family-owned winery tucked into the rolling hills of Southern Maryland, offering a peaceful escape for wine lovers in St. Mary’s County. With a growing list of award-winning wines and varietals to explore, there is always something new to discover. Guests are welcome to stop in for wine tastings, trivia nights, and wine and book clubs — there is always something happening at Corteau.
Address: 38713 Golden Beach Rd., Mechanicsville, MD 20659
Harford Vineyard & Winery

Harford Vineyard & Winery is a charming farm and tasting venue in Forest Hill that offers beautiful views and delicious beverages. Tours of the winemaking process are available for $35, and they take reservations starting at $10 per guest. With an assortment of sweet, dry and specialty wines, Harford Vineyard & Winery is one of the best that Maryland has to offer.
Address: 1311 Jarrettsville Road, Forest Hill, MD 21050
Two Lions Vineyards

Two Lions Vineyard is conveniently located in Prince George’s County, so it’s not far from the counties in Southern Maryland. Alongside its delicious beverages like the Femme Fatale cabernet and The Saintly Lion merlot, Two Lions Vineyards also hosts private events like weddings and even offers a Wine Club option that starts at $90 per quarter. Walk-ins and reservations are both available at Two Lions Vineyards, so you can have your wine your way.
Address: 12600 Croom Road, Upper Marlboro, MD 20772
Old Westminster Winery

A family-run business, the Old Westminster Winery makes its wine from local grapes and serves food for hungry tasters. Reservations are usually required to visit this winery, which range from $15 to $250 depending on the number of visitors you plan to bring along. Wine flights are available at the Old Westminster Winery, as are individual bottles and cocktails, so there’s no shortage of delicious drinks to try. Wine Club members are afforded four flights per month, so it’s the perfect option if you like to go tasting often.
Address: 1550 Old Westminster Road, Westminster, MD 21157
Sugarloaf Mountain Vineyard

Open every day of the week, Sugarloaf Mountain Vineyard delivers scenic views of a lush, green landscape as you sip your wine in peace. Sugarloaf Mountain Vineyard conducts tours of the property for free by reservation and offers tastings, too, though it doesn’t take reservations for tastings. The Bacchus Club starts at $80 for three months, offering access to three bottles of wine and a free tasting every time you visit. For a beautiful day and a glass of tasty wine in Maryland, visit Sugarloaf Mountain Vineyard!
Address: 18125 Comus Road, Dickerson, MD 20842
Big Cork Vineyards

Big Cork Vineyards boasts affordable tastings in Maryland at $20 per person between 11 a.m. and 4 p.m. Thursday through Sunday. The Market at Big Cork Vineyards is also one of its top attractions because it sells an assortment of unique items, including dips, fresh breads and even gourmet cheeses. Whether you’re seeking fine foods or a taste of white, red and sparkling wine, Big Cork Vineyards has it all!
Address: 4236 Main St., Rohrersville, MD 21779
Black Ankle Vineyards

Black Ankle Vineyards is a haven for special events, as it often hosts food trucks and live music to pair with a tasting of your new favorite wine. Nestled in Mount Airy, Black Ankle Vineyards serves a wide selection of different kinds of wine, including red, white and dessert, and it even sells gift cards, so a trip to this vineyard is a fantastic gift for your loved ones. Black Ankle’s specialty experiences start at $130, offering an affordable day of tasting for all adults!
Address: Black Ankle Road, Mount Airy, MD 21771
Boordy Vineyards

A private tour and tasting at Boordy Vineyards starts at $35 per person, which includes a two-hour experience and a charcuterie board to pair with your wine. Boordy Vineyards has a few popular collections of wine, such as the Landmark Series and Chesapeake Icons, so there are plenty of options to peruse. Private rentals and events like the upcoming Good Life Festival on May 23 also provide a fun reason to revisit Boordy if you like your first experience.
Address: 12820 Long Green Pike, Hydes, MD 21082
The Urban Winery of Silver Spring

The Urban Winery of Silver Spring is a go-to venue for local wines and craft beers in Montgomery County. With more than a dozen flights to choose from, wine connoisseurs will have a ton of options to fall in love with at this local spot. Even better than tasting, the Urban Winery lets you make your own wine for varying prices, allowing you to stir and test your very own creation!
Address: 2315 Stewart Ave., Silver Spring, MD 20910
Got a tip or photo? Text us at 888-871-NEWS (6397) or email news@thebaynet.com.
Join The BayNet Membership for exclusive perks and zero ads.
Don’t miss a story—sign up for our newsletter!


