A Glimpse of Western Howard County

Out here in Western Howard County, life moves to the rhythm of rustling leaves, tractor engines, and porch-front laughter. Nestled in the rolling hills of the Piedmont Plateau, where the earth holds just a whisper of Coastal Plain sand, this corner of Maryland is where countryside charm meets quiet sophistication.

Rooted in Tradition, Built on Community

Home to the Howard County Fairgrounds in West Friendship, this region has a rich agricultural tradition. Each summer, the county fair brings blue ribbons, carnival rides and a whole lot of local pride. In the spring, the Maryland Sheep and Wool Festival draws crowds from across the country, celebrating fibers, flocks and farm life.

Seasonal Flavors, Straight from the Farm

The rhythm of the seasons sets the pace out here. Come May, Larriland Farm swings open its gates for pick-your-own strawberries, and the bounty keeps coming, from peaches and pumpkins to apples, all the way through fall. Over at Sharp’s at Waterford Farm, you’ll find old-fashioned family fun with hayrides, corn mazes, and a country store packed with local flavor. In Woodbine, Maryland's first tea farm Heron’s Meadow Farm invites you to sip hand-blended teas surrounded by lush gardens and soft breeze. It’s the kind of place where time slows down, and the kettle is always on.

Flavors That Feel Like Home

Hungry? There’s no shortage of places that serve up hospitality with a side of bold flavor. Start your day with a peaceful sunrise over open pastures and a fresh coffee. With a pup? Visit K-9 and Coffee for a latte while they play off-leash.

At Walkers Tap & Table, rustic charm meets scratch-made American fare. Think signature burgers, craft cocktails, and a warm welcome. Craving something casual and classic? Grab a deliciously stacked sub from Rosie’s Delicatessen, a hometown favorite. For elevated fare and a cozy vibe, Bolder in Mt. Airy plates up creative dishes that pair perfectly with their craft cocktail menu. In the evening, unwind at Cilantro’s, with a margarita and fresh-made Mexican fare.

Raise a Glass to the View

Tucked into the countryside, Penn Oaks Winery is a hidden gem where sustainable growing practices meet award-winning wines. With a glass in hand and vineyard views all around, it’s easy to see why folks linger a little longer here.

If you’re ready to get hands-on, Tin Lizzie Wineworks lets you roll up your sleeves and craft your own wine in a one-of-a-kind experience shared best with friends. 

Fields, Trails and Open Skies

For those drawn to open spaces, Western Regional Park offers 190 acres of fresh air and recreation, from scenic walking trails to baseball diamonds and playgrounds. Next door, the Glenwood Branch Library is more than books. It’s a community hub, complete with a high-tech makerspace where creativity takes center stage. Record a podcast. Cut a custom vinyl. Print something in 3D. The future feels right at home here.

Just Beyond the City, a World Apart

Only a short drive from D.C. or Baltimore, Western Howard County feels like a world away. It’s a place where the fields stretch wide, the people wave back, and every bend in the road offers a new story waiting to be told. Whether you’re chasing the sunrise, browsing a farm stand, or watching the sun set over the vines, there’s no wrong way to spend the day out here.