Old Main Streets
Vibrant streets invite visitors to explore history, heritage and architecture while savoring the flavor of local shops, eateries and lodging.
111 Miles
Best done in 2 - 3 Days
Drive time 3 - 4 Hours
Best for: History Lovers, Nature Lovers, Girlfriend Getaways, Romantic Getaways
Regions: Central Maryland, Capital Region
Emmitsburg to Westminster
Including MD 140, MD 832
Take time to relax and unwind in the beautiful countryside of Central Maryland and experience true Maryland hospitality at every turn. The Catoctin Mountains make a scenic backdrop for the town of Emmitsburg where this byway begins. Its Main Street is lined with buildings dating to the late 1700’s, providing an attractive streetscape where art and antiques shops beckon you to explore. Ample fine dining and casual restaurants are ready when you need to refuel.
In Emmitsburg, the National Shrine of St. Elizabeth Ann Seton, the first American-born saint, welcomes visitors for a self-guided tour. A monument honors the enslaved people who worked on the grounds from 1809 to 1865, reflecting on the institution’s history and calling for justice and reconciliation. On the nearby campus of Mount St. Mary’s University you’ll find the National Shrine Grotto of Our Lady of Lourdes, a lovely place for meditation within a mountain setting.
While you’re in Emmitsburg, stop at the Mason Dixon Welcome Center on U.S. Route 15 for an orientation to the region’s history and culture and its numerous attractions. Exhibits display Civil War events, the surveying of the Mason Dixon Line and natural gems that are close by.
Continue east on MD 140 to Taneytown, which witnessed Civil War troop movements prior to the Battle of Gettysburg. Experience world class fine dining with exquisite farm-to-table seasonal cuisine at the Smokehouse Restaurant, winner of the DiRoNA Gold Award of Excellence. Settle here for the night at the Antrim, a romantic historic country inn, or stay in a nearby comfy bed and breakfast.
The next stop is Westminster, where the charming Main Street has a variety of restaurants, shops and galleries. The Carroll Arts Center is housed in a refurbished art-deco movie theater and offers events and festivals. Spend time in the country at Baugher’s Orchard & Farm to pick-your-own fresh produce and stop by Baugher’s Restaurant for homemade pies and country cooking. Looking for more homemade treats? Take a quick side trip to Hoffman’s Ice Cream.
Continue your celebration of agricultural heritage at the 140-acre Carroll County Farm Museum, featuring historic trades and living history demonstrations. Be transported to a simpler era while exploring timeless traditions. The museum hosts annual events, such as the Maryland Wine Festival.
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Seven miles north of Westminster on MD 97, scenic Union Mills Homestead portrays Maryland rural life in the 19th century. Tours of the main house, blacksmith shop and functioning grist mill demonstrate how the Shriver family lived here for six generations and experienced the Civil War on their doorstep. Beautiful gardens provide a serene setting for gatherings.
Westminster to Mount Airy
Including MD 140, MD 84, MD 31, MD 27
Travel through Uniontown where Victorian residences line the streets and antiquing is a popular pastime. Head south to New Windsor where a walking tour reveals Civil War heritage amid 19th-century homes, churches and commercial structures. Plan a stay at Sunday at Savannah's, a charming bed and breakfast for a cozy getaway and wake up to Savannah’s Sunday Morning Coffee while relaxing on the front porch. After exploring the New Windsor Heritage Museum, spend the afternoon sampling Maryland wine at the Old Westminster Winery, where sustainably produced wines and farm-to-table dining come together.
Continue south to Mount Airy and soak in the small-town ambiance while shopping and strolling its charming streets. Stop at The W. R. Rudy Country Store to see a 19th-century country store and pharmacy that once served this rural farming and railroading community. Visit the Mount Airy Museum, set in a historic train station for another dose of nostalgia. The Mount Airy B&O Old Main Line Trail passes nearby and a bike shop is ready to tend to your bike repair needs.
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Mount Airy to Thurmont
Including MD 26, MD 75, MD 77
Continue northwest toward Unionville, which is nestled among three vineyards that offer tours and wine tastings: Loew Vineyards, Elk Run Vineyards and the popular Black Ankle Vineyards. You’ll drive through Johnsville, Libertytown and Union Bridge, where you can experience more of Main Street America. At Union Bridge, railroad buffs will love a stop at the Western Maryland Railway Historical Society Museum to gaze at artifacts and watch model railroad layouts that depict scenes along the former Western Maryland Railway.
Travel west through Detour and visit Loy’s Station Covered Bridge on your way to the town of Thurmont. The area features two other covered bridges: Roddy Road and Utica Mills. In the gorgeous mountain range just west of Thurmont you’ll find Catoctin Mountain Park and Cunningham Falls State Park with plenty of hiking, fly fishing and more outdoor recreation fun in wide open spaces.
Just south of Thurmont is the Catoctin Iron Furnace Village with its African American Cemetery Trail and The Museum of the Ironworker. Check their calendar for special events and cap off your journey with a historic stay in the Forgeman’s House.
ECHOES OF THE PAST
Sites on this byway are along routes that Union and Confederate soldiers used to march north to the Battle of Gettysburg during the Civil War. Families and churches in this area served wounded warriors. Several sites acknowledge the painful past enslaved people experienced during this time and tell of freedom seekers who fled north. Tours and exhibits reveal these stories.
Enjoy Every Season
Spring/Summer
Spring/Summer
- Chuckle at the comical characters created from marshmallow peeps at the Peep Show at Carroll Arts Center
- See Cunningham Falls bursting full with spring rains and fly fish for brown or rainbow trout on Big Hunting Creek below
- Discover the tradition of maple syruping and savor a hearty breakfast at Cunningham Falls State Park’s Maple Syrup Festival
- Walk the Iron Trail to discover the complex and diverse history of Catoctin Furnace Village, see blacksmithing demonstrations and a live iron pour at The Maryland Iron Festival
- Cool off with a dip in Hunting Creek Lake at Cunningham Falls State Park
- Pick-your-own sunflowers, berries, fruit and veggies at Baugher’s Orchard
- Take the kids fishing at Lake Hashawha for Bluegills, Green Sunfish or the occasional Smallmouth Bass
- Experience living history portrayals of the 1863 Civil War events at Union Mills during Citizen Meets Soldier
- Savor a picnic dinner of fried chicken, local roasted corn, local tomatoes and more at Union Mills’ Corn Roast Festival
- Photo: Fly Fishing on Big Hunting Creek, Photo Credit: Visit Frederick
Fall/Winter
Fall/Winter
- Swirl, sip, and stroll through crisp fall air while sampling the best wines from across the state at the Maryland Wine Festival
- Step into the past and celebrate heritage at the Traditional Arts Festival at the Carroll County Farm Museum to watch skilled artisans at work
- Raise a glass to autumn on the Carroll County Spirits Trail. Taste handcrafted spirits, tour local distilleries, and toast the season’s bold flavors
- Celebrate Maryland beer and brewing history with a pint at the Maryland Microbrewery Festival
- Shop for art, crafts and jewelry from juried craft vendors at the Catoctin Colorfest and bask in the mountain’s glorious fall color
- Shop for holiday treasures and tour the decorated historic Union Mills homestead during the German-style Christmas Market
- Admire handcrafted wreaths and celebrate the season at Westminster’s beloved Festival of Wreaths
- Follow the colorful Barn Quilt Trail through Carroll County and discover art stitched into the landscape
- Design and decorate your own greenery wreath and shop for unique handmade gifts at Catoctin Furnace Village’s Traditional Village Christmas
- Tour three historic covered bridges and drive over the river and through the woods
- Photo: Ole Mink Farm Recreation Resort