Old Main Streets
Vibrant streets invite visitors to explore history, heritage and architecture while savoring the flavor of local shops, eateries and lodging.
Stop by Roddy Road Covered Bridge in Thurmont, just off the byway for a convenient stop to relax with a picnic, go fishing and explore the natural beauty of this park.
Just off MD 140, Westminster is close enough to destinations such as Baltimore and Gettysburg, Pa., to provide convenient yet seemingly out-of-the-way opportunities for dining, shopping and lodging between day trips.
Mount Airy to Taneytown
MD 27, MD 31, MD 84 & MD 140
Nestled among three vineyards that offer tours and wine tastings, Mount Airy sets the table for a relaxing and romantic getaway. The town’s mantra is “stop, shop and stroll,” and visitors can soak in the small-town ambiance while doing just that.
From there, head north to New Windsor where a walking tour reveals Civil War heritage amid 19th-century homes, churches and commercial structures. Just north is Uniontown, where Victorian residences line the streets and antiquing is a popular pastime.
The next stop is Westminster, where the charming Main Street has a variety of restaurants, shops and galleries, one of which is housed in a refurbished art-deco movie theater. A quick side trip on Washington Road brings you to Hoffman’s Ice Cream, open since 1947. Agricultural heritage is celebrated at the 140-acre Carroll County Farm Museum.
Before heading back to Emmitsburg, pass through Taneytown, which witnessed Civil War troop movements prior to the Battle of Gettysburg. Settle here for the night in a historic country inn or comfy bed and breakfast.
East of Mount Airy, near historic Sykesville, Piney Run Park features a 300-acre lake for fishing and boating. The park also offers a nature center, hiking trails, recreational fields and picnicking.
The first Maryland Wine Festival in 1984 featured eight wineries. Now, about 50 wineries participate each September at the Carroll County Farm Museum.