Incorporated in 1888, the small town of Hampstead has a population a little over 6,000 and sits in the northeastern part of Carroll County, Maryland. They’ve completed major improvements as part of their Main Street Revitalization Plan. From an old bank building on Main Street that they turned into the new police station to restoration of the 1912 train station, they are keeping the old town feel, while making more modern improvements, like road improvements that alleviate traffic congestion.

Great times to visit Main Street Hampstead include the Hampstead Farmer’s Market, the annual Christmas Tree Lighting in Main Street Memorial Park, the annual Hampstead Day in May – a fun family event with vendors, food and a variety of entertainment along Hampstead’s Main Street corridor, and the Fireman’s Carnival one week in August each year.


Manchester, incorporated in 1834, is a small town with a population of about 4800, located just south of the Pennsylvania line in Carroll County, Maryland. A large portion of the businesses, small retail, and restaurants are located in downtown Manchester clustering on or around Main Street and its intersection with York St.

Less than a mile off Main Street is Charlotte’s Quest Nature Center, which holds a SpringFest in May. Manchester’s Fireman’s carnival runs in late June each year and it’s convenient to Main St.

Also less than a mile from Main street at 3208 York St, is the Manchester Historical Center Museum, as well as the Manchester War Memorial, a monument which includes local veterans who served during WWI, WWII, Korea, Vietnam, Lebanon/Grenada, and Desert Storm.

Follow Manchester on Facebook to stay current on their happenings.

Mount Airy

Mount Airy’s main street is part of The Maryland Main Street program, which strives to strengthen the the economy and image of Maryland’s traditional main streets and neighborhoods, which have been chosen based on their commitment to succeed. Sykesville, Taneytown and Westminster area also in the program.

The beautiful Main Street of Mount Airy is small but nevertheless offers a variety retail, restaurants and entertainment. Their annual events include a not-to-miss Chili cookoff each year, and a cornhole tournament in the fall. They are upgrading their appeal in many ways too, including the in-progress Rail-to-Trail walking path and the B&O Caboose that will soon be displayed downtown, both of which honor Mt. Airy’s railroad heritage.


Sykesville, Maryland, incorporated in 1904, with a population around 4500, and located in the southeastern part of the County on the Howard County line, is another official Maryland Main Street. Its vitality and growth over the past five or so years, during which it added more than ten new businesses has been remarkable. A town that fairly recently saw very little foot traffic is now hopping. Especially during its big events, which include the Wine and Arts Festival in May, and the Fall Fest (now known as the Harvest Festival) in September, and the Chili & Beer Festival in early November. Other fun things are their First Fridays on Main Street, The Farmer’s Market on Sundays starting in spring, and Merry Main Street in December. There is so much more, and the Sykesville Main Street merchants also hold many events of their own, so check out the Sykesville Main St. events calendar for more information or follow their Facebook page.

New Windsor

New Windsor, Maryland is a tiny town with a population around 1300, incorporated in 1844. It’s a beautiful place to visit with a historic district that centers around Main St that is in the National Register of Historic Places and a few great notable historic places to visit, like the New Windsor Heritage Museum and the Strawbridge Shrine and the Apple-Englar House.


Yet another town steeped in the history of the region, Taneytown, Maryland, population 6700, is home to a downtown full of historic landmarks and architecture, and a portion of the City is designated as a Historic District with the National Register of Historic Places. You can check out the Taneytown History Museum (currently closed for renovation; however New Windsor State Bank has some of their displays.) and go on a self-guided or guided walking tour of downtown. There are unique shops and restaurants, and don’t miss Antrim 1844 Country Inn, an internationally recognized bed and breakfast.

Union Bridge

With a population just under 1000, Union Bridge was settled as a farming community before the Revolutionary War. It’s a tiny town with a proud heritage. It was the home of Jacob R. Thomas, who designed and assembled the world’s first reaping machine. Noted sculptor, William Rinehart was born here. The Western Maryland Railroad shops and offices were located here, and Union Bridge was the first small town to have electric lights. It’s a town worth checking out, with it’s old architecture and a great little restaurant, The Buttersburg Inn.


Westminster, Maryland, is the big city, the seat of Carroll County, with its population of more than 18,000. This historic town offers something to do every day, whether you are looking for the arts, dining, outdoor festivals, history and more.

Just a few of the many things to check out in Westminster are the Carroll Arts Center for art shows, concerts, movies and plays. Special events include parades, concerts, and street festivals. Restaurants all over town offer variety from casual cafes to fine dining. Check out the great retail stores in and around the downtown Main St area, and don’t miss the Farmers Market and the Historical Society of Carroll County.