Destination Main Streets

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Maryland

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The Old National Pike becomes Main Street as it passes through historic New Market.
The Old National Pike becomes Main Street as it passes through historic New Market.

Maryland has often been referred to as America in Miniature. A fascinating claim for a state that's so small in area. But Maryland has been blessed by its geography. To the far west you have the Appalachian Mountains, while to the east you have the Coastal Plains tucked in nicely between the Chesapeake Bay and the Atlantic Ocean. And running through the center of the state are the rolling hills of the Piedmont Plateau, home to one of the largest urban conglomerations in the nation.

But Maryland's variety isn't limited to geography. The state has always been hard to define. South of the Mason-Dixon Line but north of the Potomac River, Maryland's culture has been a mix of the best qualities of the north and south. This gives visitors an eclectic mix of Main Streets to visit. Whether you want to visit a quiet town on the water, a quaint village in the mountains, or a hip urban neighborhood, Maryland has something for you.

The Chesapeake Bay cuts a swath of rivers and peninsulas through the heart of Maryland providing the perfect environment for Main Streets on the water. Chesapeake City, Chestertown, Havre de Grace and North East take their place along the upper Chesapeake region while Easton and St. Michaels are centrally located on Maryland's Eastern Shore. On the other side of the bay is Annapolis, the largest of Maryland's waterfront communities.

When visiting the towns on the western side of the state, you can enjoy the fascinating vistas along the way. The booming city of Frederick and the quiet antiquing destination of New Market stand in the shadows of the Catoctin Mountains. Located in the rocky Patapsco Valley, Ellicott City may not be in the Appalachians but you'll feel like you're a world away from the bustling Baltimore suburbs, which virtually surround it.

St. Michaels offers excellent waterfront views.
St. Michaels offers excellent waterfront views.

And speaking of Baltimore, the city itself has quite a few Main Streets as well. Fells Point is not only where you'll find the city's nightlife but it's also where much of the city's waterfront history originated. For the quirky side of Baltimore, there's Hampden a newly gentrified community that still likes to show off its beehive hairdos and pink flamingos. But Baltimore isn't Maryland's only big city. Just outside of Washington, DC is Maryland's second largest downtown, Bethesda, which features its own upscale Main Street.

We're always looking for ways to update Destination Main Streets If you think we missed a Main Street that belongs on this site, please drop us a line. Go to the Contact Us page to send us an email. Send a brief description of the Main Street along with any other information you think would be helpful, including location and, if possible, links to the Main Street's site.

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To send us any correspondence, corrections, or questions go to the Contact Us page and drop us a line. Thank you.