Nestled on the Eastern seaboard, Maryland is a state with a rich history and diverse landscapes. From bustling cities to quaint small towns, this state has something for everyone. But if you’re looking to slow down and enjoy a charming, laid-back lifestyle, then you’ll want to check out these 11 small towns in Maryland.
1. Berlin
Located on the Eastern Shore, Berlin is a picturesque town often referred to as “America’s Coolest Small Town”. With tree-lined streets, beautiful homes and a charming downtown area, it’s easy to see why. This town is perfect for those who want to live close to the beach but still have a small-town feel.
2. Havre de Grace
Nestled on the banks of the Susquehanna River, Havre de Grace is a charming town with a strong sense of community. Enjoy strolling along the waterfront or exploring the historic district, filled with Victorian-style homes and quaint shops. This town is perfect for those looking for a small-town atmosphere with easy access to big city amenities.
3. St. Michaels
Located on the Chesapeake Bay, St. Michaels is a popular tourist destination known for its charming main street and beautiful waterfront. With a variety of restaurants, boutiques and art galleries, there’s always something to do in this quaint town. St. Michaels is also home to many festivals and events throughout the year, making it a lively and vibrant place to call home.
4. Chestertown
With its brick sidewalks, historic homes and tree-lined streets, Chestertown is a quintessential small town. This waterfront town is home to Washington College, the oldest college in Maryland, giving it a lively and youthful energy. Enjoy the town’s many shops, restaurants, and outdoor activities such as kayaking and fishing.
5. Berlin
Situated on the shores of the Chesapeake Bay, Rock Hall is a charming fishing town with a rich maritime history. This town is perfect for those looking for a quiet and relaxed lifestyle, surrounded by scenic water views. Enjoy local seafood, explore the charming downtown area and take in the breathtaking sunsets.
6. Sykesville
Located in Carroll County, Sykesville is a charming town with a strong sense of community and rich history. The town’s main street is lined with historic buildings, boutique shops, and delicious restaurants. With its annual festivals and events, such as the famous Sykesville Craft Beer Festival, there is always something fun happening in this town.
7. Snow Hill
Situated on the Pocomoke River, Snow Hill is a charming town with a long history. With its quaint main street, tree-lined sidewalks and historic homes, it’s easy to see why this town has been named one of the “Top 100 Best Small Towns in America”. Enjoy outdoor activities such as kayaking, biking, and hiking, or simply relax and take in the beauty of this quaint town.
8. Boonsboro
Nestled in the foothills of South Mountain, Boonsboro is a charming town with a strong sense of community and a rich history. This town is perfect for those who enjoy the outdoors, with its proximity to the Appalachian Trail and several state parks. Boonsboro is also home to the famous Nora Roberts Inn Boonsboro, a charming bed and breakfast owned by the bestselling author.
9. Annapolis
Known as the “Sailing Capital of the World”, Annapolis is a charming town with a lot to offer. With its historic district, beautiful waterfront, and lively downtown area, there’s always something to do in this town. From festivals and events to boutique shops and delicious restaurants, Annapolis has something for everyone.
10. Ellicott City
Located in Howard County, Ellicott City is a charming town with a rich history and a strong sense of community. The town’s main street is lined with historic buildings, unique shops, and delicious restaurants. With a variety of outdoor activities, such as hiking and fishing, and easy access to Baltimore and Washington D.C., Ellicott City is a great place to call home.
11. Frederick
Located in the rolling hills of Maryland, Frederick is a charming town with a bustling downtown area and a rich history. With its variety of parks and outdoor recreational activities, such as biking and hiking, this town is perfect for those who love the outdoors. Enjoy the town’s many festivals and events, unique shops,
