The Best Things To See And Do In Small Town Maryland

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Maryland, known for its rich history and scenic beauty, is home to several charming small towns. These towns offer a perfect escape from the hustle and bustle of city life, each with its unique character and attractions. Here are some of the best small towns in Maryland to explore:

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St. Michaels

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St. Michaels is a picturesque town located on Maryland's Eastern Shore. Known for its maritime history, it offers beautiful views of the Chesapeake Bay. Visitors can explore the Chesapeake Bay Maritime Museum, enjoy fresh seafood at local restaurants, or take a relaxing boat tour.

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Annapolis

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While Annapolis is the state capital, it retains a small-town charm. Famous for its historic architecture and vibrant waterfront, Annapolis is also home to the United States Naval Academy. Visitors can stroll along the cobblestone streets, visit the Maryland State House, or enjoy sailing on the bay.

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Berlin

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Often hailed as "America's Coolest Small Town," Berlin is located near the Atlantic coast. It boasts a charming downtown area filled with antique shops, art galleries, and cozy cafes. The town hosts numerous festivals and events throughout the year, making it a lively spot to visit.

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Havre de Grace

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Situated at the mouth of the Susquehanna River, Havre de Grace offers stunning waterfront views. It's known for its quaint downtown area, museums, and historical sites like the Concord Point Lighthouse. Outdoor enthusiasts will enjoy the trails and parks along the waterfront.

 

Ellicott City

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Ellicott City is a historic town with a vibrant arts community. Its Main Street is lined with unique shops, galleries, and restaurants. The town is also known for its haunted history, offering ghost tours for those interested in the paranormal. Nearby parks provide opportunities for hiking and picnicking.

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Chestertown

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Chestertown, located on the Chester River, is known for its colonial architecture and friendly community. The town hosts the annual Chestertown Tea Party Festival, commemorating a pre-Revolutionary War event. Visitors can explore the local farmers' market or take a leisurely walk along the river.

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Oxford

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A small waterfront town, Oxford offers a peaceful retreat with its scenic views and charming streets. It is one of the oldest towns in Maryland, with a rich history and well-preserved architecture. Visitors can enjoy a meal at the famed Robert Morris Inn or embark on a ferry ride across the Tred Avon River.

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These small towns in Maryland offer a delightful mix of history, culture, and natural beauty. Whether you're looking for a day trip or a weekend getaway, each town provides a unique experience that captures the essence of Maryland's charm.