Adam & Lyla

October 25, 2025 • Chestertown, MD
161 Days To Go!

Adam & Lyla

October 25, 2025 • Chestertown, MD
161 Days To Go!

Chestertown, Maryland, is a historic town in Kent County on Maryland's Eastern Shore. Founded in 1706, nestled along the Chester River, it offers picturesque views and a tranquil atmosphere.


Renowned for its well-preserved colonial architecture, Chestertown features many 18th-century homes and buildings. The historic district, with its brick sidewalks, shops, restaurants, and inns, invites visitors to explore its rich heritage. Washington College, founded in 1782, adds to the town's vibrant and intellectual atmosphere.


With its blend of history, natural beauty, and community spirit, Chestertown offers a unique and welcoming experience for residents and visitors alike.

Shopping

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Chestertown's small business retail community offers a diverse range of shopping options, including fashionable apparel, fine jewelry, sportswear, collectibles, antiques, and eclectic galleries, while also creating jobs, supporting the local economy, and catering to individual customer needs.

Website

Dining in Historic Chestertown

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Chestertown offers a culinary paradise for foodies, with an award-winning farmer's market, fine wines, locally distilled liquors, imported cheeses, and locally aged beef in its historic downtown and Kent County countryside.

Experiences

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Discover the vibrant culture, outdoor adventures, artistic inspiration, and charming streets of Chestertown, offering something new for everyone, whether you're a visitor or a longtime resident!