Things to do in Chestertown, Maryland

Discover the Best Things to Do in Chestertown, Maryland

Chestertown is a historic town on the Eastern Shore of Maryland, nestled along the banks of the Chester River. The town was founded in 1706 and had a rich history evident in its charming colonial architecture, seen throughout its tree-lined streets and quaint downtown area. Chestertown is home to a thriving arts and cultural scene, with several galleries, theaters, and cultural events occurring throughout the year.

Chestertown is a popular destination for visitors to the Chesapeake Bay region, offering a wide range of outdoor activities and attractions. The town is surrounded by beautiful natural landscapes, including the Eastern Neck National Wildlife Refuge, Betterton Beach, and the Chesapeake Bay, all of which offer hiking, birdwatching, swimming, and more opportunities. The town is also home to many parks and green spaces, as well as a variety of shops, restaurants, and cafes.

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Things to do in Chestertown, Maryland

With its rich history, thriving arts and cultural scene, and abundance of outdoor activities, Chestertown is a must-visit destination for anyone exploring the Chesapeake Bay region. The town’s warm and welcoming atmosphere, stunning natural beauty, and unique cultural offerings make it an extraordinary place to visit.

Wilmer Park

Wilmer Park is a beautiful and serene park located in Chestertown, Maryland. It covers an area of approximately 15 acres and is situated near the Chester River. The park is a popular spot for both residents and tourists, who come to enjoy the stunning views of the water and the well-maintained grounds. Visitors can relax on the park’s lush green lawns or stroll along the river’s edge, enjoying the natural beauty of the area.

One of the unique features of Wilmer Park is its public access to the Chester River. The park also features several picnic tables and benches, making it a perfect spot for a family outing or a peaceful picnic with friends. In addition, the park’s convenient location in the heart of Chestertown means that visitors can easily access a variety of local restaurants and shops after their time in the park.

Wilmer Park is a treasured community asset, providing a much-needed outdoor space for residents and visitors alike. The park is often used for community events such as festivals, concerts, and fairs. It is also a popular location for weddings and other special events. With its stunning natural surroundings and convenient location, Wilmer Park is a must-visit for anyone in the Chestertown area looking to connect with nature and enjoy the great outdoors.

Chestertown, Maryland
Chestertown, Maryland” by thumeco is licensed under CC BY-NC-ND 2.0

Chestertown RiverArts

Chestertown RiverArts is a vibrant art center located in Chestertown, Maryland. The center is dedicated to promoting and nurturing the arts in the community, offering various programs and events for artists and art lovers of all ages. Visitors to Chestertown RiverArts can enjoy a diverse range of exhibits featuring works by local and regional artists and participate in various classes and workshops on everything from painting and drawing to ceramics and fiber arts.

One of the unique features of Chestertown RiverArts is its focus on community engagement. The center is essential in supporting local artists and cultural organizations, providing opportunities for artists to exhibit their work and collaborate with other artists in the area. It also hosts several events and programs encouraging community participation and interaction, such as its annual RiverFest celebration and the popular First Friday events showcasing local artists and performers.

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Chestertown RiverArts is a true gem of the Chestertown community, offering a welcoming and inclusive space for artists and art enthusiasts to come together and explore the creative arts. The center’s commitment to fostering a thriving arts scene in the area has made it a beloved institution in the community. The talent and creativity will surely inspire visitors to the center on display.

Eastern Neck National Wildlife Refuge

Eastern Neck National Wildlife Refuge is a stunning natural paradise in Chestertown, Maryland. Covering over 2,200 acres, the refuge is home to a wide variety of wildlife, including bald eagles, ospreys, great blue herons, and many migratory bird species. Visitors to the refuge can explore its many hiking trails, which wind through marshes, forests, and grasslands, offering breathtaking views of the surrounding landscape and abundant wildlife.

The refuge is a popular destination for birdwatchers and wildlife enthusiasts who observe the diverse range of species. The refuge’s diverse habitats support a wide range of plant and animal life, making it a must-visit destination for anyone interested in the natural world. Visitors can also participate in several educational programs and guided tours offered by the refuge, which provide insight into the unique ecological features of the area.

Eastern Neck National Wildlife Refuge is a valuable resource for the community and visitors to the Chestertown area. Its stunning natural beauty and abundance of wildlife offer a welcome escape from the hustle and bustle of daily life, allowing visitors to reconnect with the natural world and appreciate the wonders of the Chesapeake Bay region.

Betterton Beach

Betterton Beach is a hidden gem overlooking the majestic Chesapeake Bay in Betterton, Maryland. It is a popular destination for locals and tourists alike, offering a serene and peaceful escape from the hustle and bustle of everyday life. Visitors to Betterton Beach can soak up the sun on the sandy beach, swim in the clear waters of the Bay, and take in the stunning views of the water and the surrounding natural beauty.

The beach is a family-friendly destination, with plenty of activities for children and adults alike. Visitors can enjoy a game of beach volleyball, take a relaxing walk along the water’s edge, or have a picnic in the shade of the beach’s trees. The beach also features a boardwalk, perfect for a stroll or jog, and provides breathtaking views of the Bay and the surrounding landscape.

Betterton Beach is a perfect destination for a peaceful and relaxing beach experience. Its tranquil and natural surroundings offer a welcome escape from the hustle and bustle of daily life, allowing visitors to unwind and connect with the beauty of the Chesapeake Bay region. With its convenient location and abundance of activities, Betterton Beach is a must-visit destination for anyone in the Chestertown area looking to enjoy a day on the beach.

Brampton Bed and Breakfast Inn

The Brampton Bed and Breakfast Inn is a luxurious 5-star hotel in Chestertown, Maryland. The inn is housed in a beautifully restored 1860s plantation house and features 13 elegantly appointed guest rooms and suites, each uniquely decorated with a blend of traditional and modern furnishings. Guests can enjoy a range of amenities, including luxurious linens, plush bathrobes, in-room fireplaces, and a gourmet breakfast each morning.

The Brampton Bed and Breakfast Inn is renowned for its impeccable service and attention to detail. The innkeepers ensure that each guest has a comfortable and memorable stay and are always available to recommend local activities and attractions. So whether you’re looking to explore the nearby Eastern Neck Wildlife Refuge, take a sailing trip on the Chesapeake Bay, or relax and unwind in the inn’s serene surroundings, the staff at Brampton will go above and beyond to ensure that your stay is nothing short of exceptional.

Things to do in Chestertown, Maryland

With its charming and tranquil setting, luxurious accommodations, and exceptional service, the Brampton Bed and Breakfast Inn is the perfect destination for a romantic getaway, a special occasion, or simply a relaxing weekend away. Guests will surely be delighted by the inn’s warm and welcoming atmosphere and will leave feeling refreshed and rejuvenated after their stay.

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