Kent County Arts Council offers arts for everyone, and helps fund, support, and produce the arts in the community. With many activities focused on local African American cultural heritage, as well as culture and heritage celebrations, the Kent County Arts Council supports community events, school cultural arts presentations, and individual artists. With the acquisition of the Charles Sumner Post #25, an incredible historic site and building which will become a world class museum, new and exciting developments are afoot in Chestertown, Maryland.READ MORE

The Brampton Bed and Breakfast Inn in Chestertown, Maryland is a romantic oasis perfect for private getaways and honeymoon accommodation and is a meticulously restored 1860 National Register manor house. This award winning bed and breakfast offers the grace and charm of a 19th century country estate, where you can leave the world outside the door, and simply relax in beautifully appointed guest rooms, that are comfortable with modern amenities, and there are secluded cottages available many with whirlpool tubs or spa showers, and all with unparalleled privacy. Freshly prepared a la carte breakfasts are served in the morning, and afternoon tea and refreshments await. The Brampton Bed and Breakfast Inn is also a dream Maryland wedding venue and perfect setting for your special day.READ MORE

Massoni Art in Chestertown, Maryland offers contemporary fine art, paintings, sculpture, photography and prints, and is the perfect place for that corporate gift. Enjoy wonderful exhibitions by gallery artists and visiting artists as well as a very strong on-line presence. Massoni Art brings art to the workplace and has worked in collaboration with architects, developers, interior design firms, art consultants, and non-profit organizations and more.READ MORE

Visit Lauren Ames Interiors in Chestertown for decor, interior design, comfortable designsREAD MORE

The Historical Society of Kent County, Maryland is dedicated to preserving and collecting artifacts, documents more for covering all aspects of the history of Kent County. Here you will find guided tours and tea, ghost walks of historic Chestertown, a Chestertown historic house tour, on-line exhibits, a research library, museum space and more. The Historical Society of Kent County, Maryland is housed in a historical building of fine architecture, the Geddes Piper House, decorated with period pieces and period rooms are utilized as backdrops for the unfolding story of local history, come visit.READ MORE

Simply Bed and Bread is a wonderful guest house in Chestertown located close to the water and with two gracious rooms available you'll feel right at home. Enjoy a convenient stay close to the college campus, wonderful gifts shops and fine restaurants nearby and historic sites, and the area is perfect as a wedding destination with old world charm, as well as fishing, golfing, biking, birding and so much more. Simply Bed and Bread extends a warm welcome, and a wonderful stay is guaranteed. READ MORE

Sophisticated Vintage in High Street, Chestertown, Maryland are purveyors of stylish finds, including vintage furnishings and accessories, contemporary decor, eclectic jewelry and so much more. Come view antique furnishings, artifacts and collectibles in wonderful surrounds, immerse yourself in a time gone by inside this peaceful oasis, and a really fun place to visit. Come shopping for gifts, a little something special for yourself, at Sophisticated Vintage everyone's taste is catered to, and pieces of timeless elegance and charming vintage await.READ MORE

Brooks Tavern in Chestertown offers an eclectic mix of rustic and hip, and is housed in the historic site of the Radcliffe Mill, and they are open Tuesday through Saturday for lunch and dinner. Come eat, drink, relax and enjoy a wonderful dining experience in warm and hospitable surrounds, where good service and great food is the order of the day. The menu is seasonal and one to be proud of and here there is something delicious for everyone, and the wine list is in constant motion, come and enjoy a delight at Brooks Tavern, you'll be back.READ MORE

Chestertown Historic House offers fine antique furnishings and paintings in keeping with the history of this wonderful home. Enjoy watching the world go by from the porch in the heart of beautiful Chestertown, Maryland, and distant views of the Chester River. This circa 1780 and 1840 house provides a wonderful level of comfort in the master bedroom with his and hers bathrooms, two more bedrooms with private baths, a gourmet kitchen, controlled heating, air conditioning and so much more. Chestertown Historic House also has an outside grill, and is a simply wonderful place to stay as a self catering option when visiting Chestertown, Maryland.READ MORE

Banning House in Chestertown, Maryland is a beautifully restored family home perfect for self catering holidays just up from the Chester River. Enjoy a vacation rental that is within walking distance from everything, has a wonderful porch from which to watch the world go by, and an outdoor patio with grill. Banning House is located in the heart of the historic district of Chestertown, where guests can enjoy a stay in the spacious bedrooms with queen beds, a contemporary kitchen that is fully equipped, a sun room and dining room. A stay in this historic house originally built in 1785, offers perfect surrounds in a lovingly restored home.READ MORE