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

Stepne Manor circa 1690 in Chestertown, MD offers a wonderful stay on a historic site and landmark in a manor house with wide covered porch. This stunning town manor house can comfortably sleep up to fifteen guests and has a large kitchen with dining table. Interior rooms are fully furnished and showcase unique architectural designs. Stepne Manor is within walking distance to downtown Chestertown, and is also the perfect venue for meetings and wedding ceremonies.READ MORE

Uncle Charlie's Bistro in Chestertown, Maryland offers a wonderful selection of American cuisine, seafood, tempuras, sandwiches, salads and more, served with beverages and wine, and have been delivering to corporate America for years. Uncle Charlie's Bistro offers generous portions, the friendliest atmosphere and quality service. Come enjoy a wonderful dining experience in lovely surrounds at Uncle Charlie's Bistro, which is located just minutes from downtown Chestertown on High street, you'll be back.READ MORE

The Imperial Hotel in Chestertown is the perfect gathering place for travelers and locals, with a delightful front room restaurant and bar serving eclectic contemporary cuisine. Here you can enjoy comfortable accommodations in the 11 deluxe rooms and 2 suites with balances of old world charm, quaintness and modern amenities. Private events are catered to here with meeting rooms, banquets and private dining available it's perfect for wedding receptions too. The Imperial Hotel offers wine tastings, and hotel packages, and an unforgettable stay is guaranteed.READ MORE

The Lauretum Bed and Breakfast Inn in Chestertown, Maryland reflects the late Victorian period, and is a unique setting for your visit to the Eastern Shore. The Lauretum Bed and Breakfast Inn has five guest rooms, two of them are two bedroom suites and include air con, free WIFI, hairdryers and ironing boards. When staying at the Inn, Country Club Privileges are available for all the facilities at the Chester River Yacht and Country Club, including the golf course and pool. This historic site bed and breakfast awaits you with wonderful features. READ MORE

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

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

Chestertown Natural Foods in Chestertown, Maryland offers natural and organic food and products, here you will even find vitamins and unique gifts. Striving to provide the best gourmet products available, Chestertown Natural Foods has knowledgeable personnel, is handicap and wheel chair accessible, caters to everyone and invites you to buy fresh and buy local. Services include nutrition consultation by appointment, speaking engagements, free educational literature, even free coffee and tea on a Saturday, a wide range of offerings and organic produce, and a whole lot more.READ MORE

Chestertown Antique and Furniture Center in Chestertown, Maryland offers antique furnishings, on-line auctions, and even Amish outdoor furniture and Amish play sets. Here you will find stunning items including recliners, original pieces, sofas and chairs, even unfinished furniture, desks, bookcases, entertainment centers and so much more. Chestertown Antique and Furniture Center also have bedding, china cabinets, as well as china, glass and silver, a visit is must, and it's a sure bet you won't leave empty handed.READ MORE

The Bookplate in Chestertown, Maryland offers a wide array of books in a broad array of categories, and they emphasize the history of Chesapeake Bay with many books relating to the history, historical sites, colonial and revolutionary heritage of Maryland's Eastern Shore. The Bookplate is a wonderful place to visit and has an expanded section on maritime history, exploration, sailing, navigation, nautical fiction and tales of the sea, as well as the fields of art, architecture, design and so much more, here there is something for everyone's historical interest and taste.READ MORE