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

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

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

Chestertown Riverarts Gallery is a non profit community arts center that offers gallery exhibits, weekend craft and art workshops, and there is a stunning gift shop with works if Eastern Shore artists and more. With a constantly evolving program of exhibitions, classes, lectures and special private events, Chestertown RiverArts inspires creativity, for community enrichment, and establishes the region as a premier arts destination. There's a clay studio, arts for kids and wonderful teachers offer a list of classes in many genres for all skill levels.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

At Empty Hangers in Chestertown, Maryland you will find brand name items, gently used clothing, shoes and purses, and they stock mostly women's clothing. Other items available here at this consignment boutique include baby and children's clothing, a nice selection of books, pictures and household items. Come accessorise your beach wear with stunning jewelry, belts and scarves and head out to the Eastern Shore and Chesapeake Bay. Empty Hangers also have baby blanket and photo frames as well as Longaberger baskets, well worth a 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

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

Hegland Glass located in the historic and charming riversider town of Chestertown, on the Eastern Shore of Maryland offers a world of wonder in the art of glass. perfect for corporate gifts, these glass items offer a unique and open design, made with precision and skill, and acute attention to detail and a breathtaking complexity and brilliant finishing processes. Hegland Glass offers pieces which depict a keen attention to detail and original design, and the process by which the pieces are forged from the assembly to the kiln to the work on the final piece, is simply fascinating, visit today, and view the stunning items on offer.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