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

The White Swan Tavern in Chestertown, Maryland is a historic site and landmark since the pre-revolutionary war days, and is nestled in the Chesapeake Bay Region. Enjoy new world tradition, peace and tranquility in this wonderful bed and breakfast that offers gracious afternoon teas and cater to private events like small conferences, weddings, and receptions. White Swan Tavern offers rooms and suites some with four poster beds, and old world charm, and there are two fully equipped apartments known as the Bittersweet Guest Suites available too. Start your day with a continental breakfast in your room or their tea room, and enjoy a free morning newspaper, WIFI, cable TV in the sitting room and so much more, come feel the history, and enjoy the privacy here, it's wonderful.READ MORE

O'Connor's Pub and Restaurant in Chestertown, Maryland is an Irish style pub and restaurant that offers traditional and delicious Irish and local food, with generous portions and beautiful presentation. O'Connor's Pub and Restaurant offers a premium full bar too and visitors can enjoy a fine Irish whiskey, imported and domestic beers and arguably the best Guinness in town. The legendary Crab bisque soup, oysters and Maryland crab cakes, are award winning meals, and daily specials are also available. O'Connor's Pub and Restaurant caters to private events in the function room and courtyard, available for up to 150 patrons, come party.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

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

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

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 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

Visit Sultana Projects in Chestertown for history, culture, natural environment, estuaryREAD 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