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

The Fish Whistle is a waterfront restaurant in Chestertown, Maryland overlooking the Chester River, and here it's all about the food, with excellent nightly specials. Enjoy exquisite American cuisine of burgers and wings, oysters and prime rib, delicacies from the sea, desserts and a late night bar menu. The Fish Whistle also offers a catering and take home menu of delights, and there are excellent specials and events happening all the time, come and enjoy a wonderful dining experience in great surrounds.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

The Lemon Leaf Cafe in Chestertown, Maryland serves exquisite American cuisine with a twist and offers the best crab soup, freshest Maryland crab cakes and local oysters anywhere. Enjoy classic Eastern Shore cuisine in delightful surrounds, and they cater to private events and will take care of all the details for you. Ms Joanne's Bakeshop at the Lemon Leaf Cafe provides the heavenly desserts on offer, try the popular lemon meringue pie, or the coconut cream pie or signature brownie sundae and more, they're all divine, and can be specially ordered.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

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

The Garfield Center for the Arts in Chestertown, Maryland is a multi function community center for the performing arts, and here you will find theater, music, films, children's programming and a whole lot more. With Educational Outreach programs run throughout the year offering seasonal workshops for the youth, and summer camps, the Garfield Center for the Arts engages the whole playmaker with mental, physical and artistic challenges. The theater, main stage and Kohl Lobby are available for rental for private events and special occasions. Come support the arts and check out the upcoming events.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

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

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