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

Chester River Outfitters in historic Chestertown, Maryland on the beautiful Eastern Shore, offer kayak rental, canoes and accessories as well as bicycle rentals, and are a full service bicycle and paddle shop. Rental boats and kayaks are also offered for sale and you will love paddling and canoeing the beautiful and numerous waterways in the area just waiting to be explored. Scenic country roads are just waiting to be explored by bike, and when renting a bike through Chester River Outfitters, locks and helmets are included. The also have a full-service bike shop for repairs as well as parts in the store. 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

Seaton Hagerstown is a reputable retirement community in Hagerstown, MD.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

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

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

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

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 Evergrain Bread Company in Chestertown, Maryland offers a passion for baking with delicacies produced by the owner and head baker. With delicious breads, pastries and savories available, enjoy something delightful at the coffee shop with excellent coffees on hand to match your delectable choice, and here you will find the perfect environment to relax and let the world pass you by. Come savour the divine, reconnect and have a moment to yourself in this beautiful space downtown. The Evergrain Bread Company is a gathering place for friends, locals and visitors, where good food and coffee await.READ MORE