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

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 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

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 Historical Society of Kent County, Maryland is dedicated to preserving and collecting artifacts, documents more for covering all aspects of the history of Kent County. Here you will find guided tours and tea, ghost walks of historic Chestertown, a Chestertown historic house tour, on-line exhibits, a research library, museum space and more. The Historical Society of Kent County, Maryland is housed in a historical building of fine architecture, the Geddes Piper House, decorated with period pieces and period rooms are utilized as backdrops for the unfolding story of local history, come visit.READ MORE

Widow's Walk Inn B&B is located in the historic district of Chestertown, Maryland, and is close to many historic sites, quaint gift shops, and fine restaurants. A stay at the Widow's Walk Inn B&B takes you back down memory lane to how things used to be, here you will find quiet tranquility, a soothing of the soul, and a lovely welcoming home with air conditioned rooms and ceiling fans. Enjoy antique furnishings and family treasures, relax on the rocking chairs or swing on the front porch, and simply enjoy.READ MORE

Village House in Chestertown, Maryland welcomes you to the home of needlepoint pillows, perfect for personal and corporate gifts, or a little something for yourself. An array of luscious pillows await with stunning designs and here you will find the finest in interior accents. The beautifully hand stitched pillows with the finest attention to detail are designed to compliment decor and will enhance any home whether your decor is contemporary, country casual, opulent, spare or urban chic, come browse the over 800 items on display.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 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