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

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 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

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

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

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

The Finishing Touch shop in Chestertown, Maryland offers excellent personal and corporate gifts, and specialize in framing, fine art, select gifts, artist's materials, digital imaging and art reproduction. At the Finishing Touch you can find wonderful gift ideas and artworks with local prints and photography available as well as Chesapeake maps, duck stamp prints and even works by featured artists, plus they do custom framing. Come visit the Finishing Touch, where they strive to get it right the first time.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

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