Kent County Shopping

Kent County offers shoppers an enjoyable alternative to busy cities and big malls. Beautiful tree-lined, red-brick sidewalks welcome you to Downtown Chestertown where you will find yourself browsing clothing, jewelry and furniture stores, curio shops, antique shops, art galleries and studios. With so many unique shops offering one of a kind items you are certain to find that one of a kind gift for a friend or a special treat yourself. Mix your shopping with a bit of history as you take in the beautiful 18th and 19th century homes throughout the downtown area. And there's no need to go far after you have worked up an appetite. There are plenty of downtown restaurants to satisfy your hunger.

Chestertown art galleries
Rock Hall shopping

Rock Hall, only 13 miles from Chestertown, also shows the shopping enthusiast a great time. You may want to begin your shopping excursion on Main Street, where you will find clothing, hand-crafted furniture, a gallery, quaint gift shops and a 1930s ice cream parlor. Be sure to visit the Villages, just off Main Street, where you will find colorful cottages filled with antiques, a bakery and more delicious ice cream. Make sure you do not miss local shops like Smilin’ Jakes, and the Hickory Stick which is tucked back off of Main Street. Visitors arriving by boat may want to start at the Ditty Bag at Haven Harbour Marina and the Cat's Paw at the Sailing Emporium Marina. Don’t forget about West Marine where you can pick up all your boating supplies or a gift for your favorite boating enthusiast. There are so many great shopping options! Be sure to pick up the Rock Hall guide, so you don't miss anything that this town has to offer.

Galena, a short drive to the north from Chestertown and Rock Hall, offers unique shopping, from antique to whimsical. Find your floral inspiration at Galena Blooms where you can pick your own fresh-cut flowers, greens, and herbs or shop for all natural herbal soaps, vinegars, and beauty products. A visit to Sassy River Market on East Cross Street will give you a chance to grab a sandwich to go as you continue your day in Kent County. 

Hand crafted jewelry and antiques

For a leisurely and pleasant afternoon, a country drive to Millington for lunch or dinner at Two Trees Restaurant offers dressed-up dining for casual diners. Be sure to stop in to Maryland's Herb Basket where you will find herbal products and collectables in a restored Victorian cottage with a demo herb garden. If you are looking for a little piece of history you can visit Old News on Cypress Street where you will be delighted to find collectibles, coins, and archived local photos. Need a gift for a four-legged friend or family member? Dog Grooming shop Hairy Hounds Grooming offers the purr-fect option for a quick gift to spoil your furry friend.

Kent County events, which often draw talented and crafted vendors, can be a wonderful and unique shopping experience offering you the opportunity to pick up items from local farmers, bakers, artisans and more. Request a Visitor Information Package here, or go to the on-line calendar of events, to learn more about upcoming events in Kent County.