Location: Chestertown
Top Things to do in Chestertown
What to do and see in Chestertown, Maryland (MD): The Best Shopping
With a colonial history dating back to the 17th century, Chestertown, Maryland is proud of its maritime heritage. Sitting on the banks of the Chester River, sailing ships can still be seen coming into port. The city is the home of the Schooner Sultana, an exact replica of an 18th century ship that served in the British Royal Navy, now operating as an educational vessel. Every Memorial Day, the city hosts The Chestertown Tea Party Festival, proudly tossing the British overboard annually.
Restaurants in Chestertown
1. Book Plate
Overall Ratings
5.0 based on 31 reviews
Reviewed By TJTT - Washington DC, United States
Book lovers can spend hours in this wonderful used bookstore. Very well curated with a wealth of books in all categories. Friendly and helpful staff, including Tom the owner. Don't miss this gem if you are in Chestertown.
2. Twigs & Teacups
Overall Ratings
5.0 based on 12 reviews
Gifts and more On the Eastern Shore.
3. Art on High
Overall Ratings
5.0 based on 3 reviews
The Gallery at Rock Hall is a Contemporary and Modern collection of artists from near and far. We have a small collector's corner for those who search for the obscure yet valuable. Our eclectic collection is hand picked and curated with passion and a love for color and individuality. We welcome you to pay us a visit and enjoy paintings, photography, jewelry and sculpture.
Reviewed By rosesrsu - Washington DC, United States
So many beautiful handmade original pieces. Friendly environment and eclectic forms of art to choose from. Very enjoyable.
4. Create
Overall Ratings
5.0 based on 2 reviews
Create.art.craft.design is a gallery of hand-made American Craft, representing some of the top Art/Craftspeople in their fields, including the partners. In addition to it's outstanding collection of pottery, glass, fiber, metal and wood, Create has one of the finest and most unique jewelry collections in the region. The partners are also knowledgeable and helpful about the area.
Reviewed By TJTT - Washington DC, United States
Create is a gem in Chestertown. Fine art, from pottery to fabric to jewlery. A must see when you are in Chestertown.
5. Gabriel Designs
Overall Ratings
4.5 based on 6 reviews
Reviewed By FrequentFlier598345
I'm a "local" and I always try to shop locally to support downtown C'town. I've never been disappointed in what Gabriele's has to offer. Many of their items are seasonally appropriate, ie. summer pillows for your porch, Christmas cookie plates, cute snowglobes, kitchen towels, etc. They also have stylish women's clothing, pierced earrings, bracelets, hand lotions. The prices are reasonable - actually inexpensive. And if it is a gift, they wrap it for free or put it in a bag with tissue paper. I love this place!!
6. MassoniArt Gallery
Overall Ratings
4.5 based on 27 reviews
Respected by artists & collectors throughout the Mid-Atlantic region for over 30 years. For over 30 years, the Carla Massoni Gallery has worked in collaboration with architects, developers, interior design firms, art consultants, and non-profit organizations to bring art to the workplace. We have been honored to work with the US State Department’s Art in Embassies Program placing our artists work in American embassies throughout the world. We have placed works of art in SoHo lofts, New Jersey pharmaceutical companies, Delaware corporations, Baltimore non-profits, and Washington, DC law firms and associations. We provide a conduit for artists to interact with the business community by arranging opportunities for their work to appear in journals, newsletters and national publications.
7. Poor Richards of Chestertown
Overall Ratings
4.5 based on 3 reviews
Nothing Over A Million Dollars! An eclectic mix of fun and games, fashion accessories and jewelry, children's toys and activity kits, and great things for kitchen, home and entertaining. A great collection of coffee table books by Assouline Publishing House.
8. Bee Crafty Antiques & Collectibles
Overall Ratings
4.5 based on 3 reviews
You will find items for every occasion. Painted furniture is my specialty along with custom made signs. This store has various hand made local and made in the USA items. If you are looking for that different and unique gift you will find it here. I also carry Infused Honey Products for sale. Please stop in you will be amazed!!
9. Chestertown Electric
Early electricity in the home - lamps, telephones, ceiling & desk phones, wall outlets/plugs/switches, heaters, motors, and other curios. Touch and use the items and learn how they work, Most items are for sale. Restoration services and lamp rewiring available. Specializing in antique fans.
