Location: Chestertown
Top Things to do in Chestertown
What to do and see in Chestertown, Maryland (MD): The Best Things to do Good for a Rainy Day
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. Chester River Wine & Cheese Co.
Overall Ratings
5.0 based on 27 reviews
Located in historic Chestertown on the Maryland Eastern Shore, Chester River Wine & Cheese Co. is a specialty food market offering international and domestic wine, cut-to-order cheese, charcuterie and cured meats, as well as gourmet foods such as handmade jam, mustard, salts and sweets, pasta and specialty sauces, local beef, specialty sausage, olive oils and vinegars. Case discounts are available. In addition to our retail offerings, we also provide onsite table service of select wine, cheese, and desserts in our informal gourmet shop atmosphere. Our menu changes the first Friday of every month. Every cheese board includes bread from our local bakery, chutney and mustard, dried fruit and nuts. We have tables inside and out and are fully wheelchair accessible. Families are welcome. Seating is limited; groups of 6 or more are encouraged to call us to ensure availability. Our table service begins at 11:30 and cheese board service ends at 3::15 (Sun & Mon) and 6:15 pm (Tue - Sat); wine and dessert is served until 3:30 (Sun & Mon) and 6:30 pm (Tue - Sat). Our retail shop is open until 7 p.m.
3. Twigs & Teacups
Overall Ratings
5.0 based on 12 reviews
Gifts and more On the Eastern Shore.
4. Historical Society of Kent County
Overall Ratings
4.5 based on 16 reviews
The Historical Society of Kent County, Maryland, is a non-profit organization dedicated to the collection and preservation of artifacts, documents, and information that aid in the interpretation of all aspects of Kent County’s history. The Society shares this information through its research library, museum space, programs, publications and website in order to foster a knowledge and understanding of the shared heritage of the community. The Society supports and encourages the preservation of historic buildings and sites throughout Kent County.
Reviewed By PaleoGypsy - Philadelphia, United States
This is a worthwhile stop if you are seeking information about the area. The person is very helpful. A lot of print materials are available upon your request. As this area is rich in history, take the time to stop in and learn a few things about the area.
5. 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.
6. River Arts Chestertown
Overall Ratings
4.0 based on 19 reviews
RiverArts Mission: To engage our community in the creation, appreciation, and support of the arts through education, events, and exhibitions. RiverArts Vision: To inspire and foster creativity as a positive and sustainable force that enriches our community and establishes the region as a premier arts destination.
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