Location: Chestertown
Top Things to do in Chestertown
10 Things to do in Chestertown That You Shouldn't Miss
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. Schooner Sultana
Overall Ratings
5.0 based on 24 reviews
The schooner SULTANA is a replica of a 1768 British revenue cutter that enforced the hated Tea Taxes in the years leading up to the American Revolution. Today, SULTANA sails as a schoolship providing programs in American History and Environmental Science for more than 5,000 students each year. SULTANA also offers regular weekend sails for the general public.
2. 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.
3. Garfield Center for the Arts at the Prince Theatre
Overall Ratings
5.0 based on 7 reviews
Since its inception in 2002, the Prince Theatre Foundation has enjoyed success in various community endeavors: - Producing top of the line theatrical and musical productions - Providing quality educational, enriching experiences in the arts for children and adults - Partnering with over a dozen community organizations Recognized and valued as a unique community center for the arts.
4. 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.
5. Twigs & Teacups
Overall Ratings
5.0 based on 12 reviews
Gifts and more On the Eastern Shore.
6. 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.
7. The Back 50
8. Reflections Salon, Spa & Tanning Studio
Overall Ratings
5.0 based on 4 reviews
Reflections is located just south of the Chester River Bridge on Route #213 in Chestertown, MD. We are a full service salon offering Hair Services, Manicure, Pedicures,Waxing, Award Winning Facials, Exquisite Massage,Sugar Body Scrubs, Sauna, Red Light Therapy and Tanning.
9. 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.
10. 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.
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