• Question: Where is Chestertown located, and what is its significance?
    Answer: Chestertown is the lovely county seat of Kent County, originally founded in 1706 as one of Maryland's Eastern Shore's earliest settlements and most influential port cities.
  • Question: What type of architecture is preserved in Chestertown?
    Answer: Chestertown features preserved colonial-era and pioneer-era architecture, with many landmarks listed on the National Register of Historic Places.
  • Question: What are some notable landmarks in Chestertown?
    Answer: Notable landmarks include the Chestertown Railroad Station, Airy Hill, and the buildings of Washington College.
  • Question: What annual festival does Chestertown host, and what does it commemorate?
    Answer: Chestertown hosts the annual Chestertown Tea Party Festival, which commemorates the 1774 event following the Boston Tea Party earlier that year.

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1. Admire art at MassoniArt Gallery

Admire art at MassoniArt Gallery
© MassoniArt Gallery

2. Learn about the cultural history of The Historical Society of Kent County

Learn about the cultural history of The Historical Society of Kent County
© The Historical Society of Kent County

3. Visit Garfield Center for the Arts at the Prince Theatre

Visit Garfield Center for the Arts at the Prince Theatre
© aerogondo/stock.adobe.com

4. Visit historic Emmanuel Chester Parish

Visit historic Emmanuel Chester Parish
© innarevyako/stock.adobe.com

5. Have dinner at The Kitchen at the Imperial

Have dinner at The Kitchen at the Imperial
© The Kitchen at the Imperial

6. Take the kids to Procolino's Pizza

Take the kids to Procolino's Pizza
© Procolino's Pizza

7. Learn about pottery at the Chestertown River Arts

Learn about pottery at the Chestertown River Arts
© Iryna/stock.adobe.com

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