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Chestertown (Maryland) activities: What to do in Chestertown (Maryland)


Chestertown (Maryland) activities: What to do in Chestertown (Maryland)

  • Galleries - Chestertown has many galleries and studios in its downtown area. The most longstanding gallery is the Carla Massoni Gallery at 203 High Street. For nearly 20 years the Carla Massoni Gallery has brought metropolitan art appeal to small town living with exhibitions featuring artists of national and international stature to the Chesapeake region. Many well-known artists who reside in the Chestertown area are featured often. Visit the gallery website at for information on artist shows and gallery hours. There are several other galleries, most established and run by local artists, within the downtown vicinity. The Artist's Gallery at 239 High Street is the creation of six local artists coming together to present fine art and area crafts. Original artwork as well as reproduction cards or matted artwork are available. Crafts include pottery, tile work, wooden items, knitting, books, gourds and jewelry. Other galleries include Chester River Artworks at 306 Park Row . Known simply as Artworks, this gallery is a non-profit art center founded and run by a group of dedicated volunteers devoted to establishing a regional center for craft and art.
  • Chester River, easily accessed by going to the end of High Street, passing the Imperial Hotel on the left and the Carla Massoni Gallery on the right. At the river you will find brick sidewalks and walkways, benches along the water and a dock with fantastic views of the Chester River Bridge and Water Street waterfront homes. Wilmer Park, located on Cross Street heading out of town, also boast riverfront greens and Wilmer Pavilion for picnics, private parties or taking a rest from walking around town.
  • Weekend Events - There are major weekend events in Chestertown. Such weekend events include the Wild Fowl Festival in October, The Annual Chestertown Tea Party Festival over Memorial Weekend in May, Downrigging Weekend during the first weekend of November and the Tall Ship Festival along the Chester River.

  • The Most Frequently Asked Travel Questions about Chestertown (Maryland)


    Where To Stay & Best Hotels in Chestertown (Maryland) - updated May 2024

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    Chestertown (Maryland) Travel Guide from Wikitravel. Many thanks to all Wikitravel contributors. Text is available under Creative Commons Attribution-ShareAlike 3.0, images are available under various licenses, see each image for details.

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