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Chestertown, Maryland

What to do: Chesapeake Farms, a 3,300-acre wildlife and agricultural research and demonstration site, includes a self-guided driving tour through the landscape where visitors can discover farm ponds, sunflower fields, rabbit fields, marsh and wetlands. Where to stay: The town boasts many bed and breakfasts to choose from, including the White Swan Tavern, the Great Oak Manor and the Brampton Bed and Breakfast Inn. When to go: Chestertown will be the hot spot from Oct. 28 to Nov. 1 for the Schooner Sultana’s ninth annual Downrigging Weekend. The event marks the beginning of "downrigging" for many of the region’s tall ships and traditional sailing vessels. Films, demonstrations, cocktail parties and public cruises are all offered during the extended weekend. Information: chestertown.comLINDA COAN, Baltimore Sun