Originally formed from the Beekman Precinct on May 20, 1769, the town of Pawling has been called the Hudson Valley's best-kept secret. Despite being connected to Manhattan via the Harlem Line, the town and village of Pawling have never let go of their picturesque charm. The grand vistas continue to provide the same unimpeded views they have for centuries. Pawling was the site of General Washington's headquarters in 1778 and the residence of two-time Republican nominee for president Gov. Thomas E. Dewey. It has been called home by some of the richest and most famous people in the United States, and yet it retains its modest and unassuming character. Pawling has always been a curious mix of farmers, politicians, merchants, artists, and entrepreneurs. For more than 200 years, both the affluent and ordinary men and women of the area have benefited from the undeniable scenic beauty of Pawling.
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