Doodletown is the site of a former hamlet just south of Bear Mountain and north of Dunderberg Mountain in New York. The name Doodletown is derived from the Dutch: dood meaning dead and del meaning valley. When the Dutch settled in Doodletown around 1762, they may have noticed some aspect of the hollow indicating dead or dying plants or some other aspect that led them to calling it Dooddel or Dead Valley. The suffix of town was more than likely added by English settlers.

During the Revolutionary War, Governor George Clinton sent a half company out to Doodletown to scout the British advance. The Doodletown Road was also used by troops accompanying "Mad" Anthony Wayne on his successful attack on Stony Point.

Between 1859 and 1893 there was quite a bit of ore mining activity in Doodletown. Around 1945, Doodletown was home to about 300 people. After WWII, Bear Mountain State Park gradually acquired much of the property. By 1962, the remaining homes were condemned and the site was vacated by 1965. The foundations of many of the homes are still clearly visible.

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