Pittsfield is a town in Rutland County, Vermont, United States. The population was 504 at the 2020 census. It is site of the annual Pittsfield Snowshoe Race. Granted on November 8, 1780, the town was chartered on July 29, 1781, to Samuel Wilcox and 129 others. Pittsfield was named after Pittsfield, Massachusetts, which itself had been named in honor …Pittsfield is a town in Rutland County, Vermont, United States. The population was 504 at the 2020 census. It is site of the annual Pittsfield Snowshoe Race. Granted on November 8, 1780, the town was chartered on July 29, 1781, to Samuel Wilcox and 129 others. Pittsfield was named after Pittsfield, Massachusetts, which itself had been named in honor of William Pitt. It was first settled in 1786. The town proved suitable for grazing livestock because of its mountainous terrain. Indeed, in the 19th century, humorists attributed the invention of the one-legged milking stool to Pittsfield, "...as a means of conquering a stern difficulty."
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