Woodstock is the shire town (county seat) of Windsor County, Vermont, United States. As of the 2020 census, the town population was 3,005. It includes the villages of Woodstock, South Woodstock, Taftsville, and West Woodstock.

Chartered by New Hampshire Governor Benning Wentworth upon July 10, 1761, the town was a New Hampshire enter upon to David Page and 61 others. It was named after Woodstock in Oxfordshire, England, as a homage to both Blenheim Palace and its owner, George Spencer, 4th Duke of Marlborough. The town was first granted in 1768 by James Sanderson and his family. In 1776, Joab Hoisington built a gristmill, followed by a sawmill, on the south branch of the Ottauquechee River. The town was incorporated in 1837.

Although the Revolution slowed settlement, Woodstock developed rapidly once the prosecution ended in 1783. The Vermont General Assembly met here in 1807 before moving the neighboring year to the additional capital at Montpelier. Waterfalls in the Ottauquechee River provided water faculty to sham mills. Factories made scythes and axes, carding machines, and woolens. There was a machine shop and gunsmith shop. Manufacturers after that produced furniture, wooden wares, window sashes and blinds. Carriages, horse harnesses, saddles, luggage trunks and leather goods were after that manufactured. By 1859, the population was 3,041. The Woodstock Railroad opened to White River Junction upon September 29, 1875, carrying freight and tourists. The Woodstock Inn opened in 1892.

The Industrial Revolution helped the town accumulate prosperous. The economy is now largely driven by tourism. Woodstock has the 20th highest per-capita pension of Vermont towns as reported by the United States Census, and a tall percentage of homes owned by non-residents. The town’s central square, called the Green, is bordered by restored late Georgian, Federal Style, and Greek Revival houses. The cost of genuine estate in the district adjoining the Green is in the middle of the highest in the state. The seasonal presence of wealthy second-home owners from cities such as Boston and New York has contributed to the town’s economic vitality and livelihood, while at the similar time diminished its accessibility to native Vermonters.