Rutland County, Vermont: History
During the Revolutionary War there were a number of forts and roads that went through the area now known as Rutland County. In Castleton there was Fort Warren and a possible fort at Hydeville. In Pittsford there was Fort Vengeance and Fort Mott. And in Rutland there was Fort Ranger. The Hubbardton Military Road was a road built in 1775 for the American Revolution that went through the modern day towns of Benson, Hubbardton and Castleton. The Crown Point Road (which was built in 1759 and used until 1783) goes through the modern day towns of Whiting, Sudbury, Hubbardton, Castleton, Ira, Rutland, Clarendon, Shrewsbury, Wallingford and Mount Holly and extended all the way to Fort at Number 4, Charlestown, New Hampshire.
On February 16, 1781, Rutland County was created from Bennington County. From June 26, 1781, until February 23, 1782, Vermont attempted to annex part of New York east of the Hudson River (the so-called West Union); inhabitants in the area favored Vermont's township form of government, while Vermont hoped to gain bargaining power through expansion. New York did not lose control of the area. For almost seven months Rutland County included part of Charlotte County (now Washington County), New York.
In February 1783 Orange County gained the towns of Brookfield and Randolph and Windsor County gained the towns of Bethel and Rochester from Rutland. On October 18, 1785, Addison County was created from Rutland.
On February 27, 1787, Windsor County gained the town of Stockbridge from Rutland, then on October 31, 1792, Rutland gained from Windsor County when the town of Mount Holly was created from Jackson's Gore and the towns of Ludlow and Wallingford. Windsor County gained Benton's Gore from Rutland on March 2, 1797.
On October 25, 1805, Rutland County gained from Bennington County when the town of Mount Tabor gained from the town of Peru. On October 29, 1806, Windsor County gained from Rutland County when the town of Rochester gained a small area from the town of Pittsfield. On November 15, 1813, the county gained from Windsor County when the town of Pittsfield gained a small area from the town of Stockbridge, a change too small to appear on maps. On November 9, 1814 Addison County gained from Rutland County when the town of Goshen gained from the town of Philadelphia. On October 22, 1822, the county gained from Windsor County when the town of Pittsfield gained a small area from the town of Stockbridge. On November 3, 1823, it gained from Windsor County again when the town of Shrewsbury gained a small area from the town of Plymouth. On November 15, 1824, Windsor County gained from Rutland County when the town of Rochester gained a small area from the town of Pittsfield. On November 17, 1825, Bennington County gained from the county when the town of Dorset gained a small area from the town of Mount Tabor.
On November 7, 1839, the Legislature authorized Addison County to gain a small area from Rutland County when the town of Whiting was to gain from the town of Orwell. However, there is no evidence that a change took effect. Addison County gained the town of Orwell from Rutland County on December 1, 1847. On March 6, 1855, Addison County gained another small area from the county when the town of Goshen gained "Clemens Land" from the town of Brandon.
On November 10, 1870, the Legislature authorized Rutland County to gain a small area from Windsor County when the town of Mount Holly was to gain from the town of Weston. …