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The village remained a focal point of the community, particularly after the arrival of the railroad in 1852. [2] The historic district extends mainly along Route 153 for about 0.5 miles (0.80 km), extending north from the railroad in the south to Youlin Road and Rupert Mountain Road in the north.
The Jenks Tavern, also known historically as the East Rupert Hotel and the Hotel G. Jenks, is a historic public accommodations house at the junction of West Dorset Road with Vermont Routes 315 and 30 in Rupert, Vermont. Built about 1807, it is a well-preserved example of an early 19th-century traveler's accommodation in southern Vermont.
Rupert is a town in Bennington County, Vermont, United States.The population was 698 at the 2020 census. [3]The town is home to The Maple News, a trade publication focused on the maple syrup industry, [4] and the former Jenks Tavern, built around 1807, which is listed on the National Register of Historic Places.
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VT 153 begins at the state line adjacent to Washington County, New York, where it connects to County Route 153 (CR 153, formerly New York State Route 153 or NY 153) in the Rupert Valley. The route heads to the northeast, passing through the village of West Rupert, which is located northeast of the Big Ridge, a 2,000-foot-high (610 m) mountain.
The Bill Wilson House stands at the southeast corner of Village Street and Mad Tom Road in the center of East Dorset, and is one of the village's largest buildings. It is a rambling two-story wood-frame building, its front facing west toward Village Street, and three sections extending along Mad Tom Road to the east.
In 1776 the site was re-occupied and named Rupert House or Rupert Fort or Fort Rupert. From then until the early 1900s, Fort Rupert was an important trading location, supplying inland communities and other posts via the Rupert River with regular canoe brigades. In 1991, the archaeologist J. V. Chism found the sites of the two Charles Forts. [13]
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