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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.
The Rupert Village Historic District encompasses the 19th-century village center of Rupert, Vermont. Extending along Vermont Route 153 and adjacent roads, the village preserves a 19th-century landscape and a variety of structures important in the life and economy of the period.
View of the Mettawee Valley from upland pasture in Pawlet, VT. The Mettawee Valley (also known as the Mettawee River Valley, and sometimes spelled “Mettowee” [1]) is the valley of the Mettawee River in the Taconic Mountains of southwestern Vermont centered on the agricultural communities of North Rupert and Pawlet, and stretching toward Granville, New York.
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The Squire House is located north of downtown Bennington, at the southeast corner of North Street (United States Route 7) and Gage Street.It is a 2 + 1 ⁄ 2-story wood-frame structure, with a cross-gabled roof, an exterior clad in clapboards and decoratively cut shingles, and a foundation of brick, stone, and concrete.
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.