Rupert is a town in Bennington County, Vermont, United States.

[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 northeast corner of town is crossed by Vermont Route 30, following the Mettawee River.

Vermont Route 153 runs north–south through the western part of the town before crossing into New York.

Harmon's Mint was originally located in East Rupert on a small stream known as Hagar's Brook.

The iconic white country house, known as Carver House, is located near the center of town on the corner of Rupert Avenue and West Pawlett Road 43°15′36″N 73°13′24″W / 43.25988°N 73.22325°W / 43.25988; -73.22325 across the road from the Rupert Methodist Church.

Christopher Kimball, former Executive Producer and Host of Cook's Country, maintains a residence nearby.