Welcome to Rupert, Vermont
Chartered in 1761 by New Hampshire Governor Benning Wentworth, who named it after Prince Rupert of the Rhine, Rupert is located in the unspoiled northwest corner of Bennington County. We are bordered on the west by Washington County, New York; on the east by the town of Dorset; on the north by Pawlet; and on the south by Sandgate.
Read more about Rupert here.
The 2018 Town Report is now available.
October 16, 2019
Come to the fire house on Route 153 for Rupert's annual Festival of Darkness. Open the last two weekends of October, Friday and Saturday nights, October 18, 19, 25, and 26, 7:00 - 9:30. Cost is $10 per person, includes food, games, and horror. Special events for kids include: Storytime,… read more
September 20, 2019
On Saturday, September 28, from 9am to 2 pm the members of the Congregational Church in Rupert will host a Rummage Sale at the historic Meetinghouse (1786). Clothing for children and adults, household items and some furniture will be priced to move. Your purchases will be supportive of the church’s work… read more