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History of Rupert, Vermont, USA
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Explore Rupert, Vermont, USA! Uncover its rich history and discover the stories of the people who once called it home. Dive into old newspaper articles, vintage pictures, postcards, and genealogy to learn more about this fascinating town.Do You Have Rupert Ancestry? Share YOUR Family Story!

Rupert is a small town nestled in the Taconic Mountains of Bennington County. Known for its serene rural landscape, Rupert is a great place for those seeking a peaceful escape. The town hosts the popular Rupert Annual Antique Car & Tractor Show, attracting enthusiasts from all over.
Many historians agree that Benning Wentworth, colonial governor of New Hampshire, gave Rupert its name, after Prince Rupert of the Rhine (1619–82). Prince Rupert was a prominent figure in the English Civil War and afterwards.
One of Rupert's first settlers was Reuben Harmon, a metalsmith, who was given the right to mint coins, called Vermont coppers, for the Republic of Vermont.
Explore even more about Rupert, Vermont, USA. Keep reading!
Rupert Nostalgia: Vintage Photos, Ads, and Postcards
Discover Rupert: History, News, Travel, and Stories

1791 - Population of Rupert, Vermont - 1,033
A gazetteer of Vermont... by John Hayward Boston - Tappan, Whittemore, and Mason 1849
A gazetteer of Vermont... by John Hayward Boston - Tappan, Whittemore, and Mason 1849
1800 - Population of Rupert, Vermont - 1,648
A gazetteer of Vermont... by John Hayward Boston - Tappan, Whittemore, and Mason 1849
A gazetteer of Vermont... by John Hayward Boston - Tappan, Whittemore, and Mason 1849
1810 - Population of Rupert, Vermont - 1,630
A gazetteer of Vermont... by John Hayward Boston - Tappan, Whittemore, and Mason 1849
A gazetteer of Vermont... by John Hayward Boston - Tappan, Whittemore, and Mason 1849
1820 - Population of Rupert, Vermont - 1,332
A gazetteer of Vermont... by John Hayward Boston - Tappan, Whittemore, and Mason 1849
A gazetteer of Vermont... by John Hayward Boston - Tappan, Whittemore, and Mason 1849
1830 - Population of Rupert, Vermont - 1,318
A gazetteer of Vermont... by John Hayward Boston - Tappan, Whittemore, and Mason 1849
A gazetteer of Vermont... by John Hayward Boston - Tappan, Whittemore, and Mason 1849
1839 - Rupert
Rupert, Vermont
Bennington county. A part of this township is mountainous, but the soil is generally good for grazing. Rupert produces some fine cattle, and keeps about 10,000 sheep. It is watered by Pawlet river, and a branch of the Battenkill, on which streams, are mills of various kinds. Rupert is 78 miles S.W. from Montpelier and 25 N. from Bennington. Population, 1830, 1,313.
The New England Gazetteer containing descriptions of all the states, counties and towns in New England: also descriptions of the principal mountains, rivers lakes, capes, bays, harbors, islands and fashionable resorts within that territory. By John Hayward, author of the Columbian Traveller, Religious Creeds, &c. &c. Boston: John Hayward. Boyd & White, Concord, N.H. 1839
Rupert, Vermont
Bennington county. A part of this township is mountainous, but the soil is generally good for grazing. Rupert produces some fine cattle, and keeps about 10,000 sheep. It is watered by Pawlet river, and a branch of the Battenkill, on which streams, are mills of various kinds. Rupert is 78 miles S.W. from Montpelier and 25 N. from Bennington. Population, 1830, 1,313.
The New England Gazetteer containing descriptions of all the states, counties and towns in New England: also descriptions of the principal mountains, rivers lakes, capes, bays, harbors, islands and fashionable resorts within that territory. By John Hayward, author of the Columbian Traveller, Religious Creeds, &c. &c. Boston: John Hayward. Boyd & White, Concord, N.H. 1839
1840 - Population of Rupert, Vermont - 1,091
A gazetteer of Vermont... by John Hayward Boston - Tappan, Whittemore, and Mason 1849
A gazetteer of Vermont... by John Hayward Boston - Tappan, Whittemore, and Mason 1849
1849 - Rupert
A part of this township is mountainous, but the soil is generally good for grazing. Rupert produces some fine cattle. It is watered by Pawlet River, and a branch of the Battenkill, on which streams are mills of various kinds.
Boundaries. North by Pawlet, east by Dorset, south by Sandgate, and west by Hebron, N. Y.
First Settlers. The settlement of this town was commenced in 1767, by Isaac Blood, Reuben Harmon, Oliver Scott and a Mr. Eastman.
Productions of the Soil. Wheat, 1 ,442 bushels; Indian corn, 5,417 bushels; potatoes, 30,920 bushels; hay, 4,804 tons ; maple sugar, 5,900 pounds ; wool, 26,446 pounds.
Distances. Seventy-eight miles southwest from Montpelier, and twenty-five north from Bennington.
A gazetteer of Vermont... by John Hayward Boston - Tappan, Whittemore, and Mason 1849
A part of this township is mountainous, but the soil is generally good for grazing. Rupert produces some fine cattle. It is watered by Pawlet River, and a branch of the Battenkill, on which streams are mills of various kinds.
Boundaries. North by Pawlet, east by Dorset, south by Sandgate, and west by Hebron, N. Y.
First Settlers. The settlement of this town was commenced in 1767, by Isaac Blood, Reuben Harmon, Oliver Scott and a Mr. Eastman.
Productions of the Soil. Wheat, 1 ,442 bushels; Indian corn, 5,417 bushels; potatoes, 30,920 bushels; hay, 4,804 tons ; maple sugar, 5,900 pounds ; wool, 26,446 pounds.
Distances. Seventy-eight miles southwest from Montpelier, and twenty-five north from Bennington.
A gazetteer of Vermont... by John Hayward Boston - Tappan, Whittemore, and Mason 1849
1854 - Rupert
Rupert, a post-village in Bennington co., Vermont, on the Rutland and Washington railroad, 86 miles S. W. from Montpelier. Population of the township, 1101.
A New and Complete Gazetteer of the United States: Giving a Full and Comprehensive Review of the Present Condition, Industry, and Resources of the American Confederacy ... Thomas Baldwin (of Philadelphia.) Joseph Thomas January 1, 1854 Philadelphia : Lippincott, Grambo & Company 1854.
Rupert, a post-village in Bennington co., Vermont, on the Rutland and Washington railroad, 86 miles S. W. from Montpelier. Population of the township, 1101.
A New and Complete Gazetteer of the United States: Giving a Full and Comprehensive Review of the Present Condition, Industry, and Resources of the American Confederacy ... Thomas Baldwin (of Philadelphia.) Joseph Thomas January 1, 1854 Philadelphia : Lippincott, Grambo & Company 1854.
1895 - Rupert
Rupert, a post-village in Rupert township, Bennington co., Vt., on the Rensselaer & Saratoga Railroad, 73 miles N.E. of Salem, N.Y., and about 28 miles N. of Bennington. It has a money-order post-office, 2 churches, and a cheese factory. Pop. of the township, 1017.
Lippincott's Gazetteer of the World: A Complete Pronouncing Gazetteer Or Geographical Dictionary of the World Containing Notices of Over One Hundred and Twenty-five Thousand Places ... Joseph Thomas January 1, 1895 J.B. Lippincott
Rupert, a post-village in Rupert township, Bennington co., Vt., on the Rensselaer & Saratoga Railroad, 73 miles N.E. of Salem, N.Y., and about 28 miles N. of Bennington. It has a money-order post-office, 2 churches, and a cheese factory. Pop. of the township, 1017.
Lippincott's Gazetteer of the World: A Complete Pronouncing Gazetteer Or Geographical Dictionary of the World Containing Notices of Over One Hundred and Twenty-five Thousand Places ... Joseph Thomas January 1, 1895 J.B. Lippincott
1906
Rupert, a post-village in Rupert township (town), Bennington co., Vt., on the Delaware and Hudson R., 7 1/ 2 miles NE. of Salem, N.Y. Pop. of the town in 1900, 863; of the village, about 300.
Lippincott's New Gazetteer: A Complete Pronouncing Gazetteer Or Geographical Dictionary of the World, Containing the Most Recent and Authentic Information Respecting the Countries, Cities, Towns ... in Every Portion of the Globe Publisher J.B. Lippincott Company, 1906
Rupert, a post-village in Rupert township (town), Bennington co., Vt., on the Delaware and Hudson R., 7 1/ 2 miles NE. of Salem, N.Y. Pop. of the town in 1900, 863; of the village, about 300.
Lippincott's New Gazetteer: A Complete Pronouncing Gazetteer Or Geographical Dictionary of the World, Containing the Most Recent and Authentic Information Respecting the Countries, Cities, Towns ... in Every Portion of the Globe Publisher J.B. Lippincott Company, 1906
Here's a list of places to go and things to do in Rupert, Vermont:
Merck Forest and Farmland Center:
This non-profit organization manages a 3,162-acre working landscape that includes a farm, a forest, and miles of trails. You can explore the beautiful natural surroundings, attend educational programs, and even partake in seasonal activities like maple sugaring.
Weston Playhouse:
Just a short drive away in Weston, you can catch a live performance at the Weston Playhouse. It's one of Vermont's oldest professional theater companies and offers a diverse array of shows, from dramas to musicals.
Equinox Valley Nursery:
For those with a green thumb or a love for plants, this nursery in Manchester is a great place to visit. They have a wide selection of plants and gardening supplies.
Dorset Quarry:
About 15 miles away from Rupert, the Dorset Quarry is a popular swimming spot, especially in the summer. It's an abandoned marble quarry with crystal-clear water and tall cliffs for jumping.
Hiking and Biking:
Rupert is surrounded by stunning... Read MORE...
Merck Forest and Farmland Center:
This non-profit organization manages a 3,162-acre working landscape that includes a farm, a forest, and miles of trails. You can explore the beautiful natural surroundings, attend educational programs, and even partake in seasonal activities like maple sugaring.
Weston Playhouse:
Just a short drive away in Weston, you can catch a live performance at the Weston Playhouse. It's one of Vermont's oldest professional theater companies and offers a diverse array of shows, from dramas to musicals.
Equinox Valley Nursery:
For those with a green thumb or a love for plants, this nursery in Manchester is a great place to visit. They have a wide selection of plants and gardening supplies.
Dorset Quarry:
About 15 miles away from Rupert, the Dorset Quarry is a popular swimming spot, especially in the summer. It's an abandoned marble quarry with crystal-clear water and tall cliffs for jumping.
Hiking and Biking:
Rupert is surrounded by stunning... Read MORE...
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Ancestors Who Were Born or Died in Rupert, Vermont, USA
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