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Flag associated with Rupert, Vermont, USA (East, North, West) History of Rupert, Vermont, USA

Journey back in time to Rupert, Vermont, USA

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Explore the history, people, photographs, newspapers, postcards, and genealogy connected to Rupert, Vermont, USA.

ABOUT THE PLACE

About Rupert

Rupert, Vermont, USA - Rupert, Vermont, USA - Rupert Station
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.
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VINTAGE RUPERT

Rupert Nostalgia: Vintage Photos, Ads, and Postcards

Rupert, Vermont, USA - Rupert Station
Rupert, Vermont, USA
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Rupert Station
Rupert, Vermont, USA - East Rupert, Vt.
Rupert, Vermont, USA
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East Rupert, Vt.
Rupert, Vermont, USA - West Rupert, Vt.
Rupert, Vermont, USA
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West Rupert, Vt.
Rupert, Vermont, USA - Attend the Sheldon Reunion, August 7, 1913 at Rupert, Vt.
Rupert, Vermont, USA
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Attend the Sheldon Reunion, August 7, 1913 at Rupert, Vt.
Rupert, Vermont, USA - Haystack Mt., West Rupert, Vt.
Rupert, Vermont, USA
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Haystack Mt., West Rupert, Vt.
Rupert, Vermont, USA - Bridge on Rupert-Salem Drive, West Rupert, Vt.
Rupert, Vermont, USA
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Bridge on Rupert-Salem Drive, West Rupert, Vt.
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Rupert, Vermont, USA - Church of Christ, W. Rupert, Vt.
Rupert, Vermont, USA
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Church of Christ, W. Rupert, Vt.
Rupert, Vermont, USA - Residence of J. H. Perkins, West Rupert, Vt.
Rupert, Vermont, USA
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Residence of J. H. Perkins, West Rupert, Vt.
Rupert, Vermont, USA - Main Street, West Rupert, Vt.
Rupert, Vermont, USA
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Main Street, West Rupert, Vt.
Rupert, Vermont, USA - South Main Street, West Rupert, Vt.
Rupert, Vermont, USA
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South Main Street, West Rupert, Vt.
Rupert, Vermont, USA - Residence of F. H. Hawley, West Rupert, Vt.
Rupert, Vermont, USA
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Residence of F. H. Hawley, West Rupert, Vt.
Rupert, Vermont, USA - White Creek, West Rupert, Vt.
Rupert, Vermont, USA
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White Creek, West Rupert, Vt.
Rupert, Vermont, USA - Mt. Antone, Ht. 2660, From West Rupert, Vt.
Rupert, Vermont, USA
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Mt. Antone, Ht. 2660, From West Rupert, Vt.
Rupert, Vermont, USA - East Street, West Rupert, Vt.
Rupert, Vermont, USA
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East Street, West Rupert, Vt.
Rupert, Vermont, USA - Residences, West Rupert, Vt.
Rupert, Vermont, USA
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Residences, West Rupert, Vt.
Rupert, Vermont, USA - R. S. Sherman Residence, West Rupert, Vt.
Rupert, Vermont, USA
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R. S. Sherman Residence, West Rupert, Vt.
Rupert, Vermont, USA - Maple Eden Farm, East Rupert, Vt.
Rupert, Vermont, USA
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Maple Eden Farm, East Rupert, Vt.
Rupert, Vermont, USA - Guild Residence
Rupert, Vermont, USA
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Guild Residence
Rupert, Vermont, USA - Birds Eye View of Rupert, Vt.
Rupert, Vermont, USA
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Birds Eye View of Rupert, Vt.
Rupert, Vermont, USA - D. & H. Depot
Rupert, Vermont, USA
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D. & H. Depot
Rupert, Vermont, USA - Bear Mt., 3320 ft., and the
Rupert, Vermont, USA
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Bear Mt., 3320 ft., and the "Oven," West Rupert, Vt.
Rupert, Vermont, USA - M. H. Sherman Store
Meats - Groceries
West Rupert, Vt.
Rupert, Vermont, USA
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M. H. Sherman Store
Meats - Groceries
West Rupert, Vt.
Genealogy gifts & optional resources
OPTIONAL EXTRAS

Genealogy Gifts & Resources Related to RUPERT

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I Love VERMONT Mug – Maple Syrup, Sugar on Snow & Creemee Coffee Cup

Celebrate the flavors and charm of the Green Mountain State with this Vermont-inspired ceramic mug. Featuring a beautiful design highlighting maple syrup, sugar on snow, and iconic creemees, it’s perfect for locals, visitors, and anyone who loves Vermont.

VERMONT Roots Mug: Skiing, Syrup and Suds - Vermont Genealogy

Celebrate your Vermont heritage with our whimsical ceramic mug! Featuring the caption, "My Ancestors Came From Vermont! That explains a lot about my love for skiing, maple syrup and finding the best craft breweries," this mug is perfect for those who proudly embrace their Green Mountain State roots.

VERMONT Roots - Genealogy-Themed Ceramic Coffee Mug Gift Idea

Celebrate your family heritage with our "Vermont Roots" Genealogy Coffee Mug! Whether you’re sipping your morning brew or relaxing with an evening tea, this sturdy ceramic mug is the perfect companion for anyone who proudly traces their lineage back to the Green Mountain State.

VERMONT Long Trail Mug – Vintage Postcard - Hiking & Adventure Coffee Cup

Carry a piece of Vermont with every sip! The Long Trail Vermont Mug features vintage postcard art and the charming slogan “Following Footprints of the Past on the Long Trail!” Perfect for hikers, history buffs, and coffee lovers alike, this high-quality ceramic mug is dishwasher & microwave safe. Ideal for sipping coffee while planning your next trek, reminiscing about past hikes, or cozy mornings with maps spread out, it’s a heartfelt nod to adventure, nature, and the trails that connect us. Bring warmth, story, and a touch of Vermont to your kitchen or campsite!

VERMONT Long Trail Aluminum Bookmark - Following in the Footsteps of Hikers Before Me

Mark your place in style with this durable aluminum bookmark featuring a vintage postcard image of Vermont’s legendary Long Trail. Adorned with the inspiring slogan "Following in the Footsteps of Those Who Hiked Before Me!", it’s the perfect keepsake for outdoor enthusiasts, history lovers, and Long Trail hikers. Lightweight yet sturdy, this bookmark makes a great gift for bookworms and adventurers alike. Whether you're reading trail guides or your favorite novel, let this bookmark keep the spirit of the Long Trail alive!
LOCAL HISTORY

Discover Rupert: History, News, Travel, and Stories

Explore the events, newspaper stories, people, and moments that shaped Rupert through the years.

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.
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.
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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.
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.
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...
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GENEALOGY IN RUPERT

Discover YOUR Roots: Rupert Ancestry

Explore ancestors connected to Rupert through births, deaths, marriages, cemeteries, and local genealogy resources.

BIRTHS & DEATHS

Ancestors Who Were Born or Died in Rupert, Vermont, USA

We currently have information about 6 ancestors who were born or died in Rupert.

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MARRIAGES

Ancestors Who Were Married in Rupert, Vermont, USA

We currently have information about ancestors who were married in Rupert.

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Updated: 1/10/2025 3:09:45 PM
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