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Flag associated with Chester, Vermont, USA  (Chester Depot) (North Chester) (Gassetts) History of Chester, Vermont, USA

Journey back in time to Chester, Vermont, USA

Also known as(Chester Depot) (North Chester) (Gassetts)

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

ABOUT THE PLACE

About Chester

Chester, Vermont, USA - Chester, Vermont, USA - South St.
Chester, Windsor, VT

The town was originally chartered by New Hampshire Governor Benning Wentworth as Flamstead in 1754. The terms of the charter were not met and the town was re-chartered as New Flamstead in 1761. In 1766, a patent was issued by New York that changed the name of the town to Chester, after George Augustus Frederick, the Earl of Chester and the eldest son of King George III. wikipedia

Chester is a historic town with charming colonial-era architecture, including several picturesque stone bridges. It's often referred to as the "Prettiest Painted Place in Vermont."
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VINTAGE CHESTER

Chester Nostalgia: Vintage Photos, Ads, and Postcards

Chester, Vermont, USA - South St.
Chester, Vermont, USA
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South St.
Chester, Vermont, USA - Ingraham House Hotel
Chester, Vermont, USA
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Ingraham House Hotel
Chester, Vermont, USA - R.R. Station and Post Office, Gassetts, Vt., 1908
Chester, Vermont, USA
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R.R. Station and Post Office, Gassetts, Vt., 1908
Chester, Vermont, USA - The Whiting Library
Chester, Vermont, USA
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The Whiting Library
Chester, Vermont, USA - Town Hall
Chester, Vermont, USA
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Town Hall
Chester, Vermont, USA - Walnut hill from Demming Hill
Chester, Vermont, USA
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Walnut hill from Demming Hill
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Chester, Vermont, USA - Main St. Looking South, Chester, Vt.
Chester, Vermont, USA
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Main St. Looking South, Chester, Vt.
Chester, Vermont, USA - Railroad Station, Chester, Vt.
Chester, Vermont, USA
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Railroad Station, Chester, Vt.
Chester, Vermont, USA - Winter view of Chester, Vt.
Chester, Vermont, USA
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Winter view of Chester, Vt.
Chester, Vermont, USA - A Load of Chester Soapstone, Wgt 7 Tons 1240 Lbs
Chester, Vermont, USA
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A Load of Chester Soapstone, Wgt 7 Tons 1240 Lbs
Chester, Vermont, USA - Depot Square
Chester, Vermont, USA
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Depot Square
Chester, Vermont, USA - Motor Park & the Fullerton
Chester, Vermont, USA
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Motor Park & the Fullerton
Chester, Vermont, USA - Street view of Chester, Vt.
Chester, Vermont, USA
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Street view of Chester, Vt.
Chester, Vermont, USA - Main Street, North Chester
Chester, Vermont, USA
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Main Street, North Chester
Chester, Vermont, USA - Chester Garage
Chester, Vermont, USA
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Chester Garage
Chester, Vermont, USA - The Fullerton, Chester, Vermont
Chester, Vermont, USA
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The Fullerton, Chester, Vermont
Chester, Vermont, USA - Street view, Chester, Vt.
Chester, Vermont, USA
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Street view, Chester, Vt.
Chester, Vermont, USA - Birdseye View of Chester Depot
Chester, Vermont, USA
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Birdseye View of Chester Depot
Chester, Vermont, USA - Buttonwood Farm, Chester, Vt.
Chester, Vermont, USA
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Buttonwood Farm, Chester, Vt.
Chester, Vermont, USA - Covered Bridge near Chester, Vt.
Chester, Vermont, USA
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Covered Bridge near Chester, Vt.
Chester, Vermont, USA - Depot St., Chester Depot, Vermont, Looking North
Chester, Vermont, USA
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Depot St., Chester Depot, Vermont, Looking North
Chester, Vermont, USA - North St.
Chester, Vermont, USA
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North St.
Chester, Vermont, USA - Walk and Soldier's Memorial
Chester, Vermont, USA
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Walk and Soldier's Memorial
Chester, Vermont, USA - Williams River & Miner Bridge
Chester, Vermont, USA
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Williams River & Miner Bridge
Chester, Vermont, USA - Black River Valley at Gassets, Vt.
Chester, Vermont, USA
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Black River Valley at Gassets, Vt.
Chester, Vermont, USA - Black River at Gassetts, Vt.
Chester, Vermont, USA
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Black River at Gassetts, Vt.
Chester, Vermont, USA - Approaching Chester, Vt.
Chester, Vermont, USA
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Approaching Chester, Vt.
Chester, Vermont, USA - Birds Eye View, Chester, Vt.
Chester, Vermont, USA
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Birds Eye View, Chester, Vt.
Chester, Vermont, USA - Boss's Store, Gassetts, Vt.
Chester, Vermont, USA
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Boss's Store, Gassetts, Vt.
Chester, Vermont, USA - Old Academy
Chester, Vermont, USA
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Old Academy
Chester, Vermont, USA - High School
Chester, Vermont, USA
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High School
Chester, Vermont, USA - Main St. looking East from Carpenter's Dry Goods Store
Chester, Vermont, USA
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Main St. looking East from Carpenter's Dry Goods Store
Chester, Vermont, USA - Factoryville
Chester, Vermont, USA
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Factoryville
Chester, Vermont, USA - North St. and Hill
Chester, Vermont, USA
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North St. and Hill
Chester, Vermont, USA - Snowy scene from Chester, Vt.
Chester, Vermont, USA
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Snowy scene from Chester, Vt.
Chester, Vermont, USA - Vermont Talc Co.
Chester, Vermont, USA
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Vermont Talc Co.
Chester, Vermont, USA - Old Stone House, Chester Depot, Vt.
Chester, Vermont, USA
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Old Stone House, Chester Depot, Vt.
Chester, Vermont, USA - Glenbrook Inn, Up
Chester, Vermont, USA
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Glenbrook Inn, Up "Popple Dungeon" Way
Chester, Vermont, USA - Depot Hill, Chester, Vt.
Chester, Vermont, USA
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Depot Hill, Chester, Vt.
Chester, Vermont, USA - Fullerton Inn
Chester, Vermont, USA
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Fullerton Inn
Chester, Vermont, USA - Universalist Church
Chester, Vermont, USA
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Universalist Church
Chester, Vermont, USA - Fire Engine House
Chester, Vermont, USA
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Fire Engine House
Chester, Vermont, USA - Chester Inn
Chester, Vermont, USA
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Chester Inn
Chester, Vermont, USA - Church Street, Chester, Vt.
Chester, Vermont, USA
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Church Street, Chester, Vt.
Chester, Vermont, USA - Martin Novelty Works, Chester, Vt.
Chester, Vermont, USA
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Martin Novelty Works, Chester, Vt.
Chester, Vermont, USA - Nichols Overnight Tourists
Chester, Vermont, USA
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Nichols Overnight Tourists
Chester, Vermont, USA - Orcutt Flat
Chester, Vermont, USA
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Orcutt Flat
Chester, Vermont, USA - The High School Building
Chester, Vermont, USA
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The High School Building
Chester, Vermont, USA - Main Street, Chester, Vermont, 1946
Chester, Vermont, USA
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Main Street, Chester, Vermont, 1946
Chester, Vermont, USA - Patriot House, Manufacturers of Colonial Reproductions
Rt. 35, Chester, Vt.
Chester, Vermont, USA
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Patriot House, Manufacturers of Colonial Reproductions
Rt. 35, Chester, Vt.
Chester, Vermont, USA - A Grand Ski Slope with two Tows
Chester, Vermont, USA
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A Grand Ski Slope with two Tows
Chester, Vermont, USA - Stone Village, 1960s
Chester, Vermont, USA
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Stone Village, 1960s
Genealogy gifts & optional resources
OPTIONAL EXTRAS

Genealogy Gifts & Resources Related to CHESTER

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VERMONT Roots - Genealogy-Themed Ceramic Coffee Mug Gift Idea

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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 Chester: History, News, Travel, and Stories

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

1839 - Chester
Chester, Vermont
Windsor county. First settled 1764. Population, 1830, 2,320. Three considerable streams form William's river and give Chester a good water power. The land is uneven, but fertile and productive. This is a very pleasant town, with two handsome villages, manufactures of various kinds, and about 10,000 sheep. This is a great throughfare for travellers from the eastern part of New England to the Hudson river, near Troy, N.Y. The passage over the Green Mountains, from Chester to Manchester, is considered the best in this part of the state. Chester lies 16 miles S.S.W. from Windsor, 79 S. from Montpelier, and about 30 E.N.E. from Manchester.
1849 - Chester
Windsor Co. William's River is formed in this township by the union of three considerable branches. These branches unite, nearly in the same place, and about one and a half miles south-east of the two villages ; they constitute the principal waters, heading in the towns of Andover, Ludlow, and Windham. No natural pond, cave, or Indian name or relic was ever known or recorded in this town The surface is considerably diversified with hills and valleys, but the soil is generally I good ; the uplands yield excellent pasturage, and when newly cleared, produce abundance of grain. The intervales are rich and fertile, producing good crops of rye, corn, barley, oats, peas, beans, potatoes, &c. The roads are now all free, remarkably well laid, level and well wrought for such an uneven township, mainly following streams. Timber, mostly hard wood, with some hemlock, spruce, and pine. Minerals, granite, actynolite, augite chlorite, common and potter's clay, cyanite, epidote, feldspar, garnet,...
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1850 - THE RECENT FLOOD.
We had one of the greatest floods last week known since 1830.

In Chester, Mr. David Johnson was drowned. While crossing a bridge over a branch of Williams river, it was swept off, and he fell into the stream. He was about 60 years of age.
The Vermont Journal
Windsor, Vermont
July 26, 1850
1893 - ACCIDENTS TO RAILROAD TRAINS. ONE PERSON WAS KILLED AND TWO WERE FATALLY INJURED.
CHESTER, Vt., Feb. 23. - A big snowplow on the Central Vermont Railroad, pushed by two engines, left the rails and tumbled down an embankment two miles above Ludlow this morning. The snowplow was smashed and one engine. The snowplow was smashed and one engine was shattered. Section Boss Brown of Bellows Falls was fatally injured and Roadmaster Sheehan of Rutland had both legs broken.
The New York Times
New York, New York
February 24, 1893
1895 - Chester
Chester, a post-village of Windsor co., Vt., in Chester township, on Williams River, and on the Central Vermont Railroad, 39 miles S.E. of Rutland. It has 3 churches and a graded school. The township has manufactures of carriages, lumber, boots, sash, &c. Pop. of the township, 2052.
Here are some must-visit places and things to do in Chester, Vermont:
The Chester Green: Start your visit in the heart of Chester at the town green. It's a picturesque spot with a quintessential white steepled church, historic homes, and well-maintained gardens. Take a leisurely stroll around the green, and you'll instantly feel the small-town charm.

Visit the Chester Historical Society: If you're interested in the town's history, stop by the Chester Historical Society. You can learn about the town's origins and see artifacts from its past. They often have exhibits that shed light on the area's history, and the volunteers are friendly and knowledgeable.

Vermont Country Store: A trip to Chester wouldn't be complete without a visit to the Vermont Country Store. It's an iconic place where you can find all sorts of nostalgic goods, from candies you remember from your childhood to household items that have a vintage charm.

Explore the Art Galleries: Chester has a thriving arts scene, and you can explore various art galleries featuring works by local ...
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GENEALOGY IN CHESTER

Discover YOUR Roots: Chester Ancestry

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

BIRTHS & DEATHS

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

We currently have information about 23 ancestors who were born or died in Chester.

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MARRIAGES

Ancestors Who Were Married in Chester, Vermont, USA

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

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Updated: 1/8/2025 4:03:26 PM
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