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History of Chester, Massachusetts, USA
Journey back in time to Chester, Massachusetts, USA
Explore the history, people, photographs, newspapers, postcards, and genealogy connected to Chester, Massachusetts, USA.
About Chester
In March of 1932, deep in the midst of the
Great Depression, forty employees of the
Chester Granite Quarry Company went on strike
over a wage dispute.
www.chestermass.com
Chester includes: Bonney Ridge Four Corners, Dayville, and Littleville.
Chester Nostalgia: Vintage Photos, Ads, and Postcards

Originally built as a two-story house in 1850, it was initially occupied by Chester Railway station master E.D. Cook, who was once accused and tried for selling intoxicating beverages at the train station. Smith-Lee said Cook was acquitted after one of his patrons testified that, although the beverages were indeed served, they did not intoxicate him.
The building was purchased in 1881 by William R. White, who added a third story and opened it as White’s Hotel. Documentation from a Chester train wreck in 1893 talks about wounded passengers being treated at the hotel.
In 1904, new management assumed control and renamed it the Riverside Inn, which had the longest tenure in its colorful history, including surviving the great flood of 1927... thereminder.com
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Genealogy gifts & optional resources
Genealogy Gifts & Resources Related to CHESTER

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Discover Chester: History, News, Travel, and Stories
Explore the events, newspaper stories, people, and moments that shaped Chester through the years.
Hampden county. This is a mountainous township, but good for grazing. In 1837 it has 3,720 sheep; their wool weighed 10,325 pounds, and sold for $5,818. There are 2 cotton mills in Chester, 3 tanneries, and a window blind factory. Total amount of manufactures, in one year, $47,975. Branches of Westfield river pass through the town. Incorporated, 1765. Population, 1837, 1,290. 115 miles W. by S. from Boston and 20 N.W. from Springfield.
Westfield River runs through Chester, and affords good water-power. The chief manufactures are cotton cloth, leather, and window-blinds. Distance from Springfield, 21 miles; from Boston, 118.
The above is a southern view of Chester village situated in the south eastern corner of the town of Chester. This place is situated at the corners of four towns, viz. Chester, Blandford, Norwich, and Montgomery. The Methodist church seen in the engraving stands on the line between the towns of Chester and Blandford; the house on the left is in Blandford. This little village, consisting at present [1838] of about 15 dwelling houses, a cotton factory, and some other buildings, is situated in the gorge through which the Westfield river passes. The route of the Western railroad is laid out through the village. Part of the mountainous elevation seen in the back ground is within the limits of Norwich. ...
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The inhabitants number 1,318, with 324 dwelling-houses, situated almost entirely in the villages of Chester, Chester Centre, North Chester, Littleton, Dayville and Micaville. The first four are post-offices. The west and middle branches of the Westfield River, with their tributaries dashing down the wild ravines, furnish abundant motive power, which will perhaps sometime be further improved. The Boston and Albany Railroad winds along the margin of the west branch, through the southwest section of the town, having its "Westfield" station near the western border, 126 miles from Boston.
The area of the town is variously stated. The actual measurement of the farms is 21,783 acres, including 5,816 acres devoted to wood. The land is ...
The Chicago limited express train for Boston broke through a frail iron bridge on the Boston and Albany Railroad one mile and a half east of Chester, Mass., at noon, and four Wagner cars were crushed, killing fourteen or fifteen persons, fatally injuring several others, while at least twenty were badly hurt. The wreck is the worst ever known on the road. The bridge was being strengthened for the big locomotives, and the workingmen who were putting on the plates were at dinner when the crash came. The locomotive passed over the structure, but was smashed, the water tank being thrown a long distance.
The buffet car, two sleepers and a dining car were smashed to kindling wood when they struck the stream twenty feet below, but two day coaches and a smoker in the rear did not leave the track. The dead are:
MISS EMMA DELERTY, Columbus, Ohio; H....
Blandford Ski Area: If you're visiting in the winter months, Blandford Ski Area is a great place for skiing and snowboarding. It's family-friendly and offers lessons for beginners.
Hiking: Chester and the surrounding area boast numerous hiking trails for all levels. The Chester-Blandford State Forest has several trails, including the easy Chestnut Trail and the more challenging Laurel Loop. Don't miss the Chesterfield Gorge Natural Area, where you can hike along the Westfield River and enjoy waterfalls.
Cycling: The Berkshires are a cyclist's paradise, and Chester offers excellent opportunities for biking. You can explore scenic country roads, and there are various...
Discover YOUR Roots: Chester Ancestry
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Ancestors Who Were Born or Died in Chester, Massachusetts, USA
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