Tuesday, May 20, 2025

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THEN & NOW: Stockbridge Road / Housatonic Flats

In the past, excessive rainfall caused the Housatonic River to back up and flood lower portions of Route 7. Flooding was greatly reduced after the dam was removed in the early 1960s.

There is a scenic stretch of Stockbridge Road (Route 7) in Great Barrington often referred to as the Housatonic Flats. Various views have been captured by photographers over the years. The photograph above shows the road when it flooded in 1949. Back then, there was still a dam on the Housatonic River near the Great Bridge (aka Red Bridge). Excessive rainfall caused the river to back up and flood lower portions of road. Flooding was greatly reduced after the dam was removed in the early 1960s. Photographs below feature Stockbridge Road earlier in the 20th century. In the 1950s, a portion of Route 7 was rerouted from present-day Barrington Brewery to Dempsey Auto Sales. The old route, shown in the “NOW” photo below, is presently being revamped as a walking/biking trail.

THEN: A 1902 view of Stockbridge Road looking north toward the old Steven’s family farm, known as Hillandale Dairy. The farm is now the site of Dempsey Auto Sales and VCA All Caring Animal Hospital. Photo courtesy Gary Leveille
THEN: This scenic postcard, published circa 1915, features Stockbridge Road with Monument Mountain in the background. Trolley tracks are visible on the right. Photo courtesy Gary Leveille
THEN: A teamster hauls wood next to the Berkshire Street Railway trolley tracks in this 1923 photograph. The barn was part of the old Crissey Farm, now Mundy’s Asia Galleries and Barrington Brewery. Photo courtesy Gary Leveille
NOW: A portion of old Route 7, abandoned in the 1950s, is now being developed into a walking/biking trail. Photo: Gary Leveille
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