Video: Damage to New England From The “Long Island Express” Hurricane of 1938

The hurricane hits Westport, MA. From UncoveringWestport on Flickr (Map and more pics here)

Wikipedia gives some background:

The New England Hurricane of 1938 (or Great New England Hurricane, Yankee Clipper, Long Island Express, or simply the Great Hurricane) was the first major hurricane to strike New England since 1869. The storm formed near the coast of Africa in September of the 1938 Atlantic hurricane season, becoming a Category 5 hurricane on the Saffir-Simpson Hurricane Scale before making landfall as a Category 3 hurricane[1] on Long Island on September 21. The hurricane was estimated to have killed between 682 and 800 people,[2] damaged or destroyed over 57,000 homes, and caused property losses estimated at US$306 million ($4.7 Billion in 2012).[3] Even as late as 1951, damaged trees and buildings were still seen in the affected areas.[4] It remains the most powerful, costliest and deadliest hurricane in recent New England history, eclipsed in landfall intensity perhaps only by the Great Colonial Hurricane of 1635.

Here's a look at the damage in Massachusetts:

The eye of the storm followed the Connecticut River north into Massachusetts, where the winds and flooding killed 99 people. In Springfield, the river rose six to 10 feet (3 m) above flood stage, causing significant damage. Up to six inches (152 mm) of rain fell across western Massachusetts, which, combined with over four inches (102 mm) that had fallen a few days earlier, produced widespread flooding. In Chicopee, flash flooding on the Chicopee River washed away the Chicopee Falls Bridge, while the Connecticut River flooded most of the Willimansett section. Residents of Ware were stranded for days and relied on air-dropped food and medicine. After the flood receded, the town's Main Street was a chasm in which sewer pipes could be seen.
 
To the east, the surge left Falmouth and New Bedford under eight feet of water. Two-thirds of all the boats in New Bedford harbor sank. The Blue Hill Observatory registered sustained winds of 121 mph (195 km/h) and a peak gust of 186 mph (299 km/h), which is the strongest hurricane-related surface wind gust ever recorded in the United States of America.
 
The New Haven Railroad from New Haven to Providence was particularly hard hit, as countless bridges along the Shore Line were destroyed or flooded, severing rail connections to badly affected cities (such as Westerly, Rhode Island) in the process.
 
 
The storm's path
 
Here's a great video showing alot of the damage from NY up through New England.