History of my Hometown: The Railroad in Southbury

Despite the fact that I’ve been a Harlem Line rider for most of my life, I didn’t actually live in New York until two years ago (sorry regular readers, I’ve probably said that a million times). I grew up in a small farm town in Connecticut called Southbury. The place would be miserably boring, except for the fact that Interstate 84 bisects the town, making it easier to get to the more populated areas of Waterbury and Danbury. Southbury is just about equally distant from those two, with Danbury to the west and Waterbury to the east. But Danbury and Waterbury branch trains were hardly as frequent and reliable as those on the Harlem Line, so we always took a ride to either Brewster or Southeast and boarded the train from there.

Southbury isn’t much of a farmtown anymore, however. Many of the farms have been sold for commercial purposes. The place where I used to pick pumpkins as a child is now a strip mall, complete with grocery and office supply stores. A once-grassy hill is now home to a chain pharmacy. After the place had been constructed, a few finishing details were added to the outside of the building: one of which was the address. 14 Depot Hill. Apparently the construction workers were hardly typographers, and didn’t place the ‘p’ on the proper baseline, making it look like ‘DePot.’ It prompted an editorial in the local newspaper, reminding the town of why exactly the road was called Depot Hill – it was once the location of a long-gone railroad depot.

I had known there was a railroad past in the town. In school it was briefly discussed – including the head-on collision between two trains that supposedly was the end of the railroad. After reading much on the subject of rail history, I seriously doubted this. Railroading wasn’t the safest occupation, and accidents happened frequently. I hardly believed an accident would cause the line to be shut down. But on December 10, 1892 two trains did collide – and the engineer and conductor on one were thrown in jail for apparently forgetting they were scheduled to wait on a siding for an oncoming train to pass. It didn’t mark the end of the rail line, though.


Southbury’s station was part of the New York and New England Railroad, which operated from 1849 to 1898. In 1898 the New York, New Haven and Hartford Railroad leased the line. Service to Southbury continued until 1948. Today there is hardly any evidence that a railroad ran through the town, except for Depot Hill, and a few remaining portions of the railroad trestle bridge that spanned Lake Zoar. Some of the former rail bed has been converted into the Larkin State Bridle Trail. Below are some photos of the railroad around my old town that I found in a few books and such. Most of them aren’t the best quality.


I am not 100% sure that the railroad bridge shown in the last historical picture corresponds with the remaining trestles that are there today (two bottom photos). The geography doesn’t quite match… though it is possible that the photo was taken before the Stevenson Dam was erected, which presumably altered that area, creating Lake Zoar. If anybody knows more about this, or actually has a photo that is definitely of that railroad bridge, leave me a comment!

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