The photographs below were taken on eight separate days, ranging from early March to mid-October.

The New Canaan Branch:

The New Canaan branch is the shortest of the three (8.2 miles), and the closest to Grand Central. It is also the only branch that is currently electrified. The branch first came into being when chartered as the New Canaan Railroad in 1866. By 1890 it had become a part of the The New York, New Haven and Hartford Railroad.

The awesome: New Canaan station may be the nicest station of all three branches (one could argue that Waterbury is more iconic, however it is no longer in use by the railroad, whereas New Canaan is).
Most underwhelming: Everything other than New Canaan.

 
 
 
 
 

The Danbury Branch:

Of the three New Haven Line branches, the Danbury Branch has the most stations, with a total of seven. Though the line continues further north, Metro-North service terminates at Danbury. The original Danbury station still exists, though it is not used by Metro-North. Service first began here in 1852, and the rail line was known as the Danbury and Norwalk Railroad. In the late 1800’s the line was leased to the Housatonic Railroad, and later the New York, New Haven and Hartford Railroad. By 1925 the track was electrified, but due to a poor economic situation, it was de-electrified in 1961.

The awesome: Danbury’s original station, yard, and turntable, now occupied the Danbury Railway Museum. Bethel’s old station is now a bike shop (I never got a photo of it). Cannondale’s old station is also lovely.
Most underwhelming: Without a doubt, Merritt 7. It is the only New Haven Line station without the typical Metro-North station sign, and is probably the most bare-bones station listed here.

 

 
 
 
 
 

The Waterbury Branch:

The Waterbury branch is Metro-North’s easternmost branch, and it diverges from the main line just east of Stratford. Although service terminates in Waterbury, the tracks do continue further north, and are used by the Railroad Museum of New England. Waterbury is located 87.5 miles from Grand Central – making it the furthest from the city in rail miles. The branch was originally chartered in 1845 as the Naugatuck Railroad (named after the river the tracks run alongside), and construction was completed by 1849. It was merged with the The New York, New Haven and Hartford Railroad in 1906. Today, the branch has a reputation of serving both commuters and many sketchy people.

The awesome: Waterbury’s historical station (no longer used by the railroad) is one of, if not the most iconic structures in the city. The Naugatuck Historical Society is housed in their old station, which is also nice. You can get cool photos of the railroad bridge in Ansonia.
Most underwhelming: Beacon Falls and Ansonia. Oh, and don’t leave your car or any other valuables at Waterbury.

 
 
 
 
 
 
 

Do you have a favorite?

If I had to pick the branch that I liked the best, I’d have a difficult time of it. New Canaan is certainly my favorite station, but the rest of the branch is relatively boring. The Danbury branch has the adorably-cute Cannondale, and the old station which is now a museum. The sketchy people of the Waterbury branch make me weary of choosing it as my favorite, despite the fact that I like that little railroad bridge over the Naugatuck river. It is, however, undeniable that Waterbury has the most recognizable old station – though it is debatable whether people actually realize it was once a train station. We can settle this right now, with a poll. Vote for your favorite branch here:
[poll id=”2″]

Located 75 miles from Grand Central, a trip from Seymour station to the city takes a bit over two hours. Because there is no direct service, a transfer is required at either Stamford or most commonly, Bridgeport. The station has all of the Waterbury Branch amenities we’ve come to love: a nice wooden box serving as a low-level platform, and a lack of ticket vending machines. But as a Waterbury Branch rider, there is no additional fee for purchasing your ticket on the train.

Once upon a time (1910), trains to Seymour were this cool.

Other than the aforementioned details, Seymour is a relatively unremarkable station, and not extremely noteworthy for any reason – unless you count homeless people pushing shopping carts. But there is nobody that can tell the story better than Bobby in his post Life on the Waterbury Branch.