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″]

If there was ever to be a competition for the most seemingly mundane station on the New Haven Line, the station our tour visits today, Glenbrook, would be high on the list of contenders (likely along with Ansonia). Glenbrook is along the New Canaan Branch, just north of Stamford, and about 35 miles from Grand Central. The four-car platform is wedged between two grade crossings, and faces the backs of several buildings. Besides the bus stop style shelters on the platform, there is no canopy, and no protection from the elements. Like the rest of the stations along the branch (with the exception of New Canaan) there are no ticket vending machines at Glenbrook. The only other things one can actually find on the platform are the typical station trash bins, a few wire benches, and a newspaper vending machine that looks like it is never filled.

Mural at Glenbrook Station

Beneath the unremarkable exterior of this small railroad station, however, is a story. Most of the building backs the platform faces are just grey concrete – a few of them have advertisements – but one has a mural. The mural that faces the platform was commissioned by the wife of former Glenbrook commuter Sean Rooney, and it depicts his favorite golf course. Every morning Rooney would wake, just as many of us commuters do, and head to the station to await the morning Metro-North train to get to work. But unlike many of the other commuters with whom he waited on the platform, one evening ten years ago Rooney never managed to catch that train home. Rooney worked on the 98th floor of the World Trade Center’s south tower, and died when that building collapsed on September 11th, 2001. The mural’s colors are not only a tribute to the life of a man, a fellow commuter, but bring a small bit of life to an otherwise grey and drab railroad station.