In 1846, a charter created the New York and Boston
Railroad Company. Charles Alsop of Middletown, Connecticut was the
first president, and he had already secured the rights for a railroad
between his home city and the town of Berlin, Connecticut. Immediately, there was opposition to the Air
Line. Steamship companies with the lucrative Boston to New York
lines also steamed the Connecticut River all the way to Hartford, to the north of
Middletown. Not wanting to lose passengers on their ships to the
faster rail line, they influenced the Connecticut legislature to block
the permitting of a bridge at Middletown by citing that it would be a
danger to marine traffic. Hartford merchants also opposed the
railroad because it bypassed that capital city completely.
Governor Isaac Toucey revoked the charter of the New York and Boston
Railroad Company at the behest of steamship companies, but the state
General Assembly later overrode this action. The railroad company
pushed on to construct the line.
Edwin Ferry Johnson, a railroad civil engineer who had
worked on the Erie and Champlain canals and the Erie and Northern
Pacific railroads, surveyed the route in 1846. He recommended a draw
bridge to cross the Connecticut River in Middletown at an estimated cost
of $100,0003. He also foresaw the line passing through
Reed's Gap in Wallingford to bypass the high ridge west of the river,
and then planned a series of cuts and viaducts through the ridges of
eastern Connecticut to Willimantic. From Willimantic, Johnson
planned the best route through Hampton, Chaplin, Dayville to the Rhode
Island state line where the railroad would connect with the Woonsocket
Union line, linking with the Charles River railroad and ultimately into
the city of Boston. The cost of building the railroad, according
to Johnson's estimate, would be $2,565,000 or approximately $31,000 per
mile.
In 1847, the state's General Assembly formed the
"Joint
Select Committee on Railroads" to decide the fate of the
Connecticut River bridge at Middletown. Maritime concerns felt the
bridge would be hazardous to vessels, especially at night and in poor
weather. Farmers thought that ice would build up and jam about the
piers, flooding their fields and killing their livestock. After a
year, the committee passed a bill prohibiting the building of a draw
bridge in Middletown, and instead granted them permission to erect a
suspension bridge farther down the Connecticut River at a point called
'the Narrows'. It took until 1849 for the design of the suspension
bridge to be finalized and approved, however, it was unlikely that the
New York and Boston Railroad Company could raise the necessary funds to
construct such a structure.

The proposed suspension bridge at "The
Narrows" just south of Middletown. The design drawing exaggerated the
narrowness of "The Narrows"; the Connecticut River is
approximately 1,300 feet wide at this point. That would make the
tree on the left bank about 400 feet tall!
In the meantime while the bridge debate was going on,
other problems kept interfering with the railroads construction. A
construction scandal, where Connecticut stockholder money was diverted
illegally for railroad work in Massachusetts, halted construction for a
time. This and other construction delays
caused the railroads directors to continuously ask the legislature for
extensions of their charter. By 1857, the state declared that the
New York and Boston Railroad Company was "in a deranged
condition"4 In 1862, the railroad company had only
completed track between Brookline, Massachusetts and Woonsocket, Rhode
Island. Nothing was completed west of Woonsocket and only a small
fraction had been completed in Connecticut. The railroad company
was then ordered audited, but records were missing and presumed
destroyed. The company flailed until 1865, when it was bought out
by another faltering endeavor, the Boston, Hartford, and Erie
Railroad. Itself in trouble, this new company dropped the idea of
the Air Line Railroad until the charter expired in 1867.
That year, another Middletown entrepreneur, David Lyman,
revived the idea of the Air Line Railroad, and formed the New Haven,
Middletown, and Willimantic Railroad Company. His new company
persuaded the state to allow the construction of a 1,250 foot draw
bridge across the Connecticut River in Middletown. Construction
began in earnest in Connecticut, and by 1870, the line from New Haven to
Middletown was constructed, following Johnson's plan from 24 years
earlier. Three years later, the line was completed across the
river and through the rugged landscape to Willimantic. The cost,
however, had far exceeded Johnson's estimate of 1846, now a huge $7
million. Crossing the ridges in East Hampton and Colchester had
required large cuts through hills, and several of the largest iron
trestle bridges in New England had been constructed across two valleys,
all of which had been understated and the costs underestimated in the
original design. Unable to pay the interest on their bonds, the New Haven,
Middletown, and Willimantic Railroad Company went bankrupt and was
reorganized as the Boston and New York Air Line Railroad in 1875.

This portion from an 1895 map of railroads in
Connecticut shows the Air Line from Middletown to Willimantic, with the
railroad stations listed.

This portion from an 1895 map of railroads in
Connecticut shows the Air Line from New Haven to Middletown, with the
railroad stations listed.

The Lyman Viaduct (named for David Lyman) crosses
over the Dickenson Creek in Colchester, and is 1,000 feet long and 137 feet high
(courtesy of the East Hampton Public Library Historical Collection)

The Rapallo Viaduct in East Hampton bridges the Flat
Brook, and is 800 feet long and 60 feet high. It is only 1.5 miles west
of the Lyman Viaduct. (courtesy of the East
Hampton Public Library Historical Collection)

Bishop's Cut, about 35' deep through granite and
brownstone just east of the central village of East Hampton (from
Connecticut Railroads: an Illustrated History)
In the meantime while Lyman built the connection from
New Haven to Willimantic, another company had inadvertently picked up
the baton to connect Boston to Willimantic. Several companies,
including the Boston and New York Central and the Norfolk County
Railroad, had built lines from Boston to Blackstone,
Massachusetts. Another company, the Southbridge and Blackstone was
chartered in 1849 to build a railroad between Blackstone and
Southbridge, Massachusetts passing through the northeast corner of
Connecticut in East Thompson. After a series of financial problems
and scandals, many of these smaller companies were absorbed into the
Boston & New York Central. The new company revised the ending
point of the Blackstone & Southbridge, moving the terminus from
Southbridge to Mechanicsville, Connecticut, just north of Putnam,
Connecticut. Here, the new line intersected an existing rail line
which traveled north-south from New London, Connecticut to Worcester,
Massachusetts. The railroad company had the dream to continue
building westward to Willimantic, but did not have the funds nor the
investor backing to do so. Despite its pretentious title, the
Boston & New York Central was a "decrepit railroad".5
It saw little traffic on the lines, and was reorganized several times,
until acquired by the Boston, Hartford and Erie Railroad Company in 1863
as part of a multiple company purchase. The Boston, Hartford and
Erie planned to build a line which would run from the Hudson River to
Willimantic, and then branch to Boston and Providence, Rhode
Island. To complete this vision, they needed to build 77 miles of
line between Waterbury, Connecticut to the Hudson River, and 26 miles
from Putnam to Willimantic. After raising millions in grants and loans,
the only line every constructed was a branch from East Thompson to
Southbridge. The remainder of the money was looted and bilked by
the unprincipled owners of the Boston, Hartford and
Erie.
From the now bankrupt Boston, Hartford and Erie Railroad
Company, a new railroad was born, the New York & New England
Railroad. Charles Peter Clarke was the General Manager of the
railroad, and under his leadership, it raised the necessary funds to
complete the Putnam to Willimantic link. It followed Edwin Ferry
Johnson's plan from Willimantic northeast to Pomfret, Connecticut, where
the line then curved northward to cross the Quinebaug River into
Putnam. A huge bridge was built to span the river, which was prone
to flooding and ice dams. The last work on the Willimantic to
Putnam line was completed in August, 1872.
So, with the completion of the New York & New
England Railroad from Putman to Willimantic in 1872, and the New Haven
to Willimantic railroad by the New Haven,
Middletown, & Willimantic Railroad Company in the following year, the
dream held by so many in the 1840s had been meet. It had arrived
24 years late, had cost many times the original estimates, and followed
a path significantly different that the first design.

This portion from an 1895 map of railroads in
Connecticut shows the Air Line from Willimantic to the Massachusetts
state line, with the railroad stations listed.

This bridge was built in Putnam to cross the
Quinebaug River. A footbridge now rests on the piers (from the
Dodd Collection, University of Connecticut Library)
With construction complete, an direct inland route from
New York City to Boston was now in place. For several years,
sporadic passenger traffic passed over the route. The first
regularly scheduled passenger train began in 1876, called The Federal
Express, sometimes known as The Washington Night Express.
It ran from Boston to Willimantic, then on to Middletown, New Haven, and
ultimately New York. However, due to the frequent stops it made to
take on passengers and water, the train was not usually any quicker than
the shoreline route.
In 1877, the Colchester Railway built a spur between
Turnerville (now called Amston) and the central village of
Colchester. The town of Colchester paid $50,000 for half of the
three mile long rail bed, and the leased the line to the New York &
New England. The spur carried passengers and freight to the rubber
plant in town.

The Colchester Spur ended in Colchester, and the
train station can be seen in the far background as this freight
locomotive with several boxcars pulls out of town (from
Connecticut Railroads: an Illustrated History)
Unusual in history, the legislature of Connecticut
proved right when the steamer City of Hartford rammed the draw
bridge in Middletown during a foggy night in 1876. It has never
been proven whether the crash was an accident or was intentional.
The western part of the bridge actually collapsed on to the steamer and
had to be re-built. It took several months to restore the bridge
to normal operations.
In 1885, the
famous train New England Limited was inaugurated. The Limited
ran
two simultaneous trains, one leaving Boston and the other departing
New York City each day at 3 pm. A powerful steam locomotive pulled
two plush Pullman cars for the 213 mile journey in 6 hours, shaving an
hour or more off the shoreline route. Six years later in 1891, the
Pullman company delivered new luxury cars painted in white with gold
trim. In a marketing move that would impress today's Madison
Avenue executives, the remainder to the train was white washed and the
engine crews and staff were dressed in tropical white overalls.
The White Train as it was now called became an instant success,
carrying businessmen and the wealthy between the two cities. For
people watching the locomotive and cars speeding through their sleepy
towns, the train became known as the Ghost Train.

The White Train stopped in East Thompson,
1891 (from
Connecticut Railroads: an Illustrated History)
The first
run of the White Train left Summer Street station in Boston on
March 16, 1891, and the Boston Herald newspaper wrote:
Rolling out of the New York and New England Railroad
station at 3 pm yesterday afternoon, the New England Limited
took all the glories that could be attached in a complete new train
resplendent in white and gold.
For three months past, items have appeared in the
daily papers about a new departure in car decoration that the
NY&NE Railroad was about to inaugurate, and yesterday saw the
fulfillment of those announcements.
The Pullman Palace Car Company has built for the
service seven parlor cars, four passenger coaches, and two royal
buffet smokers. These cars are divided into two trains, owned by
the New England and the New York, New Haven, and Hartford
Railroads. The New England road has provided a dining car of the
same general design to run between Boston and Willimantic,
Connecticut. The cars are heated by steam directly from the
locomotive and are lighted by the Pintsch system of gas. The
parlor cars are furnished with velvet carpets, silk draperies, and
white silk curtains. The chairs are upholstered in old gold
plush, and large plate glass mirrors set off the car handsomely.
Three of them have each a stateroom and 26 chairs in the main salon,
while the other four have 30 chair each. The royal buffet
smokers which will be run in addition to the ordinary smoking cars are
decorated in the same manner as the parlor cars and contain 20
handsome upholstered chairs for the passengers.
Two cards tables with stationary seats, and writing
desks will all needed stationery for letters of telegrams are also
provided. The regular passenger coaches seat 60 persons and are
comfortable and easy riding. The train that left Boston
yesterday was seen by crowds and people who were lined enroute to gaze
with mingled curiosity and delight at its handsome appearance.6
The White Train attracted national attention, and
President Benjamin Harrison rode the line from New York to Boston.
Rudyard Kipling also rode these rails from Boston to New York. The following verse was widely circulated:
Without
a jar, or roll or antic,
Without
a stop to Willimantic,
The
New England Limited takes its way
At
three o'clock each day,
Maids
and Matrons, daintily dimited,
Ride
every day on the New England Limited;
Rain
nor snow ne'er stops its flight,
It
makes New York at nine each night.
One
half the glories have not been told
Of
that wonderful train of white and gold
Which
leaves each day for New York at three
Over
the N.Y. & N.E.7
Part of the reason that the White Train could
make the run from New York City to Boston in such a short time was the
innovative 'pan trays' that were used in Putnam. Pan trays were
troughs of water bolted between the tracks. A steam locomotive
would lower a scoop to draw in from 1,500 to 2,500 gallons of water
without stopping. The White Train would speed at 45 miles
per hour through Putnam and not stop until arriving at
Willimantic. Pan trays had been invented and deployed in England,
but this was their first use in the United States.
One of the most bizarre train wrecks in history occurred
in East Thompson on the Air Line on December 4, 1891. Early in the
morning on a foggy, wintry Connecticut day, four trains, all headed in
the same direction, smashed together in the space of 5 minutes.
Just north of the East Thompson station is the branch to Southbridge,
and the Air Line was a double track at this point. The Southbridge
Local, to be shunted to the branch, was assembling its eight cars on
one track when it was rear ended by a north bound fast freight train,
simply knows as the 212. This train had been shunted from
the main track to the side track where the Southbridge Local was
assembling in order to allow two fast passenger trains to pass by.
The dispatcher in Putnam and the crew of the 212 forgot that as
scheduled, the Southbridge Local was on the same track that the 212
was using. The impact threw the Southbridge Local off the
tracks and down an embankment on to the Old Hartford Turnpike. The
cars of the 212 freight train had the misfortune of jackknifing
onto the other parallel tracks. Moments later, the Long Island
& Eastern States Express came hurtling out of the fog at 50
miles per hour and crashed into the debris. The locomotive of the Express turned completely around, vaulted off the embankment, and
crashed into the ground. The safety valve on the locomotive's
boiler then blew, and the escaping steam dug a hole and spewed gravel
that demolished a nearby house. Five minutes later, the stunned
passengers and crews of the three wrecked trains watched in horror as
another fast passenger train, The Norwich Steamboat Express, only
minutes behind the Long Island & Eastern States Express
plowed into the passenger cars of that train that still remained on the
rails.

The locomotive from the Long Island & Eastern
States Express jack knifed and buried at East Thompson, December 4,
1891 (from
Connecticut Railroads: an Illustrated History)
The few medical doctors and nurses in the area were said to
have waited to see if any more trains were going to drive into the mess
before attempting to help any of the injured people. It was
miraculous that only two deaths resulted, the engineer and firemen of
the Long Island & Eastern States Express. Hundreds were
injured, and four locomotives wrecked. All told, the damage to
railroad equipment and nearby property amounted to $36,000. By
late afternoon on this day of the Great East Thompson Train Wreck, the
parallel track number 1 had been cleared enough that the White Train
could slowly chug through the debris filled and burned area. The
New York and New England Railroad, always eager to earn a dollar, took
advantage of the wreck and ran special trains from Boston and New Haven
to view the wreckage for the next several days.
The New England Limited proved to provide the highest
profit margin to the New York & New England Railroad, and helped the
company out of receivership. But in 1895, the high costs of
keeping the White Train white from the dust, smoke, and cinders
resulted in its replacement by the Air Line Limited.
Charles Peter Clark, who had lead the rise of the New York and New
England was ousted the following year and replaced by a succession of
poor railroad managers. In fact, Clark later became the president
of the rival New York, New Haven, and Hartford Railroad.
The new management of the New York and New England
developed an alliance with the New York, Lake Erie, & Western
Railroad as well as the Housatonic Railroad, giving them a path from New
York that would avoid using any rails of the rival New York, New Haven,
and Hartford Railroad. The Long Island & Eastern States
Express train was put into service from New York to Boston following
a new route. A unique feature of this short lived train was that it
terminated in Norwalk where the railroad cars were put aboard a barge
and floated across Long Island Sound to re-connect with the Long
Island Railroad. For the New York and New England Railroad, this
fulfilled a goal to avoid any rail lines of the New York, New Haven, and Hartford Railroad.
This round about way to reach New York City did capture the public's
attention for a short time, but it set the resolve of the New York, New Haven, and Hartford
Railroad to somehow crush their rivals. Internal problems arose
at the New York & New England, and the New York, New Haven, and Hartford
Railroad cut off the N.Y. & N.E.'s access at New Haven. This
forced them into receivership, and the railroad company returned as the
New England Railroad for a brief time before being leased in its
entirety to the New York, New Haven, and Hartford Railroad in
1898. The New York and New England had ceased to exist, but was
praised: "the New York & New England did some of the most
spectacular railroading; and how it managed to put on so brave a show,
to do so much with so little, is still a matter of wonder."8
The New York, New Haven, and Hartford continued to run
passenger trains over the newly re-organized Airline Division, as it was
called within the company. It was still popular and both the Air
Line Limited and Long Island & Eastern States
Express were frequently filled to capacity. But its popularity helped bring it to
an end, the
trains were unable to load more passengers and add more cars because they became to heavy
for the grades and bridges along the route. The Boston to New York
passenger service last used the Air Line through Connecticut on May 17,
1902. Both trains were suspended and replaced with service on the
shore line route. The grand days of fast passenger trains hurtling
through the eastern Connecticut countryside had come to and end.
While all these passenger trains had come and gone,
freight service to and from the towns on the line had filled the rails
with chugging trains and clattering box cars. One famous train was
called the Cannonball Fish Train, and was made up solid with
cars of fish, 5 nights a week, and were shipped from Boston to New York
City. In the late summer, peach trains ran via the Air Line.
At one time, 26 trains per day passed through Middlefield carrying
peaches from eastern Connecticut bound for New Haven and New York.
A schedule for engine crews once showed the following messages:
"August 19, 1893: NOTICE:
Peach trains over the Air Line division will commence running
tomorrow, Friday, and may be expected every day. Keep a look out
for signals on regular trains and for extras [on] Sundays without
signals." O.M. Shepard, superintendant9
Portland, Connecticut, had huge brownstone quarries near
the Connecticut River. Many car loads of stone used in building
the brownstone fronts of New York City and Boston were hauled from the
Portland quarries. Reeds Gap, where Edwin Johnson had routed the
Air Line through a ridge, became a major trap rock open quarry right on
the rail line. Before the advent of paved roads in many rural
communities of New England, trap rock from Middlefield was hauled over
the Air Line to be spread on dirt roads.
The Air Line railroad at the turn of the century had
been designed 54 years earlier, when locomotives were smaller, trains
lighter, and fewer cars pulled. By this time, however, new
technology in railroading was resulting in the Air Line being
avoided. The grades of the railroad were too steep, many of the
bridges including the Middletown draw bridge were low to the water and
could not carry the weight of fully loaded modern trains, and the two
trestle viaducts swayed and groaned under the weight of heavy freight
trains. The numerous curves (there was only 3 miles of straight
track on the 26 total miles from Portland to Willimantic) hampered the
operation of freight trains on the line.
The railroad company recognizing that there was still
profit to be made on the Air Line began by strengthening and raising low
bridges, such as the iron trestle bridge over the Blackledge River in
Colchester. Then, starting in 1912, engineers and construction
workers began the gargantuan task of filling in the Lyman and Rapallo
Viaducts. The alternative had been to strengthen and replace the
bridges built in the 1870s, and this proved costly to the cash strapped
company. Instead, culverts were placed beneath the bridges to
carry the river's waters, and then hopper car after hopper car full of
fine sand were pulled on to the structures and their contents
dumped. Over 20 months, two massive ridges of sand were built up
from the floor of the valleys until the iron bridges disappeared under
the fill. When the iron work was covered, another foot of cinders
was laid and compacted on to the surface of the fill to hold it in
place. New tracks were then placed over the final layer. The
iron work was covered on both viaducts until the early 1980s when a
sewer line was laid along the route, exposing it for the first time in
70 years.10 Click on this link
for photos of the creation of the Lyman Viaduct.
The New York, New Haven and Hartford concentrated their
passenger lines on the shore line route from Boston to
New York, however, passenger trains from Boston to New Haven were still
run on the Air Line, stopping at many of the smaller towns along the
route. Freight continued to be carried across the line, relieving
the shore line routes of slower traffic. High school trains in the
morning and afternoon took students to and from the small out lying
towns into Willimantic and Middletown. Thru passenger service
between Boston and New York via Willimantic and New Haven ended in 1924,
and all passenger service on the Air Line west of Willimantic was
discontinued in 1937. Passenger trains continued to
run from Boston to Willimantic, and then to Hartford until 1955.
In August, 1955, a bridge on the Air Line just west of
Putnam was washed out during a flood. All rail service between
Putnam and Pomfret was halted, as well as all passenger service on the
line from connections in Blackstone and Hartford. The New Haven
Railroad, successor to the New York, New Haven and Hartford Railroad
company, reasoned that there was no economic justification to replace the
bridge for the $110,000 it would cost, and abandoned the line from Putnam
to Pomfret, about 4 miles, in 1959. The link from Boston to New
York designed in 1846 and completed in 1873 had been broken after
operating for 86 years. "The route of The Ghost Train
had itself become a phantom."11
Thru freight traffic was no longer possible, and this
spelled the end for the Air Line between Willimantic and Putnam.
There was simply not enough industry and commercial interests in the
small towns the line now passed through to justify the maintenance and
upgrading of the line. The New Haven Railroad went bankrupt in
1962, and this resulted in a large scale abandonment of unprofitable or
marginally profitable rail lines. The railway between North
Windham to Pomfret (about 18 miles) was abandoned in 1963, and the short
section between Willimantic and North Windham continued in service until
1985, when this 5 mile section was abandoned as well.
In 1964, the entire section of the Air Line from
Portland to Willimantic, including the Colchester Spur, was abandoned by
the New Haven Railroad. This amounted to a total of 29 miles of
line that was removed, only a three quarter mile section directly east
of the Connecticut River drawbridge in Portland remained in service. Area
residents of the towns the railroad crossed opposed the abandonment, and
attempted to acquire the route. Most of the towns had invested
significant amounts of money a century before, and considered themselves
partial owners of the line. This argument did not fare well in
legal circles, and was never brought to trial. Salvage workers
remove the rail and most of the bridges from Portland to Willimantic in
the spring of 1966.12 Rail ties were uprooted and
thrown down the sides of embankments, and telegraph towers were chain
sawed and left like fallen trees on the ground.
In March, 1968, another flood destroyed a bridge over
the Blackstone River east of the Blackstone railroad station. The
New Haven Railroad again suspended all service west of Blackstone on the
line, through some freight service was still run sporadically from the
connection in Putnam. Financially strapped, the company could not
justify the $225,000 cost to repair the Blackstone River bridge and
applied for abandonment of the line from Blackstone to Putnam in 1969. In 1970, the New
Haven Railroad company was absorbed into the Penn Central railroad,
which itself went bankrupt in 1976.
Today, small sections of the Air Line remain in
service. The section from New Haven to Middletown and Portland is
operated by the Connecticut Central Railroad and the Providence and
Worcester railroad. Similarly, small remaining sections are still
operated near Willimantic, Putnam, and in southeast Massachusetts by
Conrail, the Providence and Worcester railroad, and the Massachusetts
Bay Transportation Authority (MBTA).
Interestingly enough, a spur line from the abandoned
East Thompson station passed through Webster, Massachusetts to
Southbridge. The line between Southbridge and Webster was run
until 1985 and then abandoned. The track and ties have never been removed
and remain in place today, a grim reminder of the rail history of the
past 120 years.
After portions of the line were abandoned, the state of
Connecticut stepped in to oversee the property. The portion of the
Airline from East Hampton east to Willimantic, from Willimantic to
Putnam, and in Thompson were placed under the control of the Department
of Environmental Protection. Several miles were also given over to
electric distribution rights of way for Connecticut Light &
Power. Finally, a section from East Hampton to Colchester was used
as a right of way for a buried sewer line connecting the two towns in
1982. The state government in the 1980s began planning the 50 plus
mile greenway corridor from Portland to Thompson which would become one
of New England's most treasured recreation paths.
In the 1990s, the Air Line was briefly in the news again
as a potential path for high speed rail service from New York to
Boston. Railroad consultants and regional transportation experts
envisioned that the Air Line route was the only feasible way to
establish passenger connections that would compete with airlines and
interstate highways. But, just like at the turn of the century,
the enormous cost of straightening the line's sharp curves and
moderating the steep grades proved the end of the consideration.
The Federal government instead funneled the funding to electrification
of the shore line route, now overseen by Amtrak.
Today, the Air Line route with trail heads in East
Hampton and Thompson, and passing through Putnam, Pomfret, Hampton,
Chaplin, Windham, Lebanon, Columbia, Colchester, and Hebron reminds us of the
halcyon days on The White Train in a new setting, a 50 plus mile
trail for far more slower travelers.