-
Home
›
-
Fallen Flags
›
-
Rutland Railroad
›
-
Chatham Division
The Chatham Division, The Fabled "Corkscrew": 1901-1953
Last revised: September 8, 2024
By: Adam Burns
The Rutland's Chatham Division was its longtime southern outlet to central New England, connecting with the New York Central and Boston & Albany (a longtime NYC subsidiary) at the small town of Chatham in eastern New York.
What was essentially a long branch soon earned the nickname as the "Corkscrew" for its infinite curves and steep grades. It was long an operational headache but since it provided the Rutland's only southerly connection the corridor survived much longer than it probably otherwise should have.
Perhaps if this corridor had been better constructed it would have proven a valuable asset to the Rutland's system. The company's early leadership certainly had the right idea but unfortunately chose a poor routing.
The secondary hope of luring New York Central's Cornelius Vanderbilt to utilize Rutland trackage rights in reaching Montreal, Quebec also fell through when the Commodore elected to piece together his own line.
Ultimately, there was little online traffic and as through freight dried up the railroad became fed up with the entire operation, which regularly required double-heading during the steam era. After gaining trackage rights over the nearby Boston & Maine the Corkscrew Division was abandoned during the early 1950s.
The history of the Chatham Division is a long and complicated affair involving a number of different railroads, lack of funds, bankruptcies, and reorganizations.
The project began humbly as the New York & Bennington Railroad chartered on October 13, 1851 to run north from a connection with the New York & Harlem (later New York Central) at Chatham to within six miles of Bennington, Vermont (a separate road chartered as the Vermont & New York would bridge the gap).
During 1852 the NY&B's charter was acquired by the Lebanon Springs Railroad, which completed a short section to Lebanon Springs near the Massachusetts state line before funds were exhausted and construction halted.
As this system languished in relative obscurity, only moving tourists to the resort of Lebanon Springs, the Bennington & Rutland eyed the property as a means of creating a coveted southern outlet to Cornelius "Commodore" Vanderbilt's New York Central system at Chatham.
The B&R was a modest railroad, which connected its namesake cities in Vermont and dated back to its chartering of November 5, 1845. By May of 1852 the 55-mile line was opened for service.
Its majority owner, T.W. Park, attempted to convince the Commodore that funding the Lebanon Springs towards completion would provide him a much shorter direct route between Montreal, Quebec and New York.
The legendary Vanderbilt, while intrigued, thought the project far too circuitous and said it would be abandoned within three generations.
Undaunted, Park found his own investors and completed the 57-mile Lebanon Springs by 1869. After a series of failed mergers and chartered lines, one of which included acquisition by the Central Vermont in an attempt to form its own New York-Montreal route, the B&R and Chatham & Lebanon Valley (the last railroad to bear the Chatham line's name) were taken over by the Rutland Railroad in a two-step process.
During February of 1900 the former was acquired followed by the latter a year later in June of 1901; the combined properties finally offered the road its own outlet to the south. While the new acquisition was believed to offer new sources of revenue and traffic, in the end the Commodore's foretelling would prove correct.
For a time, however, the Corkscrew Division (the entire Chatham Division ran from Rutland south to Chatham via Bennington) did prove itself useful and somewhat profitable.
By 1904 the Rutland was fully under the control of the NYC, which used its newly acquired subsidiary as an outlet for traffic to the north at Ogdensburg, shipping freight to and from Chicago via the Great Lakes and St. Lawrence River.
In actuality, however, the NYC's interest in the Rutland was largely as a pawn in its vast empire. The Vanderbilt road, of course, already had its own, superb, rail route to the Wind City that was far more direct than sending freight up the Rutland and across the lakes.
However, its subsidiary provided competition against the Delaware & Hudson to Montreal and the Rome, Watertown & Ogdensburg across New York State (the RW&O eventually became part of the NYC system), and other trunk lines like the Erie, Vanderbilt's longtime nemesis.
According to Jim Shaughnessy's book, "The Rutland Road: Second Edition," the Chatham Division truly was an operational nightmare; it featured 263 curves, heavy grades, and no major sources of online revenue.
The line's only benefit was interchange with the NYC and B&A at Chatham as well as the Boston & Maine at Petersburg Junction. Unfortunately, the Rutland's picturesque New England setting could not pay the bills as originating freight, in general, was difficult to come by.
The road's primary shippers were located only around Rutland and Burlington despite the fact that it operated a nearly 500-mile system. During the Corkscrew Division's prosperous years it sent timed freights of milk to the Chatham interchange, bound for New York City.
Interestingly, and in no doubt due to the line's operational problems, the Rutland opted against sending its top passenger trains, the Green Mountain Flyer and Mount Royal, over the Corkscrew. Instead, it utilized the Boston & Maine as far north as the White Creek, New York interchange before continuing on towards Montreal.
Local passenger service on the Chatham Division ended in 1931, no surprise considering there were only a few small towns along the branch such as Berlin, Stephentown, and Petersburg. Finally, with the railroad again running into financial difficulty and the route yielding negligible freight, Rutland received permission to abandon the line from Bennington to Chatham in 1953.
Following rail removal that summer the work was completed to Bennington by August 7th. The Rutland's remaining shippers in Chatham were served via trackage rights over the B&M and B&A.
-
Mar 13, 26 11:42 PM
If you’re looking for a Chattanooga outing that feels equal parts special occasion and time-travel, the Tennessee Valley Railroad Museum (TVRM) has a surprisingly elegant answer: The Homefront Tea Roo…
Read More
-
Mar 13, 26 11:36 PM
A seasonal favorite of the My Old Kentucky Dinner Train is their “Princess Tea Party,” a whimsical excursion that blends the nostalgia of vintage rail travel with a magical, fairy-tale experience for…
Read More
-
Mar 13, 26 10:54 PM
Maryland is where it all began with railroads as the state was home to the first common-carrier. Today, three different organizations host Easter-themed train rides.
Read More
-
Mar 13, 26 10:38 PM
While spring arrives late in New England, there are scenic train rides available each March or April that celebrate the Easter holiday.
Read More
-
Mar 13, 26 10:32 PM
Surprisingly one location in Arizona plays host to a Easter-themed event for the entire family, the Verde Canyon Railroad.
Read More
-
Mar 13, 26 12:27 PM
Among the HVSR's most popular special events is the “Starbrick BBQ Ribs and Wings Dinner Train,” a culinary-themed excursion that combines classic barbecue cuisine with a relaxing evening rail journey…
Read More
-
Mar 13, 26 11:47 AM
While WSRR runs a variety of seasonal and special trains, one of its most appealing “date night” offerings is the Valentine’s Dinner Train, a romantic two-hour ride built around classic railroad ambia…
Read More
-
Mar 13, 26 11:35 AM
If you want a railroad experience that feels equal parts “working short line” and “time machine,” the Arkansas & Missouri Railroad delivers in a way few modern operations can.
Read More
-
Mar 13, 26 10:01 AM
Tucked into the Piedmont town of Spencer, the North Carolina Transportation Museum is the kind of place that feels less like a typical museum and more like a living rail yard that never quite stopped…
Read More
-
Mar 13, 26 09:56 AM
Tucked into East Chattanooga, the Tennessee Valley Railroad Museum (TVRM) is less a “museum you walk through” and more a railroad you step aboard.
Read More
-
Mar 13, 26 09:36 AM
Operating over a restored segment of the former New York Central’s Adirondack Division, the Adirondack Railroad has steadily rebuilt both track and public interest in passenger rail across the region.
Read More
-
Mar 13, 26 09:33 AM
With beautifully restored vintage equipment, carefully curated menus, and theatrical storytelling woven into each trip, the Colebrookdale Railroad offers far more than a simple meal on rails.
Read More
-
Mar 12, 26 10:57 PM
The Wisconsin Great Northern Railroad will once again welcome passengers aboard its popular Spring BBQ Dinner Train in 2026.
Read More
-
Mar 12, 26 01:19 PM
The Connecticut Department of Transportation (CTDOT) has announced a new round of funding aimed at improving the safety, reliability, and capacity of the state’s freight rail network.
Read More
-
Mar 12, 26 12:59 PM
While the Niles Canyon Railway is known for family-friendly weekend excursions and seasonal classics, one of its most popular grown-up offerings is Beer on the Rails.
Read More
-
Mar 12, 26 12:48 PM
In November 2025, the Reading, Blue Mountain & Northern Railroad (RBMN)—commonly known as the Reading & Northern—announced the debut of a striking patriotic locomotive commemorating the upcoming 250th…
Read More
-
Mar 12, 26 11:35 AM
On select dates, the Woodstown Central Railroad pairs its scenery with one of South Jersey’s most enjoyable grown-up itineraries: the Brew to Brew Train.
Read More
-
Mar 12, 26 11:28 AM
While Florida does not currently offer any BBQ train rides the Florida Railroad Museum does host a similar event, a campfire experience!
Read More
-
Mar 12, 26 10:40 AM
Here’s a comprehensive look into the world of murder mystery dinner trains in Texas.
Read More
-
Mar 12, 26 10:36 AM
All aboard the intrigue express! One location in Connecticut typically offers a unique and thrilling experience for both locals and visitors alike, murder mystery trains.
Read More
-
Mar 12, 26 10:33 AM
The fusion of scenic vistas, historical charm, and exquisite wines is beautifully encapsulated in Missouri's wine tasting train experiences.
Read More
-
Mar 12, 26 10:28 AM
This article takes you on a journey through Minnesota's wine tasting trains, offering a unique perspective on this novel adventure.
Read More
-
Mar 11, 26 02:18 PM
The Charlotte City Council has approved $37.9 million in funding for the next phase of design work on the long-planned Red Line commuter rail project.
Read More
-
Mar 11, 26 12:15 PM
Norfolk Southern Railway has announced a significant locomotive modernization initiative in partnership with Progress Rail Services Corporation that will rebuild 96 existing road locomotives into a ne…
Read More
-
Mar 11, 26 11:55 AM
Colorado officials are inviting the public to help name a proposed passenger train that could one day connect major cities along the state’s heavily traveled Interstate 25 corridor.
Read More
-
Mar 11, 26 11:22 AM
Among the Virginia Scenic Railway's most popular specialty excursions is the “Bourbon & BBQ” tasting train, an adults-oriented rail journey that pairs scenic views of the Shenandoah Valley with guided…
Read More
-
Mar 11, 26 10:32 AM
Among the North Shore Scenic Railroad's special events, one consistently rises to the top for adults looking for a lively night out: the Beer Tasting Train.
Read More
-
Mar 11, 26 10:23 AM
Sky Railway's New Mexico Ale Trail Train is the headliner: a 21+ excursion that pairs local brewery pours with a relaxed ride on the historic Santa Fe–Lamy line.
Read More
-
Mar 11, 26 10:19 AM
This piece explores the allure of murder mystery trains and why they are becoming a must-try experience for enthusiasts and casual travelers alike.
Read More
-
Mar 11, 26 10:02 AM
The murder mystery dinner train rides in Ohio provide an immersive experience that combines fine dining, an engaging narrative, and the beauty of Ohio's landscapes.
Read More
-
Mar 10, 26 11:39 AM
The Bluegrass State is home to beautiful rolling farms and the western Appalachian Mountain chain, which comes alive each spring. A few railroad museums host Easter-themed events during this time.
Read More
-
Mar 10, 26 10:26 AM
California is home to many tourist railroads and museums; several offer Easter-themed train rides for the entire family.
Read More
-
Mar 10, 26 10:15 AM
One of America’s most famous railroad landmarks, the legendary Horseshoe Curve west of Altoona, Pennsylvania, has recently been the site of multiple freight-train derailments involving Norfolk Souther…
Read More
-
Mar 10, 26 10:11 AM
If your idea of a perfect night out involves craft beer, scenery, and the gentle rhythm of jointed rail, Santiam Excursion Trains delivers a refreshingly different kind of “brew tour.”
Read More
-
Mar 10, 26 09:57 AM
Verde Canyon Railroad’s signature fall celebration—Ales On Rails—adds an Oktoberfest-style craft beer festival at the depot before you ever step aboard.
Read More
-
Mar 10, 26 09:54 AM
If you’re looking for a signature “special occasion” experience, the Essex Steam Train's Wine & Chocolate Dinner Train stands out as a decadent, social, and distinctly memorable take on dinner on…
Read More
-
Mar 10, 26 09:37 AM
This article dives into some of the alluring aspects of wine by rail in Massachusetts, currently offered by the Cape Cod Central Railroad.
Read More
-
Mar 09, 26 11:34 PM
Union Pacific crews have successfully restored freight rail service across a key bridge in Lincoln, Nebraska, completing a rapid reconstruction effort in just a few weeks.
Read More
-
Mar 09, 26 11:15 PM
The Tennessee Valley Railroad Museum has announced it is assisting in the eventual cosmetic restoration of a former gas powered locomotive used in the logging industry.
Read More
-
Mar 09, 26 10:37 AM
Spring sometimes comes late to Michigan but this doesn't stop a handful of the state's heritage railroads from hosting Easter-themed rides.
Read More
-
Mar 09, 26 10:05 AM
Pennsylvania is home to many tourist trains and several host Easter-themed train rides. Learn more about these special events here.
Read More
-
Mar 09, 26 09:33 AM
Here’s what to know, who to watch, and how to plan an unforgettable rail-and-whiskey experience in the Volunteer State.
Read More
-
Mar 09, 26 09:07 AM
There's a unique thrill in combining the romance of train travel with the rich, warming flavors of expertly crafted whiskeys.
Read More
-
Mar 09, 26 08:56 AM
This article dives into some of the alluring aspects of wine by rail in Massachusetts, currently offered by the Cape Cod Central Railroad.
Read More
-
Mar 09, 26 08:37 AM
This article delves into the enchanting world of wine tasting train experiences in Maryland, providing a detailed exploration of their offerings, history, and allure.
Read More
-
Mar 08, 26 10:16 AM
For those keen on embarking on such an adventure, the Arcade & Attica offers a unique whiskey tasting train at the end of each summer!
Read More
-
Mar 08, 26 10:15 AM
If you’re dreaming of a whiskey-forward journey by rail in the Sunshine State, here’s what’s available now, what to watch for next, and how to craft a memorable experience of your own.
Read More
-
Mar 08, 26 10:14 AM
To truly savor these local flavors while soaking in the scenic beauty of Colorado, the concept of wine tasting trains has emerged, offering both locals and tourists a luxurious and immersive indulgenc…
Read More
-
Mar 08, 26 10:13 AM
The state not only boasts a burgeoning wine industry but also offers unique experiences such as wine by rail aboard the Boone & Scenic Valley Railroad.
Read More
-
Mar 07, 26 02:19 PM
A significant preservation effort is underway in Missoula, Montana, where volunteers and local preservationists have begun a cosmetic restoration of Northern Pacific Railway steam locomotive No. 1356.
Read More