July 18, 1849
The first public train arrives at Chester. In December the Rutland & Burlington opens the first railroad across Vermont, Bellows Falls to Burlington by way of Ludlow and Rutland.
1953
The Rutland Railroad ends passenger service. The State buys the line in 1963 and leases it to the Green Mountain Railroad, which begins freight service in 1965. Steamtown, and later the railroad's own excursions, keep passengers on the line from 1964 until 2019, when the pandemic ends them.
1998
A study commissioned by Okemo Mountain Resort finds three-quarters of surveyed skiers would ride a train to the mountain and prices the station work at about $600,000. The track is limited to 10 mph for passengers, no institution carries the idea forward, and nothing is built.
October 2024
The Chester Telegraph publishes "Amtrak service for Chester and Ludlow? One man has the vision." Preston asks residents to comment on the draft Vermont State Rail Plan.
Read the article.
December 2024
After a four-year pause, passengers ride the line again: the Chamber's first Okemo Valley Holiday Express runs from Chester Depot, and the Bellows Falls firefighters run their first Santa Express from Bellows Falls the same season.
December 2025
The Federal Railroad Administration accepts Vermont's State Rail Plan, which records public support for new service among Bellows Falls, Chester, Ludlow and Rutland, "recognizing it would likely start as bus service."
March 2026
Preston, Carl and Mark agree to found the organization.
August 2026
The name settles on the Okemo Valley Passenger Rail Alliance. This site goes up.
October 2026
The Chamber adds an Okemo Valley Foliage Train out of Ludlow: three excursion trains on the line in one year.