F-Line to Dudley
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You CAN'T upgrade it to 80 MPH. The Berkshire Line is a neverending series of curves because of the river valleys. Track class exceeded achievable curve speed even in the Penn Central days 54 years ago, so the best you're going to get is the nearly 5 hours it took the last time there was service here. Throwing even more good money after bad to route via Brewster-Danbury is only going to save you maybe 20-25 minutes, which is still not nearly good enough when the "wonky" route that currently isn't drawing flies for ridership can do it in well under 4 hours. And Connecticut didn't want anything to do with it the last time it was proposed; ConnDOT was outright insulted that Massachusetts proposed it over their heads. Nothing past a Metro North extension to downtown New Milford is going to draw, and the roads are not congested north of there to North Caanan so people are going to continue to drive to the Harlem Line where the trip to New York is extremely faster than the best the Berkshire Line would ever be able to do. Not every contiguous line out there is crying for world-class passenger service. Danbury-Pittsfield was outright bad transit compared to the alternatives the last time it existed, and that's not something we need to aspire to bring back when there are so many other workable proposals out there.So upgrade the line to 80mph , route it via the Harlem Line which is faster, and you could bring that down to 4hrs... CT is currently dumping a half of billion into the Waterbury Branch so I see no reason why they couldn't do a Brewster - New Milford , Danbury - Pittsfield line upgrade for a billion+. Combining the projects would say money and time and you would be able to Justify upgrading all the way to Pittsfield... Isn't the Branch to North Adams gone?
Yes, the branch to North Adams is a trail. But my point stands: you'd be better off directing the money and political capital to de-landbank that line and target some actual population centers with a Berkshire Flyer extension to North Adams than you would throwing money down a deep dark pit tarting up the Berkshire Line to run way too slow for credulity for way too little population catchment. And believe me: I don't think de-landbanking the Pittsfield & North Adams is anyone's idea of a high priority.