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I agree with most of your post, but just out of curiosity: how far in advance were you making your NYC<->BOS bookings? I've done the NYC<->WAS Acela dozens of times in the last decade and NYC<->BOS maybe a dozen times, and my roundtrips are typically $250 if I book around a month out.

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To be honest my job changed during the pandemic so I have not made the trip in several years. Before making my post I went on the Amtrak website and priced out a trip in mid October. It was about $225 each way before tax etc. If you were willing to get on the 6am train it was a few bucks cheaper. I'm happy to concede that you could get better deals booking further out etc, I didn't spend time checking.

Hell, I'd love to be wrong. Because again, I enjoy traveling by rail. If I somehow accidentally priced the literal worst case, that's good to know.

I was looking at NYC<->BOS for the beginning of November, and was shocked to see $20 each way available if you're willing to get to the station at 6am.

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