Best Train Rides

Berkshire Flyer

A summer-weekend leisure train: New York to Pittsfield in the Berkshires.

RouteNew York, NY – Pittsfield, MA via Albany, NY
OperatorAmtrak
DurationAbout 4 hours
FrequencySeasonal: summer weekends only (Fri and Sun round trips; 2026 season Jun 12–Sep 13)
SeasonSummer weekends

Seasonal pilot (since 2022, MassDOT-supported); an Empire Service extension. Massachusetts funded Pittsfield track work in Oct 2026 toward permanent seasonal service — 2027 dates not yet announced. Small but genuinely scenic; list under seasonal journeys.

From the window

Hudson Valley to Albany, then east into the Berkshire Mountains — a summer-weekend leisure train

Official Amtrak information for this service ↗

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✓ Last verified: November 2026