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Pittsfield to Sleepy Hollow trains

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Trip Overview

The average train between Pittsfield and Sleepy Hollow takes 4h 32m and the fastest train takes 4h 3m. The train runs, on average, 3 times per week from Pittsfield to Sleepy Hollow. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.

4h 32m
Duration
166 mi
Distance
$55
Average price
3 times a week
Frequency

Pittsfield to Sleepy Hollow train times

Trains run 3 times a week between Pittsfield and Sleepy Hollow. The earliest departure is at 3:15 PM in the afternoon, and the last departure from Pittsfield is at 3:15 PM which arrives into Sleepy Hollow at 8:02 PM. All services require a transfer, and take on average 4h 32m. The schedules shown below are for the next available departures.

Departing Friday, October 9, 2026

  •  → 

    AmtrakMetro-North Railroad (MNR)4h 47m • 1 change

Departing Sunday, October 11, 2026

  •  → 

    AmtrakMetro-North Railroad (MNR)4h 3m • 1 change

Departing Monday, October 12, 2026

  •  → 

    AmtrakMetro-North Railroad (MNR)4h 47m • 1 change

Frequently asked questions

Want to know about travelling from Pittsfield to Sleepy Hollow? We have put together a list of the most frequently asked questions from our users such as: What is the cheapest mode of transport? What is the quickest option? How much do tickets usually cost? and many more.

Map of how to get from Pittsfield to Sleepy Hollow.ExpandLaunch map view
  • Distance: 166 mi
  • Duration: 4h 32m

What companies run services between Pittsfield, MA, USA and Sleepy Hollow, NY, USA?

Amtrak operates a train from Pittsfield Amtrak Station to Croton-Harmon Amtrak Station twice a week. Tickets cost $35–95 and the journey takes 3h 42m.

Operators