Boston to Ossining Trains

Boston to Ossining trains

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Trip Overview

The average train between Boston and Ossining takes 5h 19m and the fastest train takes 4h 53m. There is a train service every few hours from Boston to Ossining. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.

5h 19m
Duration: 250 mi
Distance: $415
Average price: Hourly
Frequency

Train

best

Take the train from Boston to Stamford Amtrak Stationtrain
Take the train from Stamford to 125th Street - Harlemtrain
Take the train from 125th Street - Harlem to Ossiningtrain

5h 26m

$64–717

Boston to Ossining train times

Trains run hourly between Boston and Ossining. The earliest departure is at 5:00 AM in the morning, and the last departure from Boston is at 7:55 PM which arrives into Ossining at 1:26 AM. All services require a transfer at Stamford Amtrak Station and take an average of 5h 19m. The schedules shown below are for the next available departures.

Departing Tuesday, October 27, 2026

6:45 PM → 12:28 AM
Arrives next day
5h 43m • 2 changes
7:47 PM → 1:45 AM
Arrives next day
5h 58m • 2 changes

Departing Wednesday, October 28, 2026

5:00 AM → 9:53 AM
4h 53m • 2 changes
6:10 AM → 11:21 AM
5h 11m • 2 changes
7:00 AM → 12:16 PM
5h 16m • 2 changes
8:12 AM → 1:21 PM
5h 9m • 2 changes
Show more

Departing Thursday, October 29, 2026

5:00 AM → 9:53 AM
4h 53m • 2 changes
6:10 AM → 11:21 AM
5h 11m • 2 changes
7:00 AM → 12:16 PM
5h 16m • 2 changes
8:12 AM → 1:21 PM
5h 9m • 2 changes
Show more

Departing Friday, October 30, 2026

5:00 AM → 9:53 AM
4h 53m • 2 changes
6:10 AM → 11:21 AM
5h 11m • 2 changes
7:00 AM → 12:16 PM
5h 16m • 2 changes
8:12 AM → 1:21 PM
5h 9m • 2 changes
Show more

Departing Saturday, October 31, 2026

6:35 AM → 11:50 AM
5h 15m • 2 changes
7:15 AM → 12:28 PM
5h 13m • 2 changes
8:40 AM → 1:50 PM
5h 10m • 2 changes
9:15 AM → 2:28 PM
5h 13m • 2 changes
Show more

Departing Sunday, November 1, 2026

6:35 AM → 12:28 PM
5h 53m • 2 changes
7:15 AM → 12:32 PM
5h 17m • 2 changes
8:40 AM → 1:50 PM
5h 10m • 2 changes
9:15 AM → 2:28 PM
5h 13m • 2 changes
Show more

Departing Monday, November 2, 2026

5:00 AM → 9:53 AM
4h 53m • 2 changes
6:10 AM → 11:21 AM
5h 11m • 2 changes
7:00 AM → 12:16 PM
5h 16m • 2 changes
8:12 AM → 1:21 PM
5h 9m • 2 changes
Show more

Frequently asked questions

Want to know about travelling from Boston to Ossining? 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.

Find Transport to Ossining

Trip Overview

Train

Boston to Ossining train times

Departing Tuesday, October 27, 2026

6:45 PM → 12:28 AMArrives next day

7:47 PM → 1:45 AMArrives next day

Departing Wednesday, October 28, 2026

5:00 AM → 9:53 AM

6:10 AM → 11:21 AM

7:00 AM → 12:16 PM

8:12 AM → 1:21 PM

Departing Thursday, October 29, 2026

5:00 AM → 9:53 AM

6:10 AM → 11:21 AM

7:00 AM → 12:16 PM

8:12 AM → 1:21 PM

Departing Friday, October 30, 2026

5:00 AM → 9:53 AM

6:10 AM → 11:21 AM

7:00 AM → 12:16 PM

8:12 AM → 1:21 PM

Departing Saturday, October 31, 2026

6:35 AM → 11:50 AM

7:15 AM → 12:28 PM

8:40 AM → 1:50 PM

9:15 AM → 2:28 PM

Departing Sunday, November 1, 2026

6:35 AM → 12:28 PM

7:15 AM → 12:32 PM

8:40 AM → 1:50 PM

9:15 AM → 2:28 PM

Departing Monday, November 2, 2026

5:00 AM → 9:53 AM

6:10 AM → 11:21 AM

7:00 AM → 12:16 PM

8:12 AM → 1:21 PM

Frequently asked questions

What companies run services between Boston, MA, USA and Ossining, NY, USA?

Train from Boston to Stamford Amtrak Station

Train from Boston to Stamford Amtrak Station

Train from Stamford to 125th Street - Harlem

Train from 125th Street - Harlem to Ossining

Train trips from Boston

Train trips to Ossining

Alternative transport options

6:45 PM → 12:28 AM
Arrives next day

7:47 PM → 1:45 AM
Arrives next day