Portland to Ossining Trains

Portland to Ossining trains

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Trip Overview

The average train between Portland and Ossining takes 9h 54m and the fastest train takes 8h. The train service runs several times per day from Portland 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.

9h 54m
Duration: 366 mi
Distance: $497
Average price: 5 times a day
Frequency

Train

best

Take the train from Portland to Bostontrain
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

8h 50m

$131–834

Portland to Ossining train times

Trains run 5 times a day between Portland and Ossining. The earliest departure is at 5:18 AM in the morning, and the last departure from Portland is at 6:33 PM which arrives into Ossining at 9:53 AM. All services require a transfer at Boston and take an average of 9h 54m. The schedules shown below are for the next available departures.

Departing Wednesday, October 21, 2026

6:33 PM → 9:53 AM
Arrives next day
15h 20m • 4 changes

Departing Thursday, October 22, 2026

5:18 AM → 1:21 PM
8h 3m • 4 changes
7:18 AM → 3:30 PM
8h 12m • 4 changes
11:48 AM → 8:31 PM
8h 43m • 4 changes
1:43 PM → 10:53 PM
9h 10m • 4 changes
Show more

Departing Friday, October 23, 2026

5:18 AM → 1:21 PM
8h 3m • 4 changes
7:18 AM → 3:30 PM
8h 12m • 4 changes
11:48 AM → 8:31 PM
8h 43m • 4 changes
1:43 PM → 10:53 PM
9h 10m • 4 changes
Show more

Departing Saturday, October 24, 2026

5:18 AM → 1:50 PM
8h 32m • 4 changes
7:18 AM → 4:28 PM
9h 10m • 4 changes
11:48 AM → 8:28 PM
8h 40m • 4 changes
1:43 PM → 10:28 PM
8h 45m • 4 changes
Show more

Departing Sunday, October 25, 2026

5:18 AM → 1:50 PM
8h 32m • 4 changes
7:18 AM → 4:28 PM
9h 10m • 4 changes
11:48 AM → 8:28 PM
8h 40m • 4 changes
1:43 PM → 9:43 PM
8h • 4 changes
Show more

Departing Monday, October 26, 2026

5:18 AM → 1:21 PM
8h 3m • 4 changes
7:18 AM → 3:30 PM
8h 12m • 4 changes
11:48 AM → 8:31 PM
8h 43m • 4 changes
1:43 PM → 10:53 PM
9h 10m • 4 changes
Show more

Departing Tuesday, October 27, 2026

5:18 AM → 1:21 PM
8h 3m • 4 changes
7:18 AM → 3:30 PM
8h 12m • 4 changes
11:48 AM → 8:31 PM
8h 43m • 4 changes
1:43 PM → 10:53 PM
9h 10m • 4 changes

Frequently asked questions

Want to know about travelling from Portland 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.

Portland to Ossining trains

Find Transport to Ossining

Trip Overview

Train

Portland to Ossining train times

Departing Wednesday, October 21, 2026

6:33 PM → 9:53 AMArrives next day

Departing Thursday, October 22, 2026

5:18 AM → 1:21 PM

7:18 AM → 3:30 PM

11:48 AM → 8:31 PM

1:43 PM → 10:53 PM

Departing Friday, October 23, 2026

5:18 AM → 1:21 PM

7:18 AM → 3:30 PM

11:48 AM → 8:31 PM

1:43 PM → 10:53 PM

Departing Saturday, October 24, 2026

5:18 AM → 1:50 PM

7:18 AM → 4:28 PM

11:48 AM → 8:28 PM

1:43 PM → 10:28 PM

Departing Sunday, October 25, 2026

5:18 AM → 1:50 PM

7:18 AM → 4:28 PM

11:48 AM → 8:28 PM

1:43 PM → 9:43 PM

Departing Monday, October 26, 2026

5:18 AM → 1:21 PM

7:18 AM → 3:30 PM

11:48 AM → 8:31 PM

1:43 PM → 10:53 PM

Departing Tuesday, October 27, 2026

5:18 AM → 1:21 PM

7:18 AM → 3:30 PM

11:48 AM → 8:31 PM

1:43 PM → 10:53 PM

Frequently asked questions

What companies run services between Portland, ME, USA and Ossining, NY, USA?

Train from Portland to Boston

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 Portland

Train trips to Ossining

Alternative transport options

6:33 PM → 9:53 AM
Arrives next day