Madison to Ossining Trains

Madison to Ossining trains

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Trip Overview

The average train between Madison and Ossining takes 3h 38m and the fastest train takes 3h 17m. The train service runs several times per day from Madison 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.

3h 38m
Duration: 115 mi
Distance: $44
Average price: 5 times a day
Frequency

Train

best

Take the train from New Haven to 125th Street - Harlemtrain New Haven
Take the train from 125th Street - Harlem to Ossiningtrain Hudson

3h 52m

$32–50

Madison to Ossining train times

Trains run 5 times a day between Madison and Ossining. The earliest departure is at 6:33 AM in the morning, and the last departure from Madison is at 8:22 PM which arrives into Ossining at 12:28 AM. All services require a transfer at New Haven and take an average of 3h 38m. The schedules shown below are for the next available departures.

Departing Wednesday, October 21, 2026

8:00 AM → 11:21 AM
3h 21m • 2 changes
10:34 AM → 2:22 PM
3h 48m • 2 changes
8:22 PM → 12:28 AM
Arrives next day
4h 6m • 2 changes

Departing Thursday, October 22, 2026

6:33 AM → 9:53 AM
3h 20m • 2 changes
7:05 AM → 10:22 AM
3h 17m • 2 changes
8:00 AM → 11:21 AM
3h 21m • 2 changes
10:34 AM → 2:22 PM
3h 48m • 2 changes
Show more

Departing Friday, October 23, 2026

6:33 AM → 9:53 AM
3h 20m • 2 changes
7:05 AM → 10:22 AM
3h 17m • 2 changes
8:00 AM → 11:21 AM
3h 21m • 2 changes
10:34 AM → 2:22 PM
3h 48m • 2 changes
Show more

Departing Saturday, October 24, 2026

7:01 AM → 10:50 AM
3h 49m • 2 changes
8:54 AM → 12:32 PM
3h 38m • 2 changes
11:17 AM → 3:28 PM
4h 11m • 2 changes
12:56 PM → 4:32 PM
3h 36m • 2 changes

Departing Sunday, October 25, 2026

7:01 AM → 11:28 AM
4h 27m • 2 changes
8:54 AM → 12:32 PM
3h 38m • 2 changes
11:17 AM → 3:28 PM
4h 11m • 2 changes
12:56 PM → 4:32 PM
3h 36m • 2 changes

Departing Monday, October 26, 2026

6:33 AM → 9:53 AM
3h 20m • 2 changes
7:05 AM → 10:22 AM
3h 17m • 2 changes
8:00 AM → 11:21 AM
3h 21m • 2 changes
10:34 AM → 2:22 PM
3h 48m • 2 changes
Show more

Departing Tuesday, October 27, 2026

6:33 AM → 9:53 AM
3h 20m • 2 changes
7:05 AM → 10:22 AM
3h 17m • 2 changes
8:00 AM → 11:21 AM
3h 21m • 2 changes
10:34 AM → 2:22 PM
3h 48m • 2 changes
Show more

Frequently asked questions

Want to know about travelling from Madison 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

Madison to Ossining train times

Departing Wednesday, October 21, 2026

8:00 AM → 11:21 AM

10:34 AM → 2:22 PM

8:22 PM → 12:28 AMArrives next day

Departing Thursday, October 22, 2026

6:33 AM → 9:53 AM

7:05 AM → 10:22 AM

8:00 AM → 11:21 AM

10:34 AM → 2:22 PM

Departing Friday, October 23, 2026

6:33 AM → 9:53 AM

7:05 AM → 10:22 AM

8:00 AM → 11:21 AM

10:34 AM → 2:22 PM

Departing Saturday, October 24, 2026

7:01 AM → 10:50 AM

8:54 AM → 12:32 PM

11:17 AM → 3:28 PM

12:56 PM → 4:32 PM

Departing Sunday, October 25, 2026

7:01 AM → 11:28 AM

8:54 AM → 12:32 PM

11:17 AM → 3:28 PM

12:56 PM → 4:32 PM

Departing Monday, October 26, 2026

6:33 AM → 9:53 AM

7:05 AM → 10:22 AM

8:00 AM → 11:21 AM

10:34 AM → 2:22 PM

Departing Tuesday, October 27, 2026

6:33 AM → 9:53 AM

7:05 AM → 10:22 AM

8:00 AM → 11:21 AM

10:34 AM → 2:22 PM

Frequently asked questions

What companies run services between Madison, CT, USA and Ossining, NY, USA?

Train from New Haven to 125th Street - Harlem

Train from 125th Street - Harlem to Ossining

Train trips from Madison

Train trips to Ossining

Alternative transport options

8:22 PM → 12:28 AM
Arrives next day