Windsor to Poughkeepsie Trains

Windsor to Poughkeepsie trains

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Trip Overview

The average train between Windsor and Poughkeepsie takes 5h 16m and the fastest train takes 4h 47m. The train service runs several times per day from Windsor to Poughkeepsie. 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 16m
Duration: 179 mi
Distance: $78
Average price: Every 4 hours
Frequency

Train

best

Take the train from Windsor to New Haventrain
Take the train from New Haven to 125th Street - Harlemtrain
Take the train from 125th Street - Harlem to Poughkeepsietrain

5h 17m

$60–93

Windsor to Poughkeepsie train times

Trains run every 4 hours between Windsor and Poughkeepsie. The earliest departure is at 4:41 AM at night, and the last departure from Windsor is at 8:04 PM which arrives into Poughkeepsie at 2:01 AM. All services require a transfer at New Haven and take an average of 5h 16m. The schedules shown below are for the next available departures.

Departing Saturday, October 17, 2026

12:55 PM → 5:47 PM
4h 52m • 2 changes
5:55 PM → 11:50 PM
5h 55m • 2 changes

Departing Sunday, October 18, 2026

6:14 AM → 11:39 AM
5h 25m • 2 changes
8:10 AM → 12:58 PM
4h 48m • 2 changes
10:59 AM → 3:51 PM
4h 52m • 2 changes
1:24 PM → 6:59 PM
5h 35m • 2 changes
Show more

Departing Monday, October 19, 2026

4:41 AM → 9:38 AM
4h 57m • 2 changes
7:29 AM → 12:30 PM
5h 1m • 2 changes
7:58 AM → 1:30 PM
5h 32m • 2 changes
4:19 PM → 9:06 PM
4h 47m • 2 changes
Show more

Departing Tuesday, October 20, 2026

4:41 AM → 9:38 AM
4h 57m • 2 changes
7:29 AM → 12:30 PM
5h 1m • 2 changes
7:58 AM → 1:30 PM
5h 32m • 2 changes
4:19 PM → 9:06 PM
4h 47m • 2 changes
Show more

Departing Wednesday, October 21, 2026

4:41 AM → 9:38 AM
4h 57m • 2 changes
7:29 AM → 12:30 PM
5h 1m • 2 changes
7:58 AM → 1:30 PM
5h 32m • 2 changes
4:19 PM → 9:06 PM
4h 47m • 2 changes
Show more

Departing Thursday, October 22, 2026

4:41 AM → 9:38 AM
4h 57m • 2 changes
7:29 AM → 12:30 PM
5h 1m • 2 changes
7:58 AM → 1:30 PM
5h 32m • 2 changes
4:19 PM → 9:06 PM
4h 47m • 2 changes
Show more

Departing Friday, October 23, 2026

4:41 AM → 9:38 AM
4h 57m • 2 changes
7:29 AM → 12:30 PM
5h 1m • 2 changes
7:58 AM → 1:30 PM
5h 32m • 2 changes
4:19 PM → 9:06 PM
4h 47m • 2 changes
Show more

Frequently asked questions

Want to know about travelling from Windsor to Poughkeepsie? 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.

Windsor to Poughkeepsie trains

Find Transport to Poughkeepsie

Trip Overview

Train

Windsor to Poughkeepsie train times

Departing Saturday, October 17, 2026

12:55 PM → 5:47 PM

5:55 PM → 11:50 PM

Departing Sunday, October 18, 2026

6:14 AM → 11:39 AM

8:10 AM → 12:58 PM

10:59 AM → 3:51 PM

1:24 PM → 6:59 PM

Departing Monday, October 19, 2026

4:41 AM → 9:38 AM

7:29 AM → 12:30 PM

7:58 AM → 1:30 PM

4:19 PM → 9:06 PM

Departing Tuesday, October 20, 2026

4:41 AM → 9:38 AM

7:29 AM → 12:30 PM

7:58 AM → 1:30 PM

4:19 PM → 9:06 PM

Departing Wednesday, October 21, 2026

4:41 AM → 9:38 AM

7:29 AM → 12:30 PM

7:58 AM → 1:30 PM

4:19 PM → 9:06 PM

Departing Thursday, October 22, 2026

4:41 AM → 9:38 AM

7:29 AM → 12:30 PM

7:58 AM → 1:30 PM

4:19 PM → 9:06 PM

Departing Friday, October 23, 2026

4:41 AM → 9:38 AM

7:29 AM → 12:30 PM

7:58 AM → 1:30 PM

4:19 PM → 9:06 PM

Frequently asked questions

What companies run services between Windsor, CT, USA and Poughkeepsie, NY, USA?

Train from Windsor to New Haven

Train from Windsor to New Haven

Train from New Haven to Ny Moynihan Train Hall At Penn Station

Train from Ny Moynihan Train Hall At Penn Station to Poughkeepsie Amtrak Station

Train from New Haven to 125th Street - Harlem

Train from 125th Street - Harlem to Poughkeepsie

Train from New Haven to Ny Moynihan Train Hall At Penn Station

Train trips from Windsor

Train trips to Poughkeepsie

Alternative transport options