Windsor to Times Square Trains

Windsor to Times Square trains

Travel from

Search accommodation with Expedia

Trip Overview

The average train between Windsor and Times Square takes 2h 58m and the fastest train takes 2h 48m. The train service runs several times per day from Windsor to Times Square. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.

2h 58m
Duration: 118 mi
Distance: $318
Average price: Every 4 hours
Frequency

Train via New Haven (Amtrak)

best

Take the train from Windsor to New Haventrain Northeast Regional / ...
Take the train from New Haven to Ny Moynihan Train Hall At Penn Stationtrain Northeast Regional / ...

3h 11m

$41–637

Windsor to Times Square train times

Trains run every 4 hours between Windsor and Times Square. The earliest departure is at 4:41 AM at night, and the last departure from Windsor is at 8:04 PM which arrives into Times Square at 11:02 PM. All services require a transfer, and take on average 2h 58m. The schedules shown below are for the next available departures.

Departing Friday, October 16, 2026

7:58 AM → 10:50 AM
2h 52m • 1 change
4:19 PM → 7:08 PM
2h 49m • 1 change
7:04 PM → 9:52 PM
2h 48m • 1 change
8:04 PM → 11:02 PM
2h 58m • 1 change

Departing Saturday, October 17, 2026

6:14 AM → 9:27 AM
3h 13m • 1 change
7:49 AM → 10:51 AM
3h 2m • 1 change
8:54 AM → 12:22 PM
3h 28m • 1 change
10:59 AM → 1:51 PM
2h 52m • 1 change
Show more

Departing Sunday, October 18, 2026

6:14 AM → 9:27 AM
3h 13m • 1 change
7:49 AM → 10:51 AM
3h 2m • 1 change
8:10 AM → 11:10 AM
3h • 1 change
10:59 AM → 1:51 PM
2h 52m • 1 change
Show more

Departing Monday, October 19, 2026

4:41 AM → 7:55 AM
3h 14m • 1 change
7:29 AM → 10:22 AM
2h 53m • 1 change
7:58 AM → 10:50 AM
2h 52m • 1 change
4:19 PM → 7:08 PM
2h 49m • 1 change
Show more

Departing Tuesday, October 20, 2026

4:41 AM → 7:55 AM
3h 14m • 1 change
7:29 AM → 10:22 AM
2h 53m • 1 change
7:58 AM → 10:50 AM
2h 52m • 1 change
4:19 PM → 7:08 PM
2h 49m • 1 change
Show more

Departing Wednesday, October 21, 2026

4:41 AM → 7:55 AM
3h 14m • 1 change
7:29 AM → 10:22 AM
2h 53m • 1 change
7:58 AM → 10:50 AM
2h 52m • 1 change
4:19 PM → 7:08 PM
2h 49m • 1 change
Show more

Departing Thursday, October 22, 2026

4:41 AM → 7:55 AM
3h 14m • 1 change
7:29 AM → 10:22 AM
2h 53m • 1 change
7:58 AM → 10:50 AM
2h 52m • 1 change
4:19 PM → 7:08 PM
2h 49m • 1 change
Show more

Frequently asked questions

Want to know about travelling from Windsor to Times Square? 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 Times Square trains

Find Transport to Times Square

Trip Overview

Train via New Haven (Amtrak)

Windsor to Times Square train times

Departing Friday, October 16, 2026

7:58 AM → 10:50 AM

4:19 PM → 7:08 PM

7:04 PM → 9:52 PM

8:04 PM → 11:02 PM

Departing Saturday, October 17, 2026

6:14 AM → 9:27 AM

7:49 AM → 10:51 AM

8:54 AM → 12:22 PM

10:59 AM → 1:51 PM

Departing Sunday, October 18, 2026

6:14 AM → 9:27 AM

7:49 AM → 10:51 AM

8:10 AM → 11:10 AM

10:59 AM → 1:51 PM

Departing Monday, October 19, 2026

4:41 AM → 7:55 AM

7:29 AM → 10:22 AM

7:58 AM → 10:50 AM

4:19 PM → 7:08 PM

Departing Tuesday, October 20, 2026

4:41 AM → 7:55 AM

7:29 AM → 10:22 AM

7:58 AM → 10:50 AM

4:19 PM → 7:08 PM

Departing Wednesday, October 21, 2026

4:41 AM → 7:55 AM

7:29 AM → 10:22 AM

7:58 AM → 10:50 AM

4:19 PM → 7:08 PM

Departing Thursday, October 22, 2026

4:41 AM → 7:55 AM

7:29 AM → 10:22 AM

7:58 AM → 10:50 AM

4:19 PM → 7:08 PM

Frequently asked questions

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

Train from Windsor to New Haven

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

Train from Windsor to Ny Moynihan Train Hall At Penn Station

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

Where to next?

Train trips from Windsor

Train trips to Times Square

Alternative transport options