Old Saybrook to Sleepy Hollow Trains

Old Saybrook to Sleepy Hollow trains

Travel from

Search accommodation with Expedia

Trip Overview

The average train between Old Saybrook and Sleepy Hollow takes 3h 52m and the fastest train takes 3h 9m. There is a train service every few hours from Old Saybrook to Sleepy Hollow. 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 52m
Duration: 121 mi
Distance: $45
Average price: Hourly
Frequency

Train

best

Take the train from Old Saybrook Amtrak Station to New Haventrain
Take the train from New Haven to 125th Street - Harlemtrain
Take the train from 125th Street - Harlem to Tarrytowntrain

3h 56m

$32–50

Old Saybrook to Sleepy Hollow train times

Trains run hourly between Old Saybrook and Sleepy Hollow. The earliest departure is at 12:05 AM at night, and the last departure from Old Saybrook is at 10:36 PM which arrives into Sleepy Hollow at 2:45 AM. All services require a transfer at New Haven and take an average of 3h 52m. The schedules shown below are for the next available departures.

Departing Friday, October 30, 2026

11:33 AM → 3:13 PM
3h 40m • 2 changes
12:08 PM → 3:22 PM
3h 14m • 2 changes
3:44 PM → 7:22 PM
3h 38m • 2 changes
4:06 PM → 7:47 PM
3h 41m • 2 changes
Show more

Departing Saturday, October 31, 2026

6:46 AM → 10:42 AM
3h 56m • 2 changes
8:31 AM → 11:42 AM
3h 11m • 2 changes
8:39 AM → 12:25 PM
3h 46m • 2 changes
11:35 AM → 3:18 PM
3h 43m • 2 changes
Show more

Departing Sunday, November 1, 2026

12:05 AM → 7:18 AM
8h 13m • 2 changes
6:46 AM → 11:18 AM
4h 32m • 2 changes
8:31 AM → 12:18 PM
3h 47m • 2 changes
8:39 AM → 12:25 PM
3h 46m • 2 changes
Show more

Departing Monday, November 2, 2026

12:05 AM → 6:52 AM
6h 47m • 2 changes
6:18 AM → 9:46 AM
3h 28m • 2 changes
6:50 AM → 10:14 AM
3h 24m • 2 changes
8:04 AM → 11:13 AM
3h 9m • 2 changes
Show more

Departing Tuesday, November 3, 2026

6:18 AM → 9:46 AM
3h 28m • 2 changes
6:50 AM → 10:14 AM
3h 24m • 2 changes
8:04 AM → 11:13 AM
3h 9m • 2 changes
10:19 AM → 2:13 PM
3h 54m • 2 changes
Show more

Departing Wednesday, November 4, 2026

6:18 AM → 9:46 AM
3h 28m • 2 changes
6:50 AM → 10:14 AM
3h 24m • 2 changes
8:04 AM → 11:13 AM
3h 9m • 2 changes
10:19 AM → 2:13 PM
3h 54m • 2 changes
Show more

Departing Thursday, November 5, 2026

6:18 AM → 9:46 AM
3h 28m • 2 changes
6:50 AM → 10:14 AM
3h 24m • 2 changes
8:04 AM → 11:13 AM
3h 9m • 2 changes
10:19 AM → 2:13 PM
3h 54m • 2 changes
Show more

Frequently asked questions

Want to know about travelling from Old Saybrook to Sleepy Hollow? 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.

Old Saybrook to Sleepy Hollow trains

Find Transport to Sleepy Hollow

Trip Overview

Train

Old Saybrook to Sleepy Hollow train times

Departing Friday, October 30, 2026

11:33 AM → 3:13 PM

12:08 PM → 3:22 PM

3:44 PM → 7:22 PM

4:06 PM → 7:47 PM

Departing Saturday, October 31, 2026

6:46 AM → 10:42 AM

8:31 AM → 11:42 AM

8:39 AM → 12:25 PM

11:35 AM → 3:18 PM

Departing Sunday, November 1, 2026

12:05 AM → 7:18 AM

6:46 AM → 11:18 AM

8:31 AM → 12:18 PM

8:39 AM → 12:25 PM

Departing Monday, November 2, 2026

12:05 AM → 6:52 AM

6:18 AM → 9:46 AM

6:50 AM → 10:14 AM

8:04 AM → 11:13 AM

Departing Tuesday, November 3, 2026

6:18 AM → 9:46 AM

6:50 AM → 10:14 AM

8:04 AM → 11:13 AM

10:19 AM → 2:13 PM

Departing Wednesday, November 4, 2026

6:18 AM → 9:46 AM

6:50 AM → 10:14 AM

8:04 AM → 11:13 AM

10:19 AM → 2:13 PM

Departing Thursday, November 5, 2026

6:18 AM → 9:46 AM

6:50 AM → 10:14 AM

8:04 AM → 11:13 AM

10:19 AM → 2:13 PM

Frequently asked questions

What companies run services between Old Saybrook, CT, USA and Sleepy Hollow, NY, USA?

Train from Old Saybrook Amtrak Station to New Haven

Train from Old Saybrook Amtrak Station to New Haven

Train from New Haven to 125th Street - Harlem

Train from 125th Street - Harlem to Tarrytown

Train trips from Old Saybrook

Train trips to Sleepy Hollow

Alternative transport options