There are 4 ways to get from Pennsylvania Station to Southold by bus, train, night train or car

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2rio's travel planner.

Recommended option

Bus  •  2 h 55 min

  1. Take the bus from 3 Av/E 44 St to Southold North Fork-Eastbound

$26 - $30

Cheapest option

Train  •  3 h 36 min

  1. Take the train from Penn Station to Ronkonkoma Ronkonkoma
  2. Take the train from Ronkonkoma to Southold Ronkonkoma

$19 - $27

2 alternative options

Train, night train  •  5 h 13 min

  1. Take the train from Penn Station to Hicksville Port Jefferson / ...
  2. Take the night train from Hicksville to Southold Ronkonkoma

$19 - $27

Drive  •  1 h 49 min

  1. Drive from Pennsylvania Station to Southold 92.3 miles

$9 - $14

Questions & Answers

The cheapest way to get from Pennsylvania Station to Southold is to drive which costs $9 - $14 and takes 1 h 49 min.

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The quickest way to get from Pennsylvania Station to Southold is to drive which costs $9 - $14 and takes 1 h 49 min.

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Yes, there is a direct bus departing from 3 Av/E 44 St and arriving at Southold. Services depart once daily. The journey takes approximately 2 h 25 min.

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No, there is no direct train from Pennsylvania Station station to Southold. However, there are services departing from Penn Station and arriving at Southold via Ronkonkoma. The journey, including transfers, takes approximately 3 h 36 min.

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The distance between Pennsylvania Station and Southold is 85 miles. The road distance is 92.3 miles.

Get driving directions

The best way to get from Pennsylvania Station to Southold without a car is to bus which takes 2 h 55 min and costs $26 - $30.

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The bus from 3 Av/E 44 St to Southold takes 2 h 25 min including transfers and departs once daily.

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Pennsylvania Station to Southold bus services, operated by Hampton Jitney Inc., depart from 3 Av/E 44 St station.

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Pennsylvania Station to Southold train services, operated by Long Island Rail Road, arrive at Penn Station.

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The best way to get from Pennsylvania Station to Southold is to bus which takes 2 h 55 min and costs $26 - $30. Alternatively, you can train, which costs $18 - $27 and takes 3 h 36 min.

Mode details

Map of how to get from Pennsylvania Station to Southold.
Launch map view
  • Distance: 85.2 miles
  • Duration: 2 h 55 min

What companies run services between Pennsylvania Station, NY, USA and Southold, NY, USA?

Hampton Jitney Inc. operates a bus from Pennsylvania Station to Southold once daily. Tickets cost $26 - $30 and the journey takes 2 h 25 min. Alternatively, you can take a train from Pennsylvania Station to Southold via Ronkonkoma in around 3 h 36 min.

Train operators
Long Island Rail Road
Website
mta.info
Train from Penn Station to Ronkonkoma
Ave. Duration
1 h 22 min
Frequency
Hourly
Estimated price
$11 - $16
Schedules at
mta.info
Train from Ronkonkoma to Southold
Ave. Duration
1 h 14 min
Frequency
3 times a day
Estimated price
$7 - $11
Schedules at
mta.info
Train from Penn Station to Hicksville
Ave. Duration
49 min
Frequency
Every 30 minutes
Estimated price
$7 - $10
Schedules at
mta.info
Night train from Hicksville to Southold
Ave. Duration
3 h 24 min
Frequency
Once a week
Estimated price
$12 - $17
Schedules at
mta.info
Bus operators
Hampton Jitney Inc.

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