What is the cheapest way to get from Boston to Southold?

The cheapest way to get from Boston to Southold is to drive and car ferry which costs $40 - $130 and takes 3h 41m.

What is the fastest way to get from Boston to Southold?

The fastest way to get from Boston to Southold is to drive and car ferry which takes 3h 41m and costs $40 - $130.

How far is it from Boston to Southold?

The distance between Boston and Southold is 138 miles.

How do I travel from Boston to Southold without a car?

The best way to get from Boston to Southold without a car is to train and car ferry which takes 4h 46m and costs $35 - $330.

How long does it take to get from Boston to Southold?

It takes approximately 4h 46m to get from Boston to Southold, including transfers.

Where can I stay near Southold?

There are 194+ hotels available in Southold.

Boston to Southold - 4 ways to travel via train, car ferry, car, and plane

There are 4 ways to get from Boston to Southold by train, car ferry, car, or plane

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

Train, car ferry
best
1. Take the train from Boston to New LondonNortheast Regional
2. Take the car ferry from New London to Orient PointNew London
4h 46m
$38–326
Drive, car ferry
1. Drive from Boston to New London
2. Take the car ferry from New London to Orient PointNew London
3h 41m
$41–121
Fly, train
1. Fly from Boston Logan Airport (BOS) to Long Island Mac Arthur Airport (ISP)BOS - ISP
2. Take the train from Ronkonkoma to Southold
4h 46m
$266–372
Train, drive (Amtrak)
1. Take the train from Boston to Old Saybrook Amtrak StationNortheast Regional
2. Drive from Old Saybrook Amtrak Station to Southold
5h 29m
$47–292

Boston Logan Airport (BOS) to Long Island Mac Arthur Airport (ISP) flights

22Weekly Planes

2h 6mAverage Duration

$76Cheapest Price

See schedules

Questions & Answers

Map of how to get from Boston to Southold.

Launch map view

Distance: 136.9 mi
Duration: 4h 46m

What companies run services between Boston, MA, USA and Southold, NY, USA?

There is no direct connection from Boston to Southold. However, you can take the train to New London, walk to New London, take the car ferry to Orient Point, walk to Orient Point Ferry Dock, then take the line 92 bus to NYS 25/Youngs Ave. Alternatively, you can take a vehicle from Boston to Southold via New London and Orient Point in around 3h 41m.

Airlines

Train operators

Ferry operators

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