There are 4 ways to get from Boston to Southold by train, car ferry, bus (Flixbus), 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.
Train, car ferry
best- Take the train from Boston to New Londontrain Northeast Regional
- Take the carferry from New London to Orient Pointcarferry New London
4h 57m$81–182Drive, car ferry
cheapest- Drive from Boston to New Londoncar
- Take the carferry from New London to Orient Pointcarferry New London
3h 42m$32–119Bus
- Take the bus from Boston to Queens Jamaicabus FlixBus 2612
- Take the bus from Airport Connection-Eastbound to Southoldbus Brooklyn-North Fork / ...
7h 42m$67–133Train, drive (Amtrak)
- Take the train from Boston to Old Saybrook Amtrak Stationtrain Northeast Regional
- Drive from Old Saybrook Amtrak Station to Southoldcar
5h 31m$98–149
Comparing Your Travel Options
The cheapest way to get from Boston to Southold is to drive and car ferry which costs $30 - $120 and takes 3h 42m.
The fastest way to get from Boston to Southold is to drive and car ferry which takes 3h 42m and costs $30 - $120.
No, there is no direct bus from Boston to Southold. However, there are services departing from Boston and arriving at Southold via Archer Av/Sutphin Blvd and Airport Connection-Eastbound. The journey, including transfers, takes approximately 7h 42m.
The distance between Boston and Southold is 138 miles.
The best way to get from Boston to Southold without a car is to train and car ferry which takes 4h 57m and costs $80 - $190.
It takes approximately 4h 57m to get from Boston to Southold, including transfers.
Boston to Southold bus services, operated by Flixbus USA, depart from Boston station.
Boston to Southold bus services, operated by Flixbus USA, arrive at Queens Jamaica station.
There are 216+ hotels available in Southold.
What companies run services between Boston, MA, USA and Southold, NY, USA?
You can take a bus from Boston to Southold via Queens Jamaica, Archer Av/Sutphin Blvd, Horace Harding Expwy/188 St, and Airport Connection-Eastbound in around 7h 42m.
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Boston to New London
- Ave. Duration
- 1h 34m
- Frequency
- Every 3 hours
- Estimated price
- $55–90
- Website
- Amtrak
Train from Boston to Old Saybrook Amtrak Station
- Ave. Duration
- 1h 47m
- Frequency
- Every 4 hours
- Estimated price
- $65–110
- Website
- Amtrak
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Boston to Queens Jamaica
- Ave. Duration
- 4h 35m
- Frequency
- Every 4 hours
- Estimated price
- $30–50
- Schedules at
- Flixbus USA
- Phone
- +1 631.283.4600
- Website
- Hampton Jitney
Bus from Airport Connection-Eastbound to Southold
- Ave. Duration
- 2h 5m
- Frequency
- Hourly
- Estimated price
- $30–75
- Website
- Hampton Jitney
- Schedules at
- Hampton Jitney Schedule Information
- Book at
- Hampton Jitney Reservations
- Onboard
- $40–50
- Ambassador
- $60–75
- Prepaid Online Rate
- $30–40
- Phone
- +1 860-443-5281
- info@longislandferry.com
- Website
- Long Island Ferry
Car ferry from New London to Orient Point
- Ave. Duration
- 1h 20m
- Frequency
- Hourly
- Estimated price
- $20–90
- Schedules at
- Long Island Ferry
- Passenger
- $20–23
- Vehicle and Passenger
- $70–90
Car ferry from New London to Orient Point
- Ave. Duration
- 1h 20m
- Frequency
- Hourly
- Estimated price
- $20–90
- Schedules at
- Long Island Ferry
- Passenger
- $20–23
- Vehicle and Passenger
- $70–90
- Phone
- +1 860-444-4624
- info@goblockisland.com
- Website
- Block Island Express
Car ferry from New London to Orient Point
- Ave. Duration
- 1h 20m
- Frequency
- 4 times a day
- Estimated price
- $14
- Website
- Block Island Express
Want to know more about travelling around United States
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