There are 9 ways to get from Boston to Smithtown by train, car ferry, bus, car, ferry, 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- Take the train from Boston to Bridgeport Amtrak Stationtrain Northeast Regional
- Take the carferry from Bridgeport to Port Jeffersoncarferry Bridgeport- Port Jefferson
6h 6m$124–237Drive 236.4 mi
cheapest- Drive from Boston to Smithtowncar 236.4 mi
4h 39m$44–63Bus, train
- Take the bus from Boston to Queens Jamaicabus FlixBus 2612
- Take the train from Jamaica to Brentwoodtrain Ronkonkoma Branch
6h 31m$45–71Ferry to Boston Logan Airport, fly to Long Island Mac Arthur Airport
- Take the ferry from Long Wharf to Logan Airport Ferry Terminalferry
- Fly from Boston Logan Airport (BOS) to Long Island Mac Arthur Airport (ISP)plane BOS - ISP
4h 51m$260–366Bus, car ferry
- Take the bus from Boston to New Haven Bus Stopbus Greyhound US0230 / ...
- Take the carferry from Bridgeport to Port Jeffersoncarferry Bridgeport- Port Jefferson
8h 24m$65–141Ferry to Boston Logan Airport, fly to John F. Kennedy International Airport, train
- Take the ferry from Long Wharf to Logan Airport Ferry Terminalferry
- Fly from Boston Logan Airport (BOS) to John F. Kennedy International Airport (JFK)plane BOS - JFK
- Take the train from Jamaica to Smithtowntrain
5h 14m$464–1,343Ferry to Boston Logan Airport, fly to Laguardia Airport, train
- Take the ferry from Long Wharf to Logan Airport Ferry Terminalferry
- Fly from Boston Logan Airport (BOS) to Laguardia Airport (LGA)plane BOS - LGA
- Take the train from Jamaica to Smithtowntrain
5h 41m$83–507Ferry to Boston Logan Airport, fly to Newark Liberty International Airport, train
- Take the ferry from Long Wharf to Logan Airport Ferry Terminalferry
- Fly from Boston Logan Airport (BOS) to Newark Liberty International Airport (EWR)plane BOS - EWR
- Take the train from New York Penn Station to Huntingtontrain
6h 19m$518–1,669Train to Theodore Francis Green State Airport, fly to John F. Kennedy International Airport, train
- Take the train from South Station to TF Green Airporttrain
- Fly from Theodore Francis Green State Airport (PVD) to John F. Kennedy International Airport (JFK)plane PVD - JFK
- Take the train from Jamaica to Smithtowntrain
6h 4m$65–319
Boston to Smithtown by bus and train
Comparing Your Travel Options
The cheapest way to get from Boston to Smithtown is to drive which costs $40 - $65 and takes 4h 39m.
The fastest way to get from Boston to Smithtown is to drive which takes 4h 39m and costs $40 - $65.
The distance between Boston and Smithtown is 202 miles. The road distance is 237.8 miles.
The best way to get from Boston to Smithtown without a car is to train and car ferry which takes 6h 6m and costs $120 - $240.
It takes approximately 6h 6m to get from Boston to Smithtown, including transfers.
Yes, the driving distance between Boston to Smithtown is 238 miles. It takes approximately 4h 39m to drive from Boston to Smithtown.
There are 87+ hotels available in Smithtown.
What companies run services between Boston, MA, USA and Smithtown, NY, USA?
There is no direct connection from Boston to Smithtown. However, you can take the train to Bridgeport Amtrak Station, walk to Bridgeport, take the car ferry to Port Jefferson, walk to NYS 25A/E Broadway, take the line 51 bus to Stony Brook LIRR, walk to Stony Brook, then take the train to Smithtown. Alternatively, you can take a bus from Boston to W Main St/New York Ave via Queens Jamaica, Jamaica, Brentwood, and Brentwood LIRR in around 6h 31m.
- Website
- delta.com
Flights from Boston Logan Airport to John F. Kennedy International Airport
- Ave. Duration
- 1h 30m
- When
- Every day
- Estimated price
- $35–260
Flights from Boston Logan Airport to Laguardia Airport
- Ave. Duration
- 1h 26m
- When
- Every day
- Estimated price
- $65–470
Flights from Boston Logan Airport to Newark Liberty International Airport
- Ave. Duration
- 1h 39m
- When
- Every day
- Estimated price
- $40–290
- Website
- aa.com
Flights from Boston Logan Airport to John F. Kennedy International Airport
- Ave. Duration
- 1h 32m
- When
- Every day
- Estimated price
- $35–260
Flights from Boston Logan Airport to Laguardia Airport
- Ave. Duration
- 1h 22m
- When
- Every day
- Estimated price
- $65–470
- Website
- united.com
Flights from Boston Logan Airport to Newark Liberty International Airport
- Ave. Duration
- 1h 30m
- When
- Every day
- Estimated price
- $40–290
- Website
- jetblue.com
Flights from Boston Logan Airport to John F. Kennedy International Airport
- Ave. Duration
- 1h 18m
- When
- Every day
- Estimated price
- $35–260
Flights from Theodore Francis Green State Airport to John F. Kennedy International Airport
- Ave. Duration
- 1h 4m
- When
- Every day
- Estimated price
- $35–270
- Website
- capeair.com
Flights from Boston Logan Airport to Long Island Mac Arthur Airport
- Ave. Duration
- 1h 30m
- When
- Every day
- Estimated price
- $250–350
- Website
- southwest.com
Flights from Boston Logan Airport to Long Island Mac Arthur Airport via Baltimore
- Ave. Duration
- 3h 42m
- When
- Sunday, Monday, Thursday, and Friday
- Estimated price
- $80–450
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Boston to Bridgeport Amtrak Station
- Ave. Duration
- 2h 46m
- Frequency
- Every 3 hours
- Estimated price
- $95–150
- Website
- Amtrak
- Phone
- +1-718-217-5477
- Website
- Long Island Rail Road
Train from Jamaica to Brentwood
- Ave. Duration
- 48 min
- Frequency
- Every 30 minutes
- Estimated price
- $9–20
- Website
- Long Island Rail Road
- Schedules at
- Long Island Rail Road Schedules
- Off-Peak
- $9–14
- Peak
- $14–20
Train from Jamaica to Smithtown
- Ave. Duration
- 1h 3m
- Frequency
- Every 4 hours
- Estimated price
- $11–24
- Website
- Long Island Rail Road
- Schedules at
- Long Island Rail Road Schedules
- Off-Peak
- $11–15
- Peak
- $17–24
Train from Jamaica to Smithtown
- Ave. Duration
- 1h 3m
- Frequency
- Every 4 hours
- Estimated price
- $11–24
- Website
- Long Island Rail Road
- Schedules at
- Long Island Rail Road Schedules
- Off-Peak
- $11–15
- Peak
- $17–24
Train from New York Penn Station to Huntington
- Ave. Duration
- 1h 8m
- Frequency
- Every 30 minutes
- Estimated price
- $10–23
- Website
- Long Island Rail Road
- Schedules at
- Long Island Rail Road Schedules
- Off-Peak
- $10–15
- Peak
- $16–23
Train from Jamaica to Smithtown
- Ave. Duration
- 1h 3m
- Frequency
- Every 4 hours
- Estimated price
- $11–24
- Website
- Long Island Rail Road
- Schedules at
- Long Island Rail Road Schedules
- Off-Peak
- $11–15
- Peak
- $17–24
Train from South Station to TF Green Airport
- Ave. Duration
- 1h 30m
- Frequency
- Every 4 hours
- Estimated price
- $9–16
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $9–16
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Boston to Queens Jamaica
- Ave. Duration
- 4h 35m
- Frequency
- 4 times a day
- Estimated price
- $30–50
- Schedules at
- Flixbus USA
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- Greyhound
Bus from Boston to New Haven Bus Stop
- Ave. Duration
- 4h 10m
- Frequency
- Twice daily
- Estimated price
- $27–45
- Website
- Greyhound
- Phone
- +1 888-443-3779
- info@PJferry.com
- Website
- Bridgeport-Port Jefferson Ferry
Car ferry from Bridgeport to Port Jefferson
- Ave. Duration
- 1h 15m
- Frequency
- Hourly
- Estimated price
- $22–80
- Website
- Bridgeport-Port Jefferson Ferry
- Schedules at
- Ferry Schedule
- Car and passenger
- $78–80
- Adult
- $25
- Senior
- $22
Car ferry from Bridgeport to Port Jefferson
- Ave. Duration
- 1h 15m
- Frequency
- Hourly
- Estimated price
- $22–80
- Website
- Bridgeport-Port Jefferson Ferry
- Schedules at
- Ferry Schedule
- Car and passenger
- $78–80
- Adult
- $25
- Senior
- $22
Ferry from Long Wharf to Logan Airport Ferry Terminal
- Ave. Duration
- 20 min
- Frequency
- Hourly
- Estimated price
- $3–10
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $3–10
Ferry from Long Wharf to Logan Airport Ferry Terminal
- Ave. Duration
- 20 min
- Frequency
- Hourly
- Estimated price
- $3–10
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $3–10
Ferry from Long Wharf to Logan Airport Ferry Terminal
- Ave. Duration
- 20 min
- Frequency
- Hourly
- Estimated price
- $3–10
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $3–10
Ferry from Long Wharf to Logan Airport Ferry Terminal
- Ave. Duration
- 20 min
- Frequency
- Hourly
- Estimated price
- $3–10
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $3–10
Want to know more about travelling around United States
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
Related travel guides
Travelling to the US: What do I need to know?
Read the travel guide
Why you should take the train in the US
Read the travel guide
Need to know: Greyhound
Read the travel guide















