There are 7 ways to get from Winchester to Long Island by train, car ferry, bus (Flixbus), car, plane, or subway
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 50m$54–170Bus (Flixbus)
cheapest- Take the bus from Boston to Queens Jamaicabus FlixBus 2612
6h 34m$38–75Drive 215.5 mi
- Drive from Winchester to Brooklyncar 215.5 mi
4h 13m$40–57Fly to Laguardia Airport
- Fly from Boston Logan Airport (BOS) to Laguardia Airport (LGA)plane BOS - LGA
3h 16m$65–405Fly to John F. Kennedy International Airport
- Fly from Boston Logan Airport (BOS) to John F. Kennedy International Airport (JFK)plane BOS - JFK
3h 17m$210–1,015Fly to Long Island Mac Arthur Airport
- Fly from Boston Logan Airport (BOS) to Long Island Mac Arthur Airport (ISP)plane BOS - ISP
3h 37m$260–365Fly to Newark Liberty International Airport, train, subway
- Fly from Boston Logan Airport (BOS) to Newark Liberty International Airport (EWR)plane BOS - EWR
- Take the train from Newark Airport Railroad Station to New York Penn Stationtrain
- Take the subway from 34 St-Herald Sq to Roosevelt Islandsubway
4h 36m$493–1,646
Winchester to Long Island by bus, subway, and foot (Flixbus)
Questions & Answers
The cheapest way to get from Winchester to Long Island is to drive which costs $35 - $60 and takes 4h 13m.
The fastest way to get from Winchester to Long Island is to fly which takes 3h 16m and costs $65 - $410.
No, there is no direct bus from Winchester to Long Island. However, there are services departing from Laraway Rd @ Winchester Ctr and arriving at Archer Av/Parsons Bl via Boston and Archer Av/Sutphin Blvd. The journey, including transfers, takes approximately 6h 34m.
The distance between Winchester and Long Island is 133 miles. The road distance is 216.7 miles.
The best way to get from Winchester to Long Island without a car is to train and car ferry which takes 4h 50m and costs $50 - $170.
It takes approximately 4h 50m to get from Winchester to Long Island, including transfers.
Winchester to Long Island bus services, operated by Flixbus USA, depart from Boston station.
The best way to get from Winchester to Long Island is to bus which takes 6h 34m and costs $35 - $75. Alternatively, you can fly, which costs $65 - $410 and takes 3h 16m.
Winchester to Long Island bus services, operated by Flixbus USA, arrive at Queens Jamaica station.
Yes, the driving distance between Winchester to Long Island is 217 miles. It takes approximately 4h 13m to drive from Winchester to Long Island.
What companies run services between Winchester, MA, USA and Long Island, Suffolk County, NY, USA?
Flixbus USA operates a bus from Boston to Queens Jamaica every 4 hours. Tickets cost $30–60 and the journey takes 4h 35m. Alternatively, American Airlines, Delta, and two other airlines fly from Boston Logan Airport (BOS) to Laguardia Airport (LGA) hourly.
- Website
- delta.com
Flights from Boston Logan Airport to Laguardia Airport
- Ave. Duration
- 1h 25m
- When
- Every day
- Estimated price
- $55–390
Flights from Boston Logan Airport to John F. Kennedy International Airport
- Ave. Duration
- 1h 30m
- When
- Every day
- Estimated price
- $30–240
Flights from Boston Logan Airport to Newark Liberty International Airport
- Ave. Duration
- 1h 33m
- When
- Every day
- Estimated price
- $30–240
- Website
- united.com
Flights from Boston Logan Airport to Newark Liberty International Airport
- Ave. Duration
- 1h 31m
- When
- Every day
- Estimated price
- $30–240
- Website
- aa.com
Flights from Boston Logan Airport to Laguardia Airport
- Ave. Duration
- 1h 23m
- When
- Every day
- Estimated price
- $55–390
Flights from Boston Logan Airport to John F. Kennedy International Airport
- Ave. Duration
- 1h 28m
- When
- Every day
- Estimated price
- $30–240
- Website
- jetblue.com
Flights from Boston Logan Airport to Laguardia Airport via Nantucket
- Ave. Duration
- 3h 1m
- When
- Every day
- Estimated price
- $65–420
Flights from Boston Logan Airport to John F. Kennedy International Airport
- Ave. Duration
- 1h 18m
- When
- Every day
- Estimated price
- $30–240
- Website
- southwest.com
Flights from Boston Logan Airport to Long Island Mac Arthur Airport via Baltimore
- Ave. Duration
- 3h 53m
- When
- Every day
- Estimated price
- $70–400
- Website
- capeair.com
Flights from Boston Logan Airport to Long Island Mac Arthur Airport
- Ave. Duration
- 1h 35m
- When
- Every day
- Estimated price
- $250–350
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Boston to New London
- Ave. Duration
- 1h 29m
- Frequency
- Every 3 hours
- Estimated price
- $30–70
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 973-275-5555
- Website
- njtransit.com
Train from Newark Airport Railroad Station to New York Penn Station
- Ave. Duration
- 27 min
- Frequency
- Every 20 minutes
- Estimated price
- $15–19
- Website
- https://www.njtransit.com
- Website
- https://njtworldcup.com/
- Adult Airport
- $15–19
- Phone
- 877-690-5116
- Website
- mta.info
Subway from 34 St-Herald Sq to Roosevelt Island
- Ave. Duration
- 10 min
- Frequency
- Every 10 minutes
- Estimated price
- $3
- Schedules at
- https://www.mta.info/schedules
- Website
- https://www.mta.info
- Website
- https://www.mta.info/world-cup-2026-new-york-new-jersey
- Adult
- $3
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from Boston to Queens Jamaica
- Ave. Duration
- 4h 35m
- Frequency
- Every 4 hours
- Estimated price
- $30–60
- Schedules at
- flixbus.com
- Phone
- +1 860-443-5281
- [email protected]
- Website
- longislandferry.com
Car ferry from New London to Orient Point
- Ave. Duration
- 1h 20m
- Frequency
- Hourly
- Estimated price
- $20–90
- Schedules at
- longislandferry.com
- Passenger
- $20–23
- Vehicle and Passenger
- $70–90
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