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There are 8 ways to get from New York to Winchester by train, bus, 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.

Recommended option

Train  •  5 h 5 min

  1. Take the train from New York Penn Station to Boston Back Bay Station Acela Express / ...

$135 - $350

Cheapest option

Bus Go Buses  •  5 h 28 min

  1. Take the bus from Manhattan, NY to Cambridge, MA

$22 - $26

6 alternative options

Bus Peter Pan Bus Lines  •  6 h 21 min

  1. Take the bus from New York City, NY - Port Authority Bus Terminal to Boston, MA - South Station Ny / ...

$30 - $79

Drive  •  3 h 55 min

  1. Drive from New York to Winchester 216.6 miles

$21 - $35

Train to Newark, fly to Boston, subway, train  •  3 h 53 min

  1. Take the train from New York Penn Station to Newark Airport Railroad Station
  2. Fly from Newark (EWR) to Boston (BOS) EWR - BOS
  3. Take the subway from Airport to Bowdoin
  4. Take the train from North Station to Winchester Center

$78 - $310

Subway to New York La Guardia, fly to Boston, subway, train  •  4 h 13 min

  1. Take the subway from W 4 St to Jackson Hts - Roosevelt Av
  2. Fly from New York La Guardia (LGA) to Boston (BOS) LGA - BOS
  3. Take the subway from Airport to Bowdoin
  4. Take the train from North Station to Winchester Center

$66 - $261

Train to New York JFK, fly to Boston, subway, train  •  4 h 10 min

  1. Take the train from Penn Station to Jamaica
  2. Fly from New York JFK (JFK) to Boston (BOS) JFK - BOS
  3. Take the subway from Airport to Bowdoin
  4. Take the train from North Station to Winchester Center

$70 - $302

Train to Newark, fly to Providence, train, subway  •  5 h 51 min

  1. Take the train from New York Penn Station to Newark Airport Railroad Station
  2. Fly from Newark (EWR) to Providence (PVD) EWR - PVD
  3. Take the train from Providence Amtrak to Boston Back Bay Station
  4. Take the subway from Back Bay to North Station
  5. Take the train from North Station to Winchester Center

$201 - $742

Questions & Answers

The cheapest way to get from New York to Winchester is to drive which costs $21 - $35 and takes 3 h 55 min.

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The quickest way to get from New York to Winchester is to train and fly and subway which costs $75 - $310 and takes 3 h 53 min.

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No, there is no direct bus from New York to Winchester. However, there are services departing from Manhattan, NY and arriving at Cambridge St @ Church St via Alewife. The journey, including transfers, takes approximately 5 h 28 min.

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The distance between New York and Winchester is 191 miles. The road distance is 216.6 miles.

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The best way to get from New York to Winchester without a car is to train which takes 5 h 5 min and costs $130 - $350.

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It takes approximately 5 h 5 min to get from New York to Winchester, including transfers.

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New York to Winchester bus services, operated by Go Buses, depart from Manhattan, NY station.

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The best way to get from New York to Winchester is to train which takes 5 h 5 min and costs $130 - $350. Alternatively, you can bus, which costs $22 - $26 and takes 5 h 28 min.

Mode details

The quickest flight from Newark Airport to Boston Airport is the direct flight which takes 51 min.

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New York to Winchester bus services, operated by Go Buses, arrive at Cambridge, MA station.

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Map of how to get from New York to Winchester.
Launch map view
  • Distance: 190.8 miles
  • Duration: 5 h 5 min

What companies run services between New York, NY, USA and Winchester, MA, USA?

Amtrak Acela Express operates a train from New York to Winchester hourly. Tickets cost $120 - $340 and the journey takes 3 h 49 min. Alternatively, Go Buses operates a bus from New York to Winchester every 2 hours. Tickets cost $20 and the journey takes 4 h 45 min.

Airlines
Delta
Website
delta.com
Flights from New York La Guardia to Boston
Ave. Duration
1 h 20 min
When
Every day
Estimated price
$55 - $440
Flights from New York JFK to Boston
Ave. Duration
1 h 23 min
When
Every day
Estimated price
$55 - $430
American Airlines
Website
aa.com
Flights from New York La Guardia to Boston
Ave. Duration
1 h 13 min
When
Every day
Estimated price
$55 - $470
Flights from New York JFK to Boston
Ave. Duration
1 h 13 min
When
Every day
Estimated price
$100 - $650
United Airlines
Website
united.com
Flights from Newark to Boston
Ave. Duration
1 h 9 min
When
Every day
Estimated price
$75 - $550
Flights from Newark to Providence
Ave. Duration
1 h 5 min
When
Every day
Estimated price
$230 - $950
JetBlue Airways
Website
jetblue.com
Flights from Newark to Boston
Ave. Duration
1 h 7 min
When
Every day
Estimated price
$70 - $420
Flights from New York La Guardia to Boston
Ave. Duration
1 h 8 min
When
Every day
Estimated price
$70 - $400
Flights from New York JFK to Boston
Ave. Duration
1 h 7 min
When
Every day
Estimated price
$75 - $460
Train operators
Amtrak Acela Express

Amtrak is a rail service that connects the US and three Canadian provinces. Covering 21,000 route miles (34,000km) Amtrak operates more than 300 trains daily. These medium and long distance intercity services operate at speeds of up to 240km/h, to more than 500 destinations. Founded in 1971, it is based in Washington, D.C. and offers four classes of travel: First Class, Sleeper, Business and Coach. Ticket fares are divided into five subclasses: Saver, Value, Flexible, Business and Premium. Amtrak trains are known for their wide seats, plug-in power, big windows and storage capabilities.

Rome2rio's guide to Amtrak Acela Express
Contact Details
Phone
+1 215-856-7924
Website
amtrak.com
Train from New York Penn Station to Boston Back Bay Station
Ave. Duration
3 h 49 min
Frequency
Hourly
Estimated price
$120 - $340
Website
amtrak.com
Business Seat
$120 - $260
First Class Seat
$220 - $340
Train from Providence Amtrak to Boston Back Bay Station
Ave. Duration
42 min
Frequency
Hourly
Estimated price
$60 - $160
Website
amtrak.com
Business Seat
$60 - $150
First Class Seat
$120 - $160
NJ Transit
Phone
+1 973-491-7000
Website
njtransit.com
Train from New York Penn Station to Newark Airport Railroad Station
Ave. Duration
22 min
Frequency
Every 20 minutes
Estimated price
$10 - $14
Schedules at
njtransit.com
MBTA
Phone
617-222-3200
Website
mbta.com
Subway from Airport to Bowdoin
Ave. Duration
9 min
Frequency
Every 10 minutes
Estimated price
$3
Schedules at
mbta.com
Train from North Station to Winchester Center
Ave. Duration
18 min
Frequency
Hourly
Estimated price
$3 - $8
Website
MBTA
Train from Providence to Back Bay
Ave. Duration
1 h 6 min
Frequency
Hourly
Estimated price
$6 - $12
Website
MBTA
Subway from Back Bay to North Station
Ave. Duration
10 min
Frequency
Every 10 minutes
Estimated price
$3
Schedules at
mbta.com
Long Island Rail Road
Phone
+1 718-217-5477
Website
mta.info
Train from Penn Station to Jamaica
Ave. Duration
21 min
Frequency
Every 15 minutes
Estimated price
$4 - $6
Website
LIRR
Bus operators
Go Buses
Phone
1 855 888-7160
Email
gobuses@facebook.com
Website
gobuses.com
Bus from Manhattan, NY to Cambridge, MA
Ave. Duration
4 h 45 min
Frequency
Every 2 hours
Estimated price
$20
Website
gobuses.com
Peter Pan Bus Lines
Phone
1-800-343-9999
Website
peterpanbus.com
Bus from New York City, NY - Port Authority Bus Terminal to Boston, MA - South Station
Ave. Duration
4 h 15 min
Frequency
Hourly
Estimated price
$21 - $40
Website
peterpanbus.com
Greyhound USA

Greyhound is a leading bus company based in Dallas, Texas, serving over 3800 destinations across North America, Mexico and Canada. Greyhound carries around 18 million passengers a year who travel 5.4 billion miles (8.6 billion km) a year on their fleet of around 1700 vehicles. For travel flexibility, you can board or get off a Greyhound bus at official Greyhound stations, partner stations and curbside stops. There are around 230 Greyhound stations across the US where you can both catch your bus and buy tickets, that are also available on the official website and via the mobile app.

Rome2rio's guide to Greyhound USA
Contact Details
Phone
+1 214-849-8100/1-800-231-2222
Email
ifsr@greyhound.com
Website
greyhound.com
Bus from New York, Ny to Boston, Ma
Ave. Duration
4 h 20 min
Frequency
5 times a day
Estimated price
$26 - $65
Website
greyhound.com
Economy
$26 - $40
Flexible
$45 - $65

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.

More Questions & Answers

Yes, the driving distance between New York to Winchester is 217 miles. It takes approximately 3 h 55 min to drive from New York to Winchester.

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JetBlue Airways and United Airlines offer flights from Newark Airport to Boston Airport.

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There are 763+ hotels available in Winchester. Prices start at $119 USD per night.

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