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

Recommended option

Train  •  5 h 5 min

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

$135 - $350

Cheapest option

Bus Go Buses  •  5 h 29 min

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

$22 - $26

6 alternative options

Bus Greyhound USA  •  6 h 2 min

  1. Take the bus from New York, Ny to Boston, Ma 2504 / ...

$30 - $79

Drive  •  3 h 55 min

  1. Drive from New York to Winchester 216.6 miles

$21 - $35

Subway to New York La Guardia, fly to Boston, subway, train  •  4 h 20 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 Newark, fly to Boston, subway, train  •  4 h 13 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

Train to New York JFK, fly to Boston, subway, train  •  4 h 22 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

$67 - $302

Fly Newark to Manchester, bus  •  5 h 47 min

  1. Fly from Newark (EWR) to Manchester (MHT) EWR - MHT
  2. Take the bus from Manchester Arpt to Boston, Ma

$170 - $656

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.

More details

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

More details

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

Get driving directions

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

More details

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 29 min.

More details

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

Amtrak Acela Express operates a train from New York to Winchester every 2 hours. Tickets cost $120 - $340 and the journey takes 3 h 48 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 23 min
When
Every day
Estimated price
$55 - $440
Flights from New York JFK to Boston
Ave. Duration
1 h 24 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 19 min
When
Every day
Estimated price
$55 - $470
Flights from New York JFK to Boston
Ave. Duration
1 h 22 min
When
Every day
Estimated price
$100 - $650
JetBlue Airways
Website
jetblue.com
Flights from New York La Guardia to Boston
Ave. Duration
1 h 28 min
When
Every day
Estimated price
$70 - $400
Flights from Newark to Boston
Ave. Duration
1 h 16 min
When
Every day
Estimated price
$70 - $420
Flights from New York JFK to Boston
Ave. Duration
1 h 19 min
When
Every day
Estimated price
$75 - $460
United Airlines
Website
united.com
Flights from Newark to Boston
Ave. Duration
1 h 12 min
When
Every day
Estimated price
$75 - $550
Flights from Newark to Manchester
Ave. Duration
1 h 22 min
When
Every day
Estimated price
$120 - $1,000
Train operators
Amtrak Acela Express
Rome2rio's guide to Amtrak Acela Express
Contact Details
Phone
+1 1-800-872-7245
Website
amtrak.com
Train from New York Penn Station to Boston Back Bay Station Amtrak
Ave. Duration
3 h 48 min
Frequency
Every 2 hours
Estimated price
$120 - $340
Website
amtrak.com
Business Seat
$120 - $260
First Class Seat
$220 - $340
MBTA
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
Schedules at
mbta.com
NJ Transit
Phone
+1 973-491-7000
Website
njtransit.com
Train from New York Penn Station to Newark Airport Railroad Station
Ave. Duration
23 min
Frequency
Every 20 minutes
Estimated price
$10 - $14
Schedules at
njtransit.com
Long Island Rail Road
Website
mta.info
Train from Penn Station to Jamaica
Ave. Duration
21 min
Frequency
Every 15 minutes
Estimated price
$4 - $6
Schedules at
mta.info
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
Schedules at
gobuses.com
Greyhound USA
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
Every 30 minutes
Estimated price
$25 - $65
Website
greyhound.com
Economy
$25 - $40
Flexible
$45 - $65
Bus from Manchester Arpt to Boston, Ma
Ave. Duration
1 h
Frequency
Hourly
Estimated price
$12 - $26
Website
greyhound.com
Economy
$12 - $17
Flexible
$20 - $26
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
Schedules at
peterpanbus.com
Book at
webstore.peterpanbus.com

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