• Our partners include:

  • Greyhound USA
  • VIA Rail
  • Amtrak
  • Acela Express
  • Megabus
  • SuperShuttle
  • Booking.com
  • Skyscanner
  • Airbnb
  • Expedia

There are 7 ways to get from Cheshire to Boston by bus, train, car 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

Line 229 bus, train  •  3 h 49 min

  1. Take the line 229 bus from S Main St and Cheshire Town Hall to Temple St and Chapel St 228 / ...
  2. Take the train from New Haven Union Station to Boston South Station Acela Express / ...

$103 - $278

Cheapest option

Bus Greyhound USA  •  4 h 22 min

  1. Take the bus from Waterbury Rd Park and ride Lot and Waterbury Rd to Pearl St and Trumbull St 928 / ...
  2. Take the bus from Hartford, Ct to Boston, Ma 2554 / ...

$19 - $48

5 alternative options

Bus Peter Pan Bus Lines  •  4 h 45 min

  1. Take the bus from Waterbury Rd Park and ride Lot and Waterbury Rd to Asylum St and Opp Union Pl 928 / ...
  2. Take the bus from Harford, CT to Boston, MA - South Station

$19 - $34

Drive  •  2 h 13 min

  1. Drive from Cheshire to Boston 126.7 miles

$12 - $18

Train to New York La Guardia, fly  •  5 h 59 min

  1. Take the train from New Haven Union Station to New York Penn Station
  2. Fly from New York La Guardia (LGA) to Boston (BOS) LGA - BOS

$135 - $456

Train to Newark, fly  •  6 h 1 min

  1. Take the train from New Haven Union Station to New York Penn Station
  2. Fly from Newark (EWR) to Boston (BOS) EWR - BOS

$146 - $504

Train to New York JFK, fly  •  6 h 6 min

  1. Take the train from New Haven Union Station to New York Penn Station
  2. Fly from New York JFK (JFK) to Boston (BOS) JFK - BOS

$139 - $494

Questions & Answers

The cheapest way to get from Cheshire to Boston is to drive which costs $12 - $18 and takes 2 h 13 min.

More details

The quickest way to get from Cheshire to Boston is to drive which costs $12 - $18 and takes 2 h 13 min.

More details

No, there is no direct bus from Cheshire to Boston. However, there are services departing from S Main St and Wallingford Rd and arriving at Boston, Ma via Waterbury Rd Park and ride Lot and Waterbury Rd and Hartford, Ct. The journey, including transfers, takes approximately 4 h 22 min.

More details

The distance between Cheshire and Boston is 112 miles. The road distance is 126.7 miles.

Get driving directions

The best way to get from Cheshire to Boston without a car is to line 229 bus and train which takes 3 h 49 min and costs $100 - $280.

More details

It takes approximately 3 h 49 min to get from Cheshire to Boston, including transfers.

More details

Cheshire to Boston bus services, operated by CT Transit, depart from Waterbury Rd Park and ride Lot and Waterbury Rd station.

More details

The quickest flight from New York La Guardia Airport to Boston Airport is the direct flight which takes 1 h 4 min.

Search flights

Cheshire to Boston bus services, operated by Greyhound USA, arrive at Boston, Ma station.

More details

Yes, the driving distance between Cheshire to Boston is 127 miles. It takes approximately 2 h 13 min to drive from Cheshire to Boston.

Get driving directions

Map of how to get from Cheshire to Boston.
Launch map view
  • Distance: 112.4 miles
  • Duration: 3 h 49 min

What companies run services between Cheshire, CT, USA and Boston, MA, USA?

You can take a bus from Cheshire to Boston via Waterbury Rd and Hazel Dr, Waterbury Rd Park and ride Lot and Waterbury Rd, Pearl St and Trumbull St, and Hartford, Ct in around 4 h 22 min.

Airlines
Delta
Website
delta.com
Flights from New York La Guardia to Boston
Ave. Duration
1 h 18 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 12 min
When
Every day
Estimated price
$55 - $470
Flights from New York JFK to Boston
Ave. Duration
1 h 16 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 14 min
When
Every day
Estimated price
$70 - $400
Flights from Newark to Boston
Ave. Duration
1 h 11 min
When
Every day
Estimated price
$70 - $420
Flights from New York JFK to Boston
Ave. Duration
1 h 13 min
When
Every day
Estimated price
$75 - $460
United Airlines
Website
united.com
Flights from Newark to Boston
Ave. Duration
1 h 11 min
When
Every day
Estimated price
$75 - $550
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 Haven Union Station to Boston South Station
Ave. Duration
2 h 14 min
Frequency
Hourly
Estimated price
$100 - $270
Website
amtrak.com
Business Seat
$100 - $220
First Class Seat
$180 - $270
Train from New Haven Union Station to New York Penn Station
Ave. Duration
1 h 33 min
Frequency
Hourly
Estimated price
$70 - $190
Website
amtrak.com
Business Seat
$70 - $170
First Class Seat
$140 - $190
Bus operators
CT Transit
Phone
+1 860-522-8101
Website
cttransit.com
Bus from S Main St and Cheshire Town Hall to Temple St and Chapel St
Ave. Duration
38 min
Frequency
Hourly
Estimated price
$1 - $4
Schedules at
cttransit.com
Book at
buypasses.storesecured.com
Bus from Waterbury Rd Park and ride Lot and Waterbury Rd to Pearl St and Trumbull St
Ave. Duration
49 min
Frequency
Hourly
Estimated price
$1 - $4
Schedules at
cttransit.com
Book at
buypasses.storesecured.com
Bus from Waterbury Rd Park and ride Lot and Waterbury Rd to Asylum St and Opp Union Pl
Ave. Duration
46 min
Frequency
Hourly
Estimated price
$1 - $4
Schedules at
cttransit.com
Book at
buypasses.storesecured.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 Hartford, Ct to Boston, Ma
Ave. Duration
1 h 50 min
Frequency
Every 2 hours
Estimated price
$16 - $40
Website
greyhound.com
Economy
$16 - $24
Flexible
$28 - $40
DATTCO
Phone
1-860-229-4878
Website
dattco.com
Bus from Cheshire, CT Park & Ride Rt. 70, I-84 Exit 26 to Hartford, CT - Union Station and Asylum Street
Ave. Duration
55 min
Frequency
3 times a day
Estimated price
$3 - $5
Schedules at
dattco.com
Peter Pan Bus Lines
Phone
1-800-343-9999
Website
peterpanbus.com
Bus from Harford, CT to Boston, MA - South Station
Ave. Duration
2 h 20 min
Frequency
Every 4 hours
Estimated price
$16 - $26
Website
peterpanbus.com

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

JetBlue Airways, American Airlines and Delta offer flights from New York La Guardia Airport to Boston Airport.

Search flights

There are 779+ hotels available in Boston. Prices start at $110 USD per night.

More details