What is the cheapest way to get from Chestertown to Boston?

The cheapest way to get from Chestertown to Boston is to drive which costs $65 - $100 and takes 7h 7m.

What is the fastest way to get from Chestertown to Boston?

The fastest way to get from Chestertown to Boston is to taxi and bus and fly which takes 3h 45m and costs $250 - $600.

How far is it from Chestertown to Boston?

The distance between Chestertown and Boston is 432 miles. The road distance is 377.7 miles.

How do I travel from Chestertown to Boston without a car?

The best way to get from Chestertown to Boston without a car is to taxi and train which takes 8h 15m and costs $170 - $550.

How long does it take to get from Chestertown to Boston?

It takes approximately 3h 45m to get from Chestertown to Boston, including transfers.

Can I drive from Chestertown to Boston?

Yes, the driving distance between Chestertown to Boston is 378 miles. It takes approximately 7h 7m to drive from Chestertown to Boston.

Where can I stay near Boston?

There are 1559+ hotels available in Boston.

Chestertown to Boston - 9 ways to travel via train, taxi, bus, plane, and car

There are 9 ways to get from Chestertown to Boston by taxi, bus, plane, train, or car

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

Taxi, bus to Baltimore-Washington International Airport, fly to Boston Logan Airport
best
1. Take the taxi from Chestertown to Kent Island, MD
2. Take the bus from Kent Island, MD to BWI-Thurgood Marshall Airport
3. Fly from Baltimore-Washington International Airport (BWI) to Boston Logan Airport (BOS)BWI - BOS
3h 45m
$257–557
Drive 375.5 mi
cheapest
1. Drive from Chestertown to Boston375.5 mi
7h 7m
$69–99
Taxi, train (Amtrak)
1. Take the taxi from Chestertown to Aberdeen Amtrak Station
2. Take the train from Aberdeen Amtrak Station to BostonNortheast Regional
8h 15m
$176–529
Taxi, bus
1. Take the taxi from Chestertown to Smyrna, DE - 134 N Dupont Blvd
2. Take the bus from Smyrna, DE - 134 N Dupont Blvd to Midtown - 400 8th Ave
3. Take the bus from New York Midtown to Boston
8h 32m
$156–219
Taxi, train to Philadelphia International Airport, fly to Boston Logan Airport
1. Take the taxi from Chestertown to Aberdeen Amtrak Station
2. Take the train from Aberdeen Amtrak Station to 30th Street Station
3. Fly from Philadelphia International Airport (PHL) to Boston Logan Airport (BOS)PHL - BOS
5h 6m
$229–739
Drive, train to Ronald Reagan Washington National Airport, fly to Boston Logan Airport
1. Drive from Chestertown to EDGEWOOD MARC sb
2. Take the train from EDGEWOOD MARC sb to NEW CARROLLTON MARC sb
3. Fly from Ronald Reagan Washington National Airport (DCA) to Boston Logan Airport (BOS)DCA - BOS
6h 6m
$128–788
Taxi, bus to Baltimore-Washington International Airport, fly to Theodore Francis Green State Airport, train
1. Take the taxi from Chestertown to Kent Island, MD
2. Take the bus from Kent Island, MD to BWI-Thurgood Marshall Airport
3. Fly from Baltimore-Washington International Airport (BWI) to Theodore Francis Green State Airport (PVD)BWI - PVD
4. Take the train from Providence to South Station
6h 8m
$179–1,039
Taxi, bus to Baltimore-Washington International Airport, fly to Manchester Airport, bus
1. Take the taxi from Chestertown to Kent Island, MD
2. Take the bus from Kent Island, MD to BWI-Thurgood Marshall Airport
3. Fly from Baltimore-Washington International Airport (BWI) to Manchester Airport (MHT)BWI - MHT
4. Take the bus from Boston Manchester Airport to Boston
6h 10m
$215–632
Drive, bus
1. Drive from Chestertown to White Marsh Park & Ride
2. Take the bus from White Marsh Park & Ride to Port Authority Bus Terminal
3. Take the bus from Port Authority Bus Terminal to South Station
9h 58m
$73–145

Baltimore-Washington International Airport (BWI) to Boston Logan Airport (BOS) flights

52Weekly Planes

1h 31mAverage Duration

$60Cheapest Price

See schedules

Questions & Answers

Map of how to get from Chestertown to Boston.

Launch map view

Distance: 429 mi
Duration: 3h 45m

What companies run services between Chestertown, MD, USA and Boston, MA, USA?

There is no direct connection from Chestertown to Boston. However, you can take the taxi to Kent Island, MD, take the bus to BWI-Thurgood Marshall Airport, walk to Baltimore-Washington International Airport (BWI) airport, then fly to Boston Logan Airport (BOS). Alternatively, you can take the taxi to Aberdeen Amtrak Station then take the train to Boston.

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