There are 8 ways to get from Chestertown to Connecticut by taxi, train, bus, 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.
Taxi, train (Amtrak)
best- Take the taxi from Chestertown to Aberdeen Amtrak Stationtaxi
- Take the train from Aberdeen Amtrak Station to Bridgeport Amtrak Stationtrain Northeast Regional
5h 23m$196–289Drive 224.1 mi
cheapest- Drive from Chestertown to Bridgeportcar 224.1 mi
4h 22m$41–60Taxi, bus, train
- Take the taxi from Chestertown to Smyrna, DE - 134 N Dupont Blvdtaxi
- Take the bus from Smyrna, DE - 134 N Dupont Blvd to New York, Chinatown-152 East Broadwaybus
- Take the train from Grand Central Terminal to Bridgeporttrain
6h 6m$175–222Taxi, bus to Baltimore-Washington International Airport, fly to Bradley International Airport
- Take the taxi from Chestertown to Kent Island, MDtaxi
- Take the bus from Kent Island, MD to BWI-Thurgood Marshall Airportbus
- Fly from Baltimore-Washington International Airport (BWI) to Bradley International Airport (BDL)plane BWI - BDL
4h 19m$188–541Drive, bus
- Drive from Chestertown to White Marsh Park & Ridecar
- Take the bus from White Marsh Park & Ride to Port Authority Bus Terminalbus
- Take the bus from Port Authority Bus Terminal to Bridgeport Bus Stopbus
7h 52m$68–167Taxi, train to Philadelphia International Airport, fly to Bradley International Airport
- Take the taxi from Chestertown to Aberdeen Amtrak Stationtaxi
- Take the train from Aberdeen Amtrak Station to 30th Street Stationtrain
- Fly from Philadelphia International Airport (PHL) to Bradley International Airport (BDL)plane PHL - BDL
5h 59m$206–601Taxi, bus to Baltimore-Washington International Airport, fly to Tweed-New Haven Airport
- Take the taxi from Chestertown to Kent Island, MDtaxi
- Take the bus from Kent Island, MD to BWI-Thurgood Marshall Airportbus
- Fly from Baltimore-Washington International Airport (BWI) to Tweed-New Haven Airport (HVN)plane BWI - HVN
5h 35m$194–793Taxi, bus to Baltimore-Washington International Airport, fly to Long Island Mac Arthur Airport, train
- Take the taxi from Chestertown to Kent Island, MDtaxi
- Take the bus from Kent Island, MD to BWI-Thurgood Marshall Airportbus
- Fly from Baltimore-Washington International Airport (BWI) to Long Island Mac Arthur Airport (ISP)plane BWI - ISP
- Take the train from Central Islip to New York Penn Stationtrain
- Take the train from Ny Moynihan Train Hall At Penn Station to Stamford Amtrak Stationtrain
7h 8m$210–1,138
Baltimore-Washington International Airport (BWI) to Bradley International Airport (BDL) flights
Questions & Answers
The cheapest way to get from Chestertown to Connecticut is to drive which costs $40 - $60 and takes 4h 22m.
The fastest way to get from Chestertown to Connecticut is to taxi and bus and fly which takes 4h 19m and costs $180 - $550.
The distance between Chestertown and Connecticut is 272 miles. The road distance is 225.4 miles.
The best way to get from Chestertown to Connecticut without a car is to taxi and train which takes 5h 23m and costs $190 - $290.
It takes approximately 5h 23m to get from Chestertown to Connecticut, including transfers.
Yes, the driving distance between Chestertown to Connecticut is 225 miles. It takes approximately 4h 22m to drive from Chestertown to Connecticut.
There are 130+ hotels available in Connecticut.
What companies run services between Chestertown, MD, USA and Connecticut, USA?
There is no direct connection from Chestertown to Connecticut. However, you can take the taxi to Aberdeen Amtrak Station then take the train to Bridgeport Amtrak Station. Alternatively, you can take the taxi to Smyrna, DE - 134 N Dupont Blvd, take the bus to New York, Chinatown-152 East Broadway, walk to East Broadway, take the subway to 42 St-Bryant Park, walk to Grand Central Terminal, then take the train to Bridgeport.
- Website
- southwest.com
Flights from Baltimore-Washington International Airport to Bradley International Airport
- Ave. Duration
- 1h 15m
- When
- Every day
- Estimated price
- $50–350
Flights from Baltimore-Washington International Airport to Long Island Mac Arthur Airport
- Ave. Duration
- 1h 10m
- When
- Every day
- Estimated price
- $50–370
- Website
- aa.com
Flights from Philadelphia International Airport to Bradley International Airport
- Ave. Duration
- 1h 24m
- When
- Every day
- Estimated price
- $55–400
- Website
- aveloair.com
Flights from Baltimore-Washington International Airport to Tweed-New Haven Airport
- Ave. Duration
- 1h 15m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $55–360
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Aberdeen Amtrak Station to Bridgeport Amtrak Station
- Ave. Duration
- 4h 3m
- Frequency
- Once daily
- Estimated price
- $70–140
- Website
- https://www.amtrak.com/home.html
Train from Aberdeen Amtrak Station to 30th Street Station
- Ave. Duration
- 46 min
- Frequency
- 4 times a day
- Estimated price
- $21–45
- Website
- https://www.amtrak.com/home.html
Train from Ny Moynihan Train Hall At Penn Station to Stamford Amtrak Station
- Ave. Duration
- 49 min
- Frequency
- Every 2 hours
- Estimated price
- $11–24
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 877.690.5114
- Website
- mta.info
Train from Grand Central Terminal to Bridgeport
- Ave. Duration
- 1h 36m
- Frequency
- Every 30 minutes
- Estimated price
- $15–24
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $15–18
- Peak
- $22–24
- Phone
- +1-718-217-5477
- Website
- mta.info
Train from Central Islip to New York Penn Station
- Ave. Duration
- 1h 12m
- Frequency
- Every 30 minutes
- Estimated price
- $12–28
- Website
- https://www.mta.info/agency/long-island-rail-road
- Schedules at
- https://www.mta.info/agency/long-island-rail-road/timetables
- Off-Peak
- $12–18
- Peak
- $20–28
Rome2Rio's guide to Amtrak Acela
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Ny Moynihan Train Hall At Penn Station to Stamford Amtrak Station
- Ave. Duration
- 46 min
- Frequency
- Every 4 hours
- Estimated price
- $8–550
- Schedules at
- https://www.amtrak.com/acela-train
- Website
- https://www.amtrak.com/home.html
- Business Class
- $8–440
- First Class
- $100–550
- [email protected]
- Website
- rockledgebus.com
Bus from Smyrna, DE - 134 N Dupont Blvd to New York, Chinatown-152 East Broadway
- Ave. Duration
- 3h
- Frequency
- Once daily
- Estimated price
- $30–45
- Website
- https://www.rockledgebus.com
- Phone
- +1 410-912-6000
- [email protected]
- Website
- bayrunnershuttle.com
Bus from Kent Island, MD to BWI-Thurgood Marshall Airport
- Ave. Duration
- 35 min
- Frequency
- Every 4 hours
- Estimated price
- $55–90
- Schedules at
- bayrunnershuttle.com
Bus from Kent Island, MD to BWI-Thurgood Marshall Airport
- Ave. Duration
- 35 min
- Frequency
- Every 4 hours
- Estimated price
- $55–90
- Schedules at
- bayrunnershuttle.com
Bus from Kent Island, MD to BWI-Thurgood Marshall Airport
- Ave. Duration
- 35 min
- Frequency
- Every 4 hours
- Estimated price
- $55–90
- Schedules at
- bayrunnershuttle.com
- Phone
- 1-800-343-9999
- Website
- peterpanbus.com
Bus from White Marsh Park & Ride to Port Authority Bus Terminal
- Ave. Duration
- 3h 10m
- Frequency
- Hourly
- Estimated price
- $45–130
- Website
- https://peterpanbus.com
- Phone
- +1 214-849-8100
- [email protected]
- Website
- greyhound.com
Bus from Port Authority Bus Terminal to Bridgeport Bus Stop
- Ave. Duration
- 2h
- Frequency
- Once daily
- Estimated price
- $9–17
- Website
- https://www.greyhound.com/
- Ave. Duration
- 54 min
- Estimated price
- $80–150
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.
Related travel guides
Italian Lakes: Getting around by train
Read the travel guide
Travelling to the US: What do I need to know?
Read the travel guide
Why you should take the train in the US
Read the travel guide


















