There are 8 ways to get from Bristol to Chestertown by train, taxi, 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.
Train, taxi via Bridgeport
best- Take the train from Waterbury to Bridgeporttrain
- Take the train from Bridgeport Amtrak Station to Aberdeen Amtrak Stationtrain
- Take the taxi from Aberdeen Amtrak Station to Chestertowntaxi
7h 35m$207–321Drive 264.2 mi
cheapest- Drive from Bristol to Chestertowncar 264.2 mi
5h 13m$49–70Bus, drive
- Take the bus from Hartford to New Yorkbus
- Take the bus from New York to Baltimorebus
- Drive from Baltimore to Chestertowncar
9h 52m$84–220Line 102 bus, fly to Baltimore-Washington International Airport, bus, taxi
- Take the bus from N Main St @ Riverside Ave to Main St @ Atheneum Sqbus
- Fly from Bradley International Airport (BDL) to Baltimore-Washington International Airport (BWI)plane BDL - BWI
- Take the bus from BWI-Thurgood Marshall Airport to Kent Island, MDbus
- Take the taxi from Kent Island, MD to Chestertowntaxi
6h 46m$198–568Train, taxi
- Take the train from Hartford Amtrak Station to Aberdeen Amtrak Stationtrain Northeast Regional
- Take the taxi from Aberdeen Amtrak Station to Chestertowntaxi
9h 11m$207–334Bus, taxi
- Take the bus from Hartford Union Station to Port Authority Bus Terminalbus
- Take the bus from Port Authority Bus Terminal to Philadelphia Bus Stationbus
- Take the bus from Philadelphia Bus Station to Aberdeenbus
- Take the taxi from Aberdeen to Chestertowntaxi
11h 44m$170–254Line 102 bus, fly to Philadelphia International Airport, train, taxi
- Take the bus from N Main St @ Riverside Ave to Main St @ Atheneum Sqbus
- Fly from Bradley International Airport (BDL) to Philadelphia International Airport (PHL)plane BDL - PHL
- Take the train from 30th Street Station to Aberdeen Amtrak Stationtrain
- Take the taxi from Aberdeen Amtrak Station to Chestertowntaxi
8h 10m$201–596Fly to Ronald Reagan Washington National Airport, train, drive
- Fly from Bradley International Airport (BDL) to Ronald Reagan Washington National Airport (DCA)plane BDL - DCA
- Take the train from Washington Union Station to Edgewoodtrain
- Drive from Edgewood to Chestertowncar
8h 51m$96–526
Bradley International Airport (BDL) to Baltimore-Washington International Airport (BWI) flights
Questions & Answers
The cheapest way to get from Bristol to Chestertown is to drive which costs $45 - $70 and takes 5h 13m.
The fastest way to get from Bristol to Chestertown is to drive which takes 5h 13m and costs $45 - $70.
The distance between Bristol and Chestertown is 314 miles. The road distance is 265.7 miles.
The best way to get from Bristol to Chestertown without a car is to train and taxi via Bridgeport which takes 7h 35m and costs $200 - $330.
It takes approximately 7h 35m to get from Bristol to Chestertown, including transfers.
Yes, the driving distance between Bristol to Chestertown is 266 miles. It takes approximately 5h 13m to drive from Bristol to Chestertown.
There are 21+ hotels available in Chestertown.
What companies run services between Bristol, CT, USA and Chestertown, MD, USA?
There is no direct connection from Bristol to Chestertown. However, you can take the taxi to Waterbury, take the train to Bridgeport, walk to Bridgeport Amtrak Station, take the train to Aberdeen Amtrak Station, then take the taxi to Chestertown. Alternatively, you can take a bus from Riverside Ave @ Main St to Chestertown via Asylum St @ Bushnell Park, Hartford, New York, and Baltimore in around 9h 52m.
- Website
- aa.com
Flights from Bradley International Airport to Philadelphia International Airport
- Ave. Duration
- 1h 23m
- When
- Every day
- Estimated price
- $55–390
Flights from Bradley International Airport to Ronald Reagan Washington National Airport
- Ave. Duration
- 1h 36m
- When
- Every day
- Estimated price
- $75–480
- Website
- southwest.com
Flights from Bradley International Airport to Baltimore-Washington International Airport
- Ave. Duration
- 1h 22m
- When
- Every day
- Estimated price
- $55–370
- Website
- united.com
Flights from Bradley International Airport to Philadelphia International Airport via Washington Dulles
- Ave. Duration
- 3h 42m
- When
- Thursday
- Estimated price
- $80–470
- Phone
- +1 877.690.5114
- Website
- Metro North Railroad
Train from Waterbury to Bridgeport
- Ave. Duration
- 52 min
- Frequency
- Hourly
- Estimated price
- $11–18
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $11–13
- Peak
- $15–18
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Bridgeport Amtrak Station to Aberdeen Amtrak Station
- Ave. Duration
- 4h 6m
- Frequency
- Twice daily
- Estimated price
- $65–140
- Website
- Amtrak
Train from Hartford Amtrak Station to Aberdeen Amtrak Station
- Ave. Duration
- 5h 51m
- Frequency
- 5 times a week
- Estimated price
- $85–180
- Website
- Amtrak
Train from 30th Street Station to Aberdeen Amtrak Station
- Ave. Duration
- 46 min
- Frequency
- 4 times a day
- Estimated price
- $20–45
- Website
- Amtrak
Train from Washington Union Station to Edgewood
- Ave. Duration
- 1h 29m
- Frequency
- 5 times a day
- Estimated price
- $19–40
- Website
- Amtrak
- Phone
- 1-866-743-3682
- Website
- Maryland Transit
Train from Washington Union Station to Edgewood
- Ave. Duration
- 1h 38m
- Frequency
- 4 times a day
- Estimated price
- $2–13
- Website
- Maryland Transit
- Standard Fare
- $2–13
- Phone
- 1-800-343-9999
- Website
- Peter Pan
Bus from Hartford to New York
- Ave. Duration
- 2h 35m
- Frequency
- Every 2 hours
- Estimated price
- $24–65
- Website
- Peter Pan
Bus from New York to Baltimore
- Ave. Duration
- 3h 5m
- Frequency
- Hourly
- Estimated price
- $45–130
- Website
- Peter Pan
- Phone
- +1 860-525-9181
- Website
- CT Transit
Bus from N Main St @ Riverside Ave to Main St @ Atheneum Sq
- Ave. Duration
- 1h 6m
- Frequency
- Hourly
- Estimated price
- $2–4
- Website
- CT Transit
- Book at
- CT Transit Bookings
- Two-Hour Pass
- $2
- Two-Hour Pass express
- $3–4
Bus from N Main St @ Riverside Ave to Main St @ Atheneum Sq
- Ave. Duration
- 1h 6m
- Frequency
- Hourly
- Estimated price
- $2–4
- Website
- CT Transit
- Book at
- CT Transit Bookings
- Two-Hour Pass
- $2
- Two-Hour Pass express
- $3–4
- Phone
- +1 410-912-6000
- [email protected]
- Website
- BayRunner Shuttle
Bus from BWI-Thurgood Marshall Airport to Kent Island, MD
- Ave. Duration
- 45 min
- Frequency
- Every 4 hours
- Estimated price
- $60–90
- Schedules at
- BayRunner Shuttle
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Hartford Union Station to Port Authority Bus Terminal
- Ave. Duration
- 2h 45m
- Frequency
- Hourly
- Estimated price
- $17–35
- Website
- Greyhound
Bus from Port Authority Bus Terminal to Philadelphia Bus Station
- Ave. Duration
- 2h 10m
- Frequency
- Hourly
- Estimated price
- $21–45
- Website
- Greyhound
Bus from Philadelphia Bus Station to Aberdeen
- Ave. Duration
- 2h 35m
- Frequency
- Twice daily
- Estimated price
- $10–20
- Website
- Greyhound
- Ave. Duration
- 1h 12m
- Estimated price
- $80–150
Yellow Cab of Harford County
- Phone
- +1-443-456-3683
Yellow Cab of Harford County
- Phone
- +1-443-456-3683
Yellow Cab of Harford County
- Phone
- +1-443-456-3683
Yellow Cab of Harford County
- Phone
- +1-443-456-3683
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
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
Italian Lakes: Getting around by train
Read the travel guide



















