There are 8 ways to get from Annapolis to Westport by bus, train, bus (Flixbus, Greyhound), car, plane, or train (Amtrak)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Bus, train
best- Take the bus from West St & Church Cir to Patapsco Light Rail Station Bay 3bus 70
- Take the train from Baltimore Penn Station to Stamford Amtrak Stationtrain Acela
7h 47m$77–164Drive 252.3 mi
cheapest- Drive from Annapolis to Westportcar 252.3 mi
4h 55m$46–67Bus
- Take the bus from Annapolis to New Yorkbus FlixBus 2601
- Take the bus from Port Authority Bus Terminal to Bridgeport Bus Stopbus Greyhound US0255s
8h 18m$55–95Bus to Ronald Reagan Washington National Airport, fly to Laguardia Airport, train
- Take the bus from WEST ST & CALVERT ST fs wb to INDEPENDENCE AVE & 4TH ST SW wbbus
- Fly from Ronald Reagan Washington National Airport (DCA) to Laguardia Airport (LGA)plane DCA - LGA
- Take the train from 125th Street - Harlem to Darientrain
6h 59m$116–736Train (Amtrak)
- Take the train from Baltimore Penn Station to Ny Moynihan Train Hall At Penn Stationtrain Acela
- Take the train from Ny Moynihan Train Hall At Penn Station to Bridgeport Amtrak Stationtrain Northeast Regional / ...
7h 57m$85–171Bus to Ronald Reagan Washington National Airport, fly to John F. Kennedy International Airport, train
- Take the bus from WEST ST & CALVERT ST fs wb to INDEPENDENCE AVE & 4TH ST SW wbbus
- Fly from Ronald Reagan Washington National Airport (DCA) to John F. Kennedy International Airport (JFK)plane DCA - JFK
- Take the train from Grand Central Terminal to Darientrain
7h 4m$933–2,547Bus to Ronald Reagan Washington National Airport, fly to Westchester County Airport, line 971 bus, line 341 bus
- Take the bus from WEST ST & CALVERT ST fs wb to INDEPENDENCE AVE & 4TH ST SW wbbus
- Fly from Ronald Reagan Washington National Airport (DCA) to Westchester County Airport (HPN)plane DCA - HPN
- Take the bus from Main St @ South Broadway to Main St @ Atlantic Stbus
- Take the bus from Atlantic St @ Veterans Park to Belden Ave @ opp Burnell Blvdbus
8h 15m$106–668Line 70 bus to Baltimore-Washington International Airport, fly to Bradley International Airport, train, bus
- Take the bus from COLLEGE AVE & BLADEN ST eb to Cromwell Light Rail Station Bay 1bus
- Fly from Baltimore-Washington International Airport (BWI) to Bradley International Airport (BDL)plane BWI - BDL
- Take the train from Windsor Locks to New Haventrain
- Take the train from New Haven to Bridgeporttrain
- Take the bus from Water St. at John St. to Post Rd. West at Myrtle Ave.bus
8h 6m$84–411
Annapolis to Westport by bus, tram, foot, and train
Questions & Answers
The cheapest way to get from Annapolis to Westport is to drive which costs $45 - $70 and takes 4h 55m.
The fastest way to get from Annapolis to Westport is to drive which takes 4h 55m and costs $45 - $70.
No, there is no direct bus from Annapolis to Westport. However, there are services departing from Annapolis and arriving at Post Rd. West at Myrtle Ave. via W 34 St/12 Av, Port Authority Bus Terminal and Bridgeport Transportation Center. The journey, including transfers, takes approximately 8h 18m.
No, there is no direct train from Annapolis to Westport station. However, there are services departing from Glen Burnie and arriving at Bridgeport Amtrak Station via Baltimore Penn Station and Ny Moynihan Train Hall At Penn Station. The journey, including transfers, takes approximately 7h 57m.
The distance between Annapolis and Westport is 273 miles. The road distance is 253.7 miles.
The best way to get from Annapolis to Westport without a car is to bus and train which takes 7h 47m and costs $75 - $170.
It takes approximately 7h 47m to get from Annapolis to Westport, including transfers.
Annapolis to Westport bus services, operated by Flixbus USA, depart from Annapolis station.
Annapolis to Westport train services, operated by Amtrak Acela, depart from Baltimore Penn Station.
The best way to get from Annapolis to Westport is to bus which takes 8h 18m and costs $55 - $95. Alternatively, you can train, which costs $85 - $180 and takes 7h 57m.
What companies run services between Annapolis, MD, USA and Westport, CT, USA?
You can take a bus from Annapolis to Post Rd. West at Myrtle Ave. via New York, W 34 St/12 Av, W 34 St/10 Av, Port Authority Bus Terminal, and Bridgeport Transportation Center in around 8h 18m. Alternatively, you can take a bus from COLLEGE AVE & BLADEN ST eb to Post Rd. West at Myrtle Ave. via Cromwell Light Rail Station Bay 1, Glen Burnie, Mt. Royal / MICA, Baltimore Penn Station, Ny Moynihan Train Hall At Penn Station, Bridgeport Amtrak Station, and Water St. at John St. in around 7h 57m.
- Website
- aa.com
Flights from Ronald Reagan Washington National Airport to Laguardia Airport
- Ave. Duration
- 1h 27m
- When
- Every day
- Estimated price
- $95–700
Flights from Ronald Reagan Washington National Airport to John F. Kennedy International Airport
- Ave. Duration
- 1h 35m
- When
- Every day
- Estimated price
- $55–390
Flights from Ronald Reagan Washington National Airport to Westchester County Airport
- Ave. Duration
- 1h 27m
- When
- Every day
- Estimated price
- $95–650
- Website
- southwest.com
Flights from Baltimore-Washington International Airport to Bradley International Airport
- Ave. Duration
- 1h 15m
- When
- Every day
- Estimated price
- $55–350
- Website
- delta.com
Flights from Ronald Reagan Washington National Airport to Laguardia Airport
- Ave. Duration
- 1h 17m
- When
- Every day
- Estimated price
- $95–700
Flights from Ronald Reagan Washington National Airport to John F. Kennedy International Airport
- Ave. Duration
- 1h 26m
- When
- Every day
- Estimated price
- $55–390
- Website
- jetblue.com
Flights from Ronald Reagan Washington National Airport to John F. Kennedy International Airport
- Ave. Duration
- 1h 9m
- When
- Every day
- Estimated price
- $55–390
Flights from Ronald Reagan Washington National Airport to Westchester County Airport via Nantucket
- Ave. Duration
- 3h 35m
- When
- Every day
- Estimated price
- $150–850
Rome2Rio's guide to Amtrak Acela
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Baltimore Penn Station to Stamford Amtrak Station
- Ave. Duration
- 3h 23m
- Frequency
- 3 times a day
- Estimated price
- $50–750
- Schedules at
- https://www.amtrak.com/acela-train
- Website
- https://www.amtrak.com/home.html
- Business Class
- $50–490
- First Class
- $190–750
Train from Baltimore Penn Station to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 2h 28m
- Frequency
- Every 2 hours
- Estimated price
- $40–700
- Schedules at
- https://www.amtrak.com/acela-train
- Website
- https://www.amtrak.com/home.html
- Business Class
- $40–480
- First Class
- $180–700
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Baltimore Penn Station to Stamford Amtrak Station
- Ave. Duration
- 7h 42m
- Frequency
- Every 2 hours
- Estimated price
- $70–150
- Website
- https://www.amtrak.com/home.html
Train from Baltimore Penn Station to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 3h 21m
- Frequency
- Hourly
- Estimated price
- $60–120
- Website
- https://www.amtrak.com/home.html
Train from Ny Moynihan Train Hall At Penn Station to Bridgeport Amtrak Station
- Ave. Duration
- 1h 20m
- Frequency
- Hourly
- Estimated price
- $19–40
- Website
- https://www.amtrak.com/home.html
Train from Windsor Locks to New Haven
- Ave. Duration
- 1h 3m
- Frequency
- Every 3 hours
- Estimated price
- $15–35
- Website
- https://www.amtrak.com/home.html
Train from New Haven to Bridgeport
- Ave. Duration
- 21 min
- Frequency
- Every 2 hours
- Estimated price
- $5–11
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 877.690.5114
- Website
- mta.info
Train from 125th Street - Harlem to Darien
- Ave. Duration
- 50 min
- Frequency
- Every 30 minutes
- Estimated price
- $11–18
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $11–13
- Peak
- $16–18
Train from Grand Central Terminal to Darien
- Ave. Duration
- 1h
- Frequency
- Every 30 minutes
- Estimated price
- $12–19
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $12–14
- Peak
- $17–19
Train from New Haven to Bridgeport
- Ave. Duration
- 26 min
- Frequency
- Every 30 minutes
- Estimated price
- $8–13
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $8–9
- Peak
- $11–13
- Phone
- 1-866-743-3682
- Website
- mta.maryland.gov
Bus from West St & Church Cir to Patapsco Light Rail Station Bay 3
- Ave. Duration
- 1h 16m
- Frequency
- Hourly
- Estimated price
- $2
- Website
- https://www.mta.maryland.gov
Bus from WEST ST & CALVERT ST fs wb to INDEPENDENCE AVE & 4TH ST SW wb
- Ave. Duration
- 1h 13m
- Frequency
- Twice daily
- Estimated price
- $2
- Website
- https://www.mta.maryland.gov
Bus from WEST ST & CALVERT ST fs wb to INDEPENDENCE AVE & 4TH ST SW wb
- Ave. Duration
- 1h 13m
- Frequency
- Twice daily
- Estimated price
- $2
- Website
- https://www.mta.maryland.gov
Bus from WEST ST & CALVERT ST fs wb to INDEPENDENCE AVE & 4TH ST SW wb
- Ave. Duration
- 1h 13m
- Frequency
- Twice daily
- Estimated price
- $2
- Website
- https://www.mta.maryland.gov
Bus from COLLEGE AVE & BLADEN ST eb to Cromwell Light Rail Station Bay 1
- Ave. Duration
- 52 min
- Frequency
- Hourly
- Estimated price
- $2
- Website
- https://www.mta.maryland.gov
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from Annapolis to New York
- Ave. Duration
- 3h 50m
- Frequency
- 3 times a week
- Estimated price
- $40–70
- Schedules at
- flixbus.com
- Website
- greyhound.com
Bus from Port Authority Bus Terminal to Bridgeport Bus Stop
- Ave. Duration
- 2h
- Frequency
- Once daily
- Schedules at
- greyhound.com
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- 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
- $9–18
- Website
- https://www.greyhound.com/
- Phone
- +1 860-525-9181
- Website
- cttransit.com
Bus from Main St @ South Broadway to Main St @ Atlantic St
- Ave. Duration
- 28 min
- Frequency
- Hourly
- Estimated price
- $2–4
- Website
- https://www.cttransit.com
- Book at
- https://buypasses.storesecured.com
- Two-Hour Pass
- $2
- Two-Hour Pass express
- $3–4
Bus from Atlantic St @ Veterans Park to Belden Ave @ opp Burnell Blvd
- Ave. Duration
- 39 min
- Frequency
- Hourly
- Estimated price
- $2–4
- Website
- https://www.cttransit.com
- Book at
- https://buypasses.storesecured.com
- Two-Hour Pass
- $2
- Two-Hour Pass express
- $3–4
- Phone
- +1 203-333-3031
- [email protected]
- Website
- gogbt.com
Bus from Water St. at John St. to Post Rd. West at Myrtle Ave.
- Ave. Duration
- 35 min
- Frequency
- Hourly
- Estimated price
- $1–2
- Website
- https://gogbt.com/
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More Questions & Answers
Annapolis to Westport bus services, operated by Flixbus USA, arrive at New York station.
Annapolis to Westport train services, operated by Amtrak Acela, arrive at Ny Moynihan Train Hall At Penn Station.
Yes, the driving distance between Annapolis to Westport is 254 miles. It takes approximately 4h 55m to drive from Annapolis to Westport.
There are 211+ hotels available in Westport.













