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How to get fromWestport to Annapolisby train (Amtrak), bus (Greyhound, Flixbus), car, train, plane, or bus

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There are 11 ways to get from Westport to Annapolis by train (Amtrak), bus (Greyhound, Flixbus), car, train, plane, or bus

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

  1. Train (Amtrak)

    best
    1. Take the train from Bridgeport Amtrak Station to Ny Moynihan Train Hall At Penn Stationtrain train Northeast Regional / ...
    2. Take the train from Ny Moynihan Train Hall At Penn Station to Baltimore Penn Stationtrain train Acela
    8h 7m
    $136–239

  2. Drive  253 mi

    cheapest
    1. Drive from Westport to Annapoliscar car 253 mi
    4h 57m
    $47–67

  3. Bus

    1. Take the bus from Bridgeport Bus Stop to Port Authority Bus Terminalbus bus Greyhound US0255s
    2. Take the bus from New York to Annapolisbus bus FlixBus 2601
    9h 17m
    $49–85

  4. Train to Laguardia Airport, fly to Ronald Reagan Washington National Airport, bus

    1. Take the train from South Norwalk to 125th Street - Harlemtrain train
    2. Fly from Laguardia Airport (LGA) to Ronald Reagan Washington National Airport (DCA)plane plane LGA - DCA
    3. Take the bus from Washington Union Station to Annapolisbus bus
    6h 48m
    $112–695

  5. Train, bus

    1. Take the train from Bridgeport Amtrak Station to Baltimore Penn Stationtrain train Northeast Regional / ...
    2. Take the bus from Patapsco Light Rail Station Bay 3 to West St & Church Cirbus bus 70
    8h 42m
    $136–220

  6. Train, bus via New York

    1. Take the train from Bridgeport Amtrak Station to Ny Moynihan Train Hall At Penn Stationtrain train
    2. Take the bus from New York to Baltimorebus bus
    3. Take the bus from Patapsco Light Rail Station Bay 3 to West St & Church Cirbus bus 70
    10h 33m
    $84–149

  7. Train to John F. Kennedy International Airport, fly to Ronald Reagan Washington National Airport, bus

    1. Take the train from South Norwalk to Grand Central Terminaltrain train
    2. Fly from John F. Kennedy International Airport (JFK) to Ronald Reagan Washington National Airport (DCA)plane plane JFK - DCA
    3. Take the bus from Washington Union Station to Annapolisbus bus
    7h 17m
    $938–1,856

  8. Train to Newark Liberty International Airport, fly to Ronald Reagan Washington National Airport, bus

    1. Take the train from Bridgeport Amtrak Station to Ny Moynihan Train Hall At Penn Stationtrain train
    2. Fly from Newark Liberty International Airport (EWR) to Ronald Reagan Washington National Airport (DCA)plane plane EWR - DCA
    3. Take the bus from Washington Union Station to Annapolisbus bus
    8h 7m
    $962–1,795

  9. Bus, train, line 971 bus to Westchester County Airport, fly to Ronald Reagan Washington National Airport

    1. Take the bus from Post Rd. West at Main St. to Burnell Blvd. at Norwalk Wheel Hubbus bus
    2. Take the train from South Norwalk to Stamfordtrain train
    3. Take the bus from Stamford Transportation Center @ Bay A to South Broadway @ Main Stbus bus
    4. Fly from Westchester County Airport (HPN) to Ronald Reagan Washington National Airport (DCA)plane plane HPN - DCA
    5. Take the bus from Washington Union Station to Annapolisbus bus
    8h 2m
    $142–886

  10. Train to Bradley International Airport, fly to Baltimore-Washington International Airport, bus

    1. Take the train from New Haven to Windsor Lockstrain train
    2. Fly from Bradley International Airport (BDL) to Baltimore-Washington International Airport (BWI)plane plane BDL - BWI
    3. Take the bus from Cromwell Light Rail Station Bay 2 to West St & Church Cirbus bus
    8h 40m
    $99–482

  11. Train, train to Long Island Mac Arthur Airport, fly to Baltimore-Washington International Airport, bus

    1. Take the train from South Norwalk to Grand Central Terminaltrain train
    2. Take the train from Grand Central Terminal to Jamaicatrain train
    3. Take the train from Jamaica to Central Isliptrain train
    4. Fly from Long Island Mac Arthur Airport (ISP) to Baltimore-Washington International Airport (BWI)plane plane ISP - BWI
    5. Take the bus from Cromwell Light Rail Station Bay 2 to West St & Church Cirbus bus
    8h 54m
    $102–532

Westport to Annapolis by bus, train, foot, and tram (Amtrak)

Calendar81Weekly Services
Duration8h 7mAverage Duration
Ticket$136Cheapest Price
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Comparing Your Travel Options

Map of how to get from Westport to Annapolis.ExpandLaunch map view
  • Distance: 285.4 mi
  • Duration: 8h 7m

What companies run services between Westport, CT, USA and Annapolis, MD, USA?

You can take a bus from Post Rd. East at Imperial Ave. to West St & Church Cir via State St. at Main St., Bridgeport Amtrak Station, Ny Moynihan Train Hall At Penn Station, Baltimore Penn Station, Mt. Royal / MICA, Glen Burnie, and Cromwell Light Rail Station Bay 2 in around 8h 7m. Alternatively, you can take a bus from Post Rd. East at Imperial Ave. to Annapolis via Bridgeport Bus Stop, Port Authority Bus Terminal, W 34 St/Dyer Av, W 34 St/12 Av, and New York in around 9h 17m.

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