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How to get fromBrewster to Chappaquaby plane, train, train (Amtrak), bus (Greyhound), car, or bus

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There are 7 ways to get from Brewster to Chappaqua by plane, train, train (Amtrak), bus (Greyhound), car, 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. Fly to John F. Kennedy International Airport, train

    best
    1. Fly from Barnstable Municipal Airport (HYA) to John F. Kennedy International Airport (JFK)plane plane HYA - JFK
    2. Take the train from Grand Central Terminal to Chappaquatrain train
    3h 13m
    $429–750

  2. Drive 236 mi

    cheapest
    1. Drive from Brewster to Chappaquacar car 236 mi
    4h 56m
    $44–63

  3. Train

    1. Take the train from Hyannis to South Stationtrain train
    2. Take the train from Boston to Stamford Amtrak Stationtrain train
    3. Take the train from Stamford to 125th Street - Harlemtrain train
    4. Take the train from 125th Street - Harlem to Chappaquatrain train
    8h 44m
    $122–817

  4. Bus

    1. Take the bus from Hyannis to Bostonbus bus Bz 0947 / ...
    2. Take the bus from Boston to Stamford Bus Stopbus bus Greyhound US0240
    11h 25m
    $57–116

  5. Fly to Laguardia Airport, train

    1. Fly from Barnstable Municipal Airport (HYA) to Laguardia Airport (LGA)plane plane HYA - LGA
    2. Take the train from 125th Street - Harlem to Chappaquatrain train
    3h 30m
    $132–539

  6. Fly to Westchester County Airport

    1. Fly from Barnstable Municipal Airport (HYA) to Westchester County Airport (HPN)plane plane HYA - HPN
    4h 58m
    $363–1,378

  7. Bus, train

    1. Take the bus from Hyannis Transportation Center to Boston South Stationbus bus Hyannis
    2. Take the train from Boston to Stamford Amtrak Stationtrain train Northeast Regional
    10h 15m
    $73–761

Brewster to Chappaqua by bus and train

Calendar14Weekly Services
Duration11h 25mAverage Duration
Ticket$57Cheapest Price
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Questions & Answers

Map of how to get from Brewster to Chappaqua.ExpandLaunch map view
  • Distance: 258.4 mi
  • Duration: 3h 13m

What companies run services between Brewster, MA, USA and Chappaqua, NY, USA?

You can take a vehicle from Brewster to Chappaqua via Hyannis, South Station, Boston, Stamford Amtrak Station, Stamford, and 125th Street - Harlem in around 8h 44m. Alternatively, you can take a bus from Brewster Senior Housing/COA to Chappaqua via Star Market, Harwich Port, Hyannis Transportation Center, Hyannis, Boston, Stamford Bus Stop, Stamford Transportation Center @ Bay A, White Plains Transportation Center, and White Plains in around 11h 25m.

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