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How to get fromWestchester County to Middletownby train, bus (Greyhound), car, or bus

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There are 6 ways to get from Westchester County to Middletown by train, 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. Train

    best
    1. Take the train from Chappaqua to 125th Street - Harlemtrain train Harlem
    2. Take the train from 125th Street - Harlem to New Haventrain train New Haven
    4h 42m
    $84–122

  2. Drive 79.1 mi

    cheapest
    1. Drive from Westchester County to Middletowncar car 79.1 mi
    1h 33m
    $15–21

  3. Line 6 bus, line 971 bus, bus, line 55 bus

    1. Take the bus from Bedford Rd @ Broadway to N Broadway @ Main Stbus bus 6
    2. Take the bus from Main St @ South Broadway to Stamford Transportation Center @ Bay Abus bus 971
    3. Take the bus from Stamford Bus Stop to Hartford Union Stationbus bus
    4. Take the bus from Main St @ Gold St to Main St @ opp Ferry Stbus bus 55
    6h 22m
    $16–34

  4. Train, bus

    1. Take the train from Stamford Amtrak Station to Old Saybrook Amtrak Stationtrain train Northeast Regional
    2. Take the bus from Stage Rd & Rt 1 to Downtown Terminalbus bus 644
    5h 38m
    $32–67

  5. Train, bus via New Haven

    1. Take the train from Stamford to New Haventrain train
    2. Take the train from New Haven to Old Saybrook Amtrak Stationtrain train
    3. Take the bus from Stage Rd & Rt 1 to Downtown Terminalbus bus 644
    5h 57m
    $25–625

  6. Train, bus via New Haven #2

    1. Take the train from Stamford to New Haventrain train New Haven
    2. Take the bus from Union Ave @ New Haven Union Station to Pearl St @ Trumbull Stbus bus 950
    6h 55m
    $19–625

Westchester County to Middletown by bus and foot

Calendar7Weekly Services
Duration6h 22mAverage Duration
Ticket$16Cheapest Price
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Questions & Answers

Map of how to get from Westchester County to Middletown.ExpandLaunch map view
  • Distance: 123.8 mi
  • Duration: 4h 42m

What companies run services between Westchester County, NY, USA and Middletown, CT, USA?

You can take a train from Chappaqua to Middletown via 125th Street - Harlem, New Haven, and Meriden in around 4h 42m. Alternatively, you can take a bus from Bedford Rd @ Broadway to Main St @ opp Ferry St via Main St @ South Broadway, Stamford Transportation Center @ Bay A, Stamford Bus Stop, Hartford Union Station, and Main St @ Gold St in around 6h 22m.

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Bus operators

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