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How to get fromBoston to Windhamby bus, car, train (Amtrak), plane, taxi, or bus (Greyhound)

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There are 7 ways to get from Boston to Windham by bus, car, train (Amtrak), plane, taxi, or bus (Greyhound)

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

  1. Bus, drive

    best
    1. Take the bus from Boston South Buses to New Londonbus bus Boston Logan Int. Airport / ...
    2. Drive from New London to Windhamcar car
    3h 16m
    $38–50

  2. Drive 121.3 mi

    cheapest
    1. Drive from Boston to Windhamcar car 121.3 mi
    3h 18m
    $23–32

  3. Train (Amtrak)

    1. Take the train from Boston to Springfieldtrain train Lake Shore Limited
    2. Take the train from Springfield to Bellows Falls Amtrak Stationtrain train Vermonter
    6h 24m
    $180–269

  4. Fly to Rutland - Southern Vermont Regional Airport, taxi

    1. Fly from Boston Logan Airport (BOS) to Rutland - Southern Vermont Regional Airport (RUT)plane plane BOS - RUT
    2. Take the taxi from Rutland - Southern Vermont Regional Airport (RUT) to Windhamtaxi taxi
    2h 11m
    $172–223

  5. Bus

    1. Take the bus from Boston South Buses to Dartmouth Collegebus bus Boston Logan Int. Airport / ...
    2. Take the bus from Webster Hall to I-91 Exit 6 Park & Ridebus bus 71
    5h 25m
    $167–216

  6. Bus via Greenfield (Greyhound)

    1. Take the bus from Boston to Greenfield John Olver Transit Ctrbus bus Greyhound US0256S
    2. Take the bus from Greenfield John Olver Transit Ctr to Bellows Falls Bus Stopbus bus Greyhound US0255s
    6h 47m
    $153–206

  7. Fly to Lebanon, drive

    1. Fly from Boston Logan Airport (BOS) to Lebanon (LEB)plane plane BOS - LEB
    2. Drive from Lebanon (LEB) to Windhamcar car
    2h 22m
    $84–115

Boston Logan Airport (BOS) to Rutland - Southern Vermont Regional Airport (RUT) flights

Calendar21Weekly Planes
Duration1h 20mAverage Duration
Ticket$81Cheapest Price
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Questions & Answers

Map of how to get from Boston to Windham.ExpandLaunch map view
  • Distance: 154 mi
  • Duration: 3h 16m

What companies run services between Boston, MA, USA and Windham, VT, USA?

You can take a train from Boston to Windham via Springfield and Bellows Falls Amtrak Station in around 6h 24m. Alternatively, you can take a bus from Boston South Buses to Windham via Webster Hall and I-91 Exit 6 Park & Ride in around 5h 25m.

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