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How to get fromChester to Portlandby taxi, plane, bus, train, train (Amtrak), car, bus (Amtrak), or bus (Greyhound, Amtrak)

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There are 8 ways to get from Chester to Portland by taxi, plane, bus, train, train (Amtrak), car, bus (Amtrak), or bus (Greyhound, Amtrak)

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

  1. Taxi to Rutland - Southern Vermont Regional Airport, fly, bus

    best
    1. Take the taxi from Chester to Rutland - Southern Vermont Regional Airport (RUT)taxi taxi
    2. Fly from Rutland - Southern Vermont Regional Airport (RUT) to Boston Logan Airport (BOS)plane plane RUT - BOS
    3. Take the bus from Logan International Airport to Portland, MEbus bus
    4h 54m
    $311–387

  2. Drive 155.1 mi

    cheapest
    1. Drive from Chester to Portlandcar car 155.1 mi
    3h 51m
    $29–41

  3. Bus, train via Boston

    1. Take the bus from Chester Town Hall to Bellows Falls Amtrak Stationbus bus 57
    2. Take the train from Bellows Falls Amtrak Station to Springfieldtrain train
    3. Take the bus from Springfield Union Station to Bostonbus bus
    4. Take the bus from Boston, MA - South Station to Portland, MEbus bus
    9h 1m
    $60–126

  4. Train (Amtrak)

    1. Take the train from Bellows Falls Amtrak Station to Springfieldtrain train
    2. Take the train from Springfield to Bostontrain train
    3. Take the train from Boston to Portlandtrain train
    9h 26m
    $178–302

  5. Taxi to Lebanon, fly, bus

    1. Take the taxi from Chester to Lebanon (LEB)taxi taxi
    2. Fly from Lebanon (LEB) to Boston Logan Airport (BOS)plane plane LEB - BOS
    3. Take the bus from Logan International Airport to Portland, MEbus bus
    4h 59m
    $344–416

  6. Bus

    1. Take the bus from I-91 Exit 6 Park & Ride to Webster Hallbus bus 71
    2. Take the bus from Dartmouth College to Boston South Busesbus bus
    3. Take the bus from Boston, MA - South Station to Portland, MEbus bus
    9h 3m
    $56–95

  7. Bus, train

    1. Take the bus from Chester Town Hall to Bellows Falls Amtrak Stationbus bus 57
    2. Take the train from Bellows Falls Amtrak Station to Springfieldtrain train
    3. Take the bus from Springfield Union Station to City of Portlandbus bus
    9h 17m
    $56–110

  8. Bus via Greenfield

    1. Take the bus from Chester Town Hall to Bellows Falls Amtrak Stationbus bus 57
    2. Take the bus from Bellows Falls Bus Stop to Greenfield John Olver Transit Ctrbus bus
    3. Take the bus from Greenfield John Olver Transit Ctr to Bostonbus bus
    4. Take the bus from Boston, MA - South Station to Portland, MEbus bus
    10h 16m
    $46–98

Chester to Portland by bus and train

Calendar5Weekly Services
Duration9h 1mAverage Duration
Ticket$60Cheapest Price
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Questions & Answers

Map of how to get from Chester to Portland.ExpandLaunch map view
  • Distance: 264.2 mi
  • Duration: 4h 54m

What companies run services between Chester, VT, USA and Portland, ME, USA?

You can take a vehicle from Chester to Portland via Bellows Falls Amtrak Station, Springfield, Boston, Back Bay, North Station, and Boston in around 9h 26m. Alternatively, you can take a bus from Chester Town Hall to Portland, ME via I-91 Exit 6 Park & Ride, Dartmouth College, Boston South Buses, and Boston, MA - South Station in around 9h 3m.

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