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How to get fromWindsor to Gloucesterby bus, train, train (Amtrak), or car

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There are 6 ways to get from Windsor to Gloucester by bus, train, train (Amtrak), or car

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, train

    best
    1. Take the bus from Hartford Union Station to Bostonbus bus Greyhound US0230 / ...
    2. Take the train from North Station to Gloucestertrain train Newburyport/Rockport Line
    5h 6m
    $25–48

  2. Line 32 bus, bus, train, line 9 bus

    cheapest
    1. Take the bus from Central St @ Broad St to Main St @ Gold Stbus bus 32 / ...
    2. Take the bus from Hartford Union Station to Bostonbus bus
    3. Take the bus from South Station to Chelseabus bus Sl3
    4. Take the train from Chelsea to Beverlytrain train
    5. Take the bus from Commuter Rail Station - Beverly to Commuter Rail Station - Gloucesterbus bus 9 / ...
    6h 6m
    $21–48

  3. Train

    1. Take the train from Springfield to Bostontrain train Lake Shore Limited
    2. Take the train from Chelsea to Gloucestertrain train Newburyport/Rockport Line
    6h 18m
    $42–93

  4. Drive 131.5 mi

    1. Drive from Windsor to Gloucestercar car 131.5 mi
    2h 38m
    $24–35

  5. Bus, train via Boston

    1. Take the bus from Hartford Union Station to South Stationbus bus New York
    2. Take the train from Chelsea to Gloucestertrain train Newburyport/Rockport Line
    5h 45m
    $29–69

  6. Train via New Haven

    1. Take the train from Windsor to New Haventrain train
    2. Take the train from New Haven to Bostontrain train
    3. Take the train from North Station to Gloucestertrain train
    6h 26m
    $56–693

Windsor to Gloucester by train, bus, foot, and subway

Calendar53Weekly Services
Duration5h 6mAverage Duration
Ticket$25Cheapest Price
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Questions & Answers

Map of how to get from Windsor to Gloucester.ExpandLaunch map view
  • Distance: 139.6 mi
  • Duration: 5h 6m

What companies run services between Windsor, CT, USA and Gloucester, MA, USA?

You can take a train from Windsor to Gloucester via Springfield, Boston, South Station, Chelsea, and Chelsea in around 6h 18m.

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Bus operators

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