Rome2Rio

How to get fromGreat Barrington to Windsorby bus, train, or car

Find Transport to Windsor

See all options

There are 3 ways to get from Great Barrington to Windsor by bus, train, 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. Line 21 bus, bus, train

    best
    1. Take the bus from Railroad St North to Lee Premium Outletsbus bus 21
    2. Take the bus from Lee to Springfieldbus bus
    3. Take the train from Springfield to Windsortrain train
    3h 53m
    $16–37

  2. Drive 52.6 mi

    cheapest
    1. Drive from Great Barrington to Windsorcar car 52.6 mi
    1h 31m
    $10–14

  3. Line 921 bus, train

    1. Take the bus from Great Barrington Fire Department to Intermodal Centerbus bus 921
    2. Take the train from Pittsfield Amtrak Station to Springfieldtrain train Lake Shore Limited
    4h 34m
    $24–50

Great Barrington to Windsor by bus and train

Calendar4Weekly Services
Duration3h 53mAverage Duration
Ticket$16Cheapest Price
See schedules

Questions & Answers

Map of how to get from Great Barrington to Windsor.ExpandLaunch map view
  • Distance: 74.9 mi
  • Duration: 3h 53m

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

There is no direct connection from Great Barrington to Windsor. However, you can take the line 21 bus to Lee Premium Outlets, walk to Lee, take the bus to Springfield, walk to Springfield, then take the train to Windsor. Alternatively, you can take a bus from Great Barrington Fire Department to Windsor via Intermodal Center, Pittsfield Amtrak Station, and Springfield in around 4h 34m.

Train operators
Bus operators

Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

Related travel guides