What is the cheapest way to get from Pittsfield to Windsor?

The cheapest way to get from Pittsfield to Windsor is to drive which costs $12 - $18 and takes 1h 34m.

What is the fastest way to get from Pittsfield to Windsor?

The fastest way to get from Pittsfield to Windsor is to drive which takes 1h 34m and costs $12 - $18.

Is there a direct bus between Pittsfield and Windsor?

No, there is no direct bus from Pittsfield to Windsor station. However, there are services departing from Pittsfield ITC and arriving at Union Station Bay 10 via Academy of Music. The journey, including transfers, takes approximately 3h 43m.

Is there a direct train between Pittsfield and Windsor?

No, there is no direct train from Pittsfield station to Windsor. However, there are services departing from Pittsfield Amtrak Station and arriving at Windsor via Springfield. The journey, including transfers, takes approximately 2h 44m.

How far is it from Pittsfield to Windsor?

The distance between Pittsfield and Windsor is 71 miles. The road distance is 66.3 miles.

How do I travel from Pittsfield to Windsor without a car?

The best way to get from Pittsfield to Windsor without a car is to bus and train which takes 2h 35m and costs $13 - $28.

How long does it take to get from Pittsfield to Windsor?

It takes approximately 2h 35m to get from Pittsfield to Windsor, including transfers.

Where do I catch the Pittsfield to Windsor bus from?

Pittsfield to Windsor bus services, operated by Link413, depart from Pittsfield ITC station.

Where do I catch the Pittsfield to Windsor train from?

Pittsfield to Windsor train services, operated by Amtrak, depart from Pittsfield Amtrak Station.

Train or bus from Pittsfield to Windsor?

The best way to get from Pittsfield to Windsor is to train which takes 2h 44m and costs $23 - $50. Alternatively, you can bus, which costs and takes 3h 43m.

Where does the Pittsfield to Windsor bus arrive?

Pittsfield to Windsor bus services, operated by Link413, arrive at Academy of Music station.

Where does the Pittsfield to Windsor train arrive?

Pittsfield to Windsor train services, operated by Amtrak, arrive at Springfield station.

Can I drive from Pittsfield to Windsor?

Yes, the driving distance between Pittsfield to Windsor is 66 miles. It takes approximately 1h 34m to drive from Pittsfield to Windsor.

How do I get a train ticket from Pittsfield to Windsor?

Book your Pittsfield to Windsor train tickets online with Omio.

How do I get a bus ticket from Pittsfield to Windsor?

Book your Pittsfield to Windsor bus tickets online with Omio.

Where can I stay near Windsor?

There are 186+ hotels available in Windsor.

Pittsfield to Windsor - 4 ways to travel via train, bus, and car

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There are 4 ways to get from Pittsfield to Windsor 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.

Bus, train
best
1. Take the bus from Pittsfield to Springfield Union Stationbus Greyhound US0270s
2. Take the train from Springfield to Windsortrain Northeast Regional / ...
2h 35m
$14–28
Drive 65.9 mi
cheapest
1. Drive from Pittsfield to Windsorcar 65.9 mi
1h 34m
$12–18
Train (Amtrak)
1. Take the train from Pittsfield Amtrak Station to Springfieldtrain Lake Shore Limited
2. Take the train from Springfield to Windsortrain Northeast Regional / ...
2h 44m
$23–47
Bus
1. Take the bus from Pittsfield ITC to Academy of Musicbus 904
2. Take the bus from Academy of Music to Union Station Bay 10bus G73e
3h 43m

Pittsfield to Windsor by bus and train

7Weekly Services

2h 35mAverage Duration

$14Cheapest Price

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Questions & Answers

Map of how to get from Pittsfield to Windsor.

Launch map view

Distance: 70.7 mi
Duration: 2h 35m

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

You can take a train from Pittsfield Amtrak Station to Windsor via Springfield in around 2h 44m. Alternatively, you can take a bus from Pittsfield ITC to Windsor via Academy of Music, Union Station Bay 10, and Springfield in around 3h 43m.

Train operators

Bus operators

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