There are 4 ways to get from Pittsfield to Winsted by bus (Greyhound), train, bus, car, or taxi
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Bus
best- Take the bus from Pittsfield to Springfield Union Station
- Take the bus from Springfield Union Station to Hartford Union Station
- Take the bus from Asylum St @ Union Pl to Park Pl @ NW CT Comm College926
4h 39m$26–42Drive 42.6 mi
cheapest- Drive from Pittsfield to Winsted42.6 mi
1h 13m$8–12Train, bus
- Take the train from Pittsfield Amtrak Station to Springfield
- Take the train from Springfield to Hartford Amtrak Station
- Take the bus from Asylum St @ Union Pl to Park Pl @ NW CT Comm College926
4h 50m$11–262Taxi
- Take the taxi from Pittsfield to Winsted42.6 mi
1h 13m$230–280
Pittsfield to Winsted by bus
Questions & Answers
The cheapest way to get from Pittsfield to Winsted is to drive which costs $7 - $12 and takes 1h 13m.
The fastest way to get from Pittsfield to Winsted is to drive which takes 1h 13m and costs $7 - $12.
No, there is no direct bus from Pittsfield to Winsted. However, there are services departing from Pittsfield and arriving at Park Pl @ NW CT Comm College via Springfield Union Station and Asylum St @ Union Pl. The journey, including transfers, takes approximately 4h 39m.
The distance between Pittsfield and Winsted is 105 miles. The road distance is 42.9 miles.
The best way to get from Pittsfield to Winsted without a car is to bus which takes 4h 39m and costs $26 - $45.
It takes approximately 4h 39m to get from Pittsfield to Winsted, including transfers.
Pittsfield to Winsted bus services, operated by Greyhound USA, depart from Pittsfield station.
Pittsfield to Winsted bus services, operated by Greyhound USA, arrive at Springfield Union Station.
Yes, the driving distance between Pittsfield to Winsted is 43 miles. It takes approximately 1h 13m to drive from Pittsfield to Winsted.
There are 29+ hotels available in Winsted.
What companies run services between Pittsfield, MA, USA and Winsted, CT, USA?
You can take a bus from Pittsfield to Park Pl @ NW CT Comm College via Springfield Union Station, Hartford, Union Station, and Asylum St @ Union Pl in around 4h 39m.
Transport is disrupted due to the Russia-Ukraine war. Read more
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Pittsfield Amtrak Station to Springfield
- Ave. Duration
- 1h 19m
- Frequency
- Once daily
- Estimated price
- $6–60
- Website
- https://www.amtrak.com/home.html
- Coach Seat - Advance Purchase
- $15–26
- Coach Seat short notice purchase
- $6–60
- Business - advance purchase
- $9–80
- Business Class
- $15–160
Train from Springfield to Hartford Amtrak Station
- Ave. Duration
- 32 min
- Frequency
- Every 4 hours
- Estimated price
- $7–10
- Website
- https://www.amtrak.com/home.html
Rome2Rio's guide to Amtrak Northeast Regional
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Springfield to Hartford Amtrak Station
- Ave. Duration
- 38 min
- Frequency
- Twice daily
- Estimated price
- $3–200
- Website
- https://www.amtrak.com/home.html
- Schedules at
- https://www.amtrak.com/northeast-regional-train
- Coach
- $3–200
- Business Class
- $40–230
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Pittsfield to Springfield Union Station
- Ave. Duration
- 1h 10m
- Frequency
- Once daily
- Estimated price
- $15–23
- Website
- https://www.greyhound.com/
Bus from Springfield Union Station to Hartford Union Station
- Ave. Duration
- 30 min
- Frequency
- 4 times a day
- Estimated price
- $10–15
- Website
- https://www.greyhound.com/
- Phone
- +1 860-525-9181
- Website
- cttransit.com
Bus from Asylum St @ Union Pl to Park Pl @ NW CT Comm College
- Ave. Duration
- 59 min
- Frequency
- 3 times a day
- Estimated price
- $2–5
- Website
- https://www.cttransit.com
- Book at
- https://buypasses.storesecured.com
- Two-Hour Pass
- $2
- Two-Hour Pass express
- $4–5
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