There are 3 ways to get from Winchester to Lenox by train (Amtrak), bus (Greyhound), 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.
Winchester to Lenox by train, subway, and bus (Amtrak)
Questions & Answers
The cheapest way to get from Winchester to Lenox is to drive which costs $23 - $35 and takes 2h 26m.
The fastest way to get from Winchester to Lenox is to drive which takes 2h 26m and costs $23 - $35.
No, there is no direct bus from Winchester to Lenox. However, there are services departing from Laraway Rd @ Winchester Ctr and arriving at Lenox via City Hall Mall @ Salem St - Medford City Hall, Boston and Intermodal Center. The journey, including transfers, takes approximately 7h 37m.
No, there is no direct train from Winchester to Lenox station. However, there are services departing from Winchester Center and arriving at Pittsfield Amtrak Station via North Station and Boston. The journey, including transfers, takes approximately 6h 25m.
The distance between Winchester and Lenox is 167 miles. The road distance is 130.8 miles.
The best way to get from Winchester to Lenox without a car is to train which takes 6h 25m and costs $50 - $120.
It takes approximately 6h 25m to get from Winchester to Lenox, including transfers.
Winchester to Lenox bus services, operated by Greyhound USA, depart from Boston station.
Winchester to Lenox train services, operated by Amtrak, depart from Boston station.
The best way to get from Winchester to Lenox is to train which takes 6h 25m and costs $50 - $120. Alternatively, you can bus, which costs $25 - $60 and takes 7h 37m.
What companies run services between Winchester, MA, USA and Lenox, MA, USA?
Amtrak operates a train from Boston to Pittsfield Amtrak Station once daily. Tickets cost $45–100 and the journey takes 3h 45m. Alternatively, Greyhound USA operates a bus from Boston to Pittsfield once daily. Tickets cost $22–45 and the journey takes 3h 45m.
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Boston to Pittsfield Amtrak Station
- Ave. Duration
- 3h 45m
- Frequency
- Once daily
- Estimated price
- $45–100
- Website
- https://www.amtrak.com/home.html
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- greyhound.com
Bus from Boston to Pittsfield
- Ave. Duration
- 3h 45m
- Frequency
- Once daily
- Estimated price
- $22–45
- Website
- https://www.greyhound.com/
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More Questions & Answers
Winchester to Lenox bus services, operated by Greyhound USA, arrive at Pittsfield station.
Winchester to Lenox train services, operated by Amtrak, arrive at Pittsfield Amtrak Station.
Yes, the driving distance between Winchester to Lenox is 131 miles. It takes approximately 2h 26m to drive from Winchester to Lenox.
There are 204+ hotels available in Lenox.





