There are 5 ways to get from Boston to Windsor by plane, bus, train (Amtrak), 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.
Fly to Lebanon
best- Fly from Boston Logan Airport (BOS) to Lebanon (LEB)plane BOS - LEB
1h 25m$174–218Drive 122.3 mi
cheapest- Drive from Boston to Windsorcar 122.3 mi
2h 35m$23–33Bus
- Take the bus from Boston South Buses to Lebanonbus Boston Logan Int. Airport / ...
2h 37m$156–194Train (Amtrak)
- Take the train from Boston to Springfieldtrain Lake Shore Limited
- Take the train from Springfield to Windsor Stationtrain Vermonter
6h 12m$56–123Fly to Rutland - Southern Vermont Regional Airport, taxi
- Fly from Boston Logan Airport (BOS) to Rutland - Southern Vermont Regional Airport (RUT)plane BOS - RUT
- Take the taxi from Rutland - Southern Vermont Regional Airport (RUT) to Windsortaxi
2h 29m$352–433
Boston to Windsor by train (Amtrak)
Questions & Answers
The cheapest way to get from Boston to Windsor is to drive which costs $22 - $35 and takes 2h 35m.
The fastest way to get from Boston to Windsor is to fly which takes 1h 25m and costs $170 - $220.
No, there is no direct bus from Boston to Windsor. However, there are services departing from Boston South Buses and arriving at Lebanon via . The journey, including transfers, takes approximately 2h 37m.
No, there is no direct train from Boston to Windsor station. However, there are services departing from Boston and arriving at Windsor Station via Springfield. The journey, including transfers, takes approximately 6h 12m.
The distance between Boston and Windsor is 125 miles. The road distance is 123.1 miles.
The best way to get from Boston to Windsor without a car is to bus which takes 2h 37m and costs $150 - $200.
It takes approximately 1h 25m to get from Boston to Windsor, including transfers.
Boston to Windsor bus services, operated by Dartmouth Coach, depart from Boston South Buses station.
Boston to Windsor train services, operated by Amtrak, depart from Boston station.
The best way to get from Boston to Windsor is to fly which takes 1h 25m and costs $170 - $220. Alternatively, you can bus, which costs $150 - $200 and takes 2h 37m, you could also train, which costs $55 - $130 and takes 6h 12m.
What companies run services between Boston, MA, USA and Windsor, VT, USA?
Cape Air flies from Boston Logan Airport (BOS) to Lebanon (LEB) 4 times a day. Alternatively, Dartmouth Coach operates a bus from Boston South Buses to Lebanon every 2 hours. Tickets cost $35–45 and the journey takes 2h 15m.
- Website
- capeair.com
Flights from Boston Logan Airport to Lebanon
- Ave. Duration
- 1h 5m
- When
- Every day
- Estimated price
- $70–100
Flights from Boston Logan Airport to Rutland - Southern Vermont Regional Airport
- Ave. Duration
- 1h 20m
- When
- Every day
- Estimated price
- $80–110
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Boston to Springfield
- Ave. Duration
- 2h 31m
- Frequency
- Once daily
- Estimated price
- $26–60
- Website
- Amtrak
Train from Springfield to Windsor Station
- Ave. Duration
- 2h 41m
- Frequency
- Once daily
- Estimated price
- $29–65
- Website
- Amtrak
- Phone
- +1-800-637-0123
- [email protected]
- Website
- Dartmouth Coach
Bus from Boston South Buses to Lebanon
- Ave. Duration
- 2h 15m
- Frequency
- Every 2 hours
- Estimated price
- $35–45
- Schedules at
- Dartmouth Coach
- Ave. Duration
- 1h 9m
- Estimated price
- $270–330
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More Questions & Answers
Boston to Windsor bus services, operated by Dartmouth Coach, arrive at Lebanon station.
Boston to Windsor train services, operated by Amtrak, arrive at Springfield station.
Yes, the driving distance between Boston to Windsor is 123 miles. It takes approximately 2h 35m to drive from Boston to Windsor.
Book your Boston to Windsor train tickets online with Omio.
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