There are 5 ways to get from Boston to Windsor by plane, bus, taxi, 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.
Fly to Lebanon
best- Fly from Boston Logan Airport (BOS) to Lebanon (LEB)plane BOS - LEB
1h 25m$181–223Drive 122.3 mi
cheapest- Drive from Boston to Windsorcar 122.3 mi
2h 35m$23–33Bus, taxi
- Take the bus from Boston South Buses to New Londonbus Boston Logan Int. Airport / ...
- Take the taxi from New London to Windsortaxi
2h 32m$209–256Train (Amtrak)
- Take the train from Boston to Springfieldtrain Lake Shore Limited
- Take the train from Springfield to Windsor Stationtrain Vermonter
6h 12m$67–140Fly 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-Airport-RUT to Windsortaxi
2h 29m$354–433
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 $180 - $230.
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 and taxi which takes 2h 32m and costs $200 - $260.
It takes approximately 1h 25m to get from Boston to Windsor, including transfers.
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 $180 - $230. Alternatively, you can train, which costs $65 - $140 and takes 6h 12m.
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.
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, you can take a train from Boston to Windsor Station via Springfield in around 6h 12m.
- Website
- capeair.com
Flights from Boston Logan Airport to Lebanon
- Ave. Duration
- 1h 5m
- When
- Every day
- Estimated price
- $80–110
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.com
Train from Boston to Springfield
- Ave. Duration
- 2h 31m
- Frequency
- Once daily
- Estimated price
- $30–65
- Website
- https://www.amtrak.com/home.html
Train from Springfield to Windsor Station
- Ave. Duration
- 2h 41m
- Frequency
- Once daily
- Estimated price
- $35–75
- Website
- https://www.amtrak.com/home.html
- Phone
- +1-800-637-0123
- [email protected]
- Website
- dartmouthcoach.com
Bus from Boston South Buses to New London
- Ave. Duration
- 1h 45m
- Frequency
- Every 2 hours
- Estimated price
- $29–40
- Schedules at
- dartmouthcoach.com
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
Travelling to the US: What do I need to know?
Read the travel guide
Why you should take the train in the US
Read the travel guide
More Questions & Answers
Book your Boston to Windsor train tickets online with Omio.
There are 98+ hotels available in Windsor.