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Windsor, CT, USA to Boston, MA, USA from $5: 5 ways by bus, train, flight or car

Compare Travel Options and Prices

from
Windsor, United States of America
to
Boston, United States of America

How to Get from Windsor to Boston: Cheapest, Fastest and Best Way

1Map provides directions to cities, towns, landmarks, attractions, and addresses worldwide, offering thousands of multi-modal routes to easily get you from point A to point B.

$5 by trainBest price
166 kmDistance
1h 48m Fastest

Compare Train, Bus, Flight, and Driving Options

Get detailed, step-by-step directions below for your trip from Windsor to Boston with 1Map travel planner. Easily compare ticket prices, explore various transport options, and find the best routes for a seamless and cost-effective travel experience.

Company
Greyhound
Bus
Average Duration
2h  39m
Estimated price
$5-248
Recommended
Company
Lake Shore Limited
Train
Average Duration
4h 
Estimated price
$5-279
Cheapest
route map
Distance: 166 km
Duration: 1h 48m

See more options

Company
OurBus
Bus
Average Duration
3h  35m
Estimated price
$9-56
Company
Various
Drive
Average Duration
1h  48m
Estimated price
$18-27
Company
Amtrak via New Haven
Train
Average Duration
3h  42m
Estimated price
$28-641
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Traveling From Windsor to Boston

The journey from Windsor to Boston offers a striking contrast between Windsor's laid-back charm and Boston's vibrant, bustling atmosphere.

Best Neighborhoods in Boston

Boston's neighborhoods offer a blend of history, culture, and modern charm.

North End
• Renowned for its authentic Italian cuisine.
• Rich history dating back to early colonial days.
Back Bay
• Famous for its Victorian brownstones and upscale shopping.
• Home to the beautiful Boston Public Library.
South End
• Vibrant art scene with diverse galleries.
• Trendy restaurants and unique boutiques abound.

Best Times To Visit Boston's Attractions

Planning your visits around peak times can enhance your Boston experience.

Freedom Trail
Visit early in the morning or late afternoon to enjoy fewer crowds.
Fenway Park
Catch a weekday game for a more relaxed atmosphere.
Museum of Fine Arts
Visit on Wednesdays for extended evening hours and decreased foot traffic.

Boston Weather: What to Expect Year-Round

Boston experiences a varied climate with warm summers and cold, snowy winters, influencing when visitors might enjoy outdoor activities. Late spring and early fall offer the most pleasant weather, ideal for exploring the city.

Dining Recommendation

While in Boston, don’t miss out on sampling clam chowder at a local seafood restaurant, where the creamy richness and fresh clams perfectly showcase the Atlantic’s bounty. This dining experience, filled with bustling energy and local flavors, starkly contrasts with Windsor's more casual culinary scene.

Windsor - Boston operators

Explore transport companies operating between Windsor and Boston, with prices starting at . These companies offer competitive pricing, flexible schedules, and comfortable travel experiences.

Bus
Contact phone
+1 214-849-8100
Website
https://www.greyhound.com/

Bus from Hartford to Boston

Average Duration
1h 50m
Estimated price
$51-52
Contact phone
1-800-343-9999
Website
https://peterpanbus.com/

Bus from Union Station, Hartford, CT to South Station, Boston, MA

Average Duration
1h 50m
Estimated price
$5-58
Contact phone
+1 (855) 626-8585
Website
https://flixbus.com/

Bus from Hartford to Boston

Average Duration
1h 55m
Estimated price
$530-50
Contact phone
+1-844-800-6828
Website
https://www.ourbus.com/

Bus from Hartford, CT to Boston, MA

Average Duration
2h
Estimated price
$2484-50
Train
Contact phone
+1 800-872-7245
Website
https://www.amtrak.com/home.html

Train from Windsor to New Haven

Average Duration
1h 1m
Estimated price
$535-2487

Train from New Haven to Boston

Average Duration
2h 5m
Estimated price
$58-248540

Train from Springfield to Boston

Average Duration
2h 28m
Estimated price
$2485-550

Windsor to Boston: Overview of Bus, Train, Flight, and Car Trips

Traveling between Windsor and Boston offers a variety of convenient options to suit your preferences, schedule, and budget. Whether you prioritize affordability, speed, or comfort, you’re sure to find the perfect way to travel without compromising on quality or convenience.

🚗 Embark on a scenic road trip from Windsor to Boston spanning 103 miles. The journey will take you approximately 1 hour and 48 minutes, allowing for a leisurely drive through charming New England landscapes. 💰 Experience affordable travel with car prices ranging from $18 to $27 from Windsor to Boston. Enjoy the flexibility of a road trip, where you can stop at quaint towns and roadside attractions along the route as you make your way to the vibrant city of Boston.
Average price
$18 - $27
🚆 Starting your journey from Windsor to Boston by train involves a transfer in New Haven. The total travel time with transfers is approximately 3 hours and 42 minutes. 🎟️ Ticket prices for the train ride between Windsor and Boston can range from $5 to $279, depending on the class and availability. It's a convenient and scenic way to travel between these two vibrant cities.
Departure Point
Windsor station
Arrival Point
Boston station
🚌 Traveling from Windsor to Boston by bus involves a journey with transfer points in Hartford. The total trip duration is approximately 3 hours and 35 minutes. 🚌 With a travel time of 2 hours and 39 minutes, the bus journey from Windsor to Boston provides an affordable and efficient way to reach the bustling city. Ticket prices for this route can range from $5 to $248, offering flexibility for travelers.
Departure Point
Hartford, CT station
Arrival Point
Boston, MA station

Frequently asked questions

Find out more about the route from Windsor to Boston.

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The distance between Windsor and Boston is approximately 89 miles. The typical travel times vary depending on the mode of transportation. It takes about 4 hours to reach Boston from Windsor by train and 4 hours and 4 minutes by taking a bus via Medford and then MA. Driving takes approximately 1 hour and 48 minutes, while taking a bus takes around 2 hours and 35 minutes to reach Boston from Windsor.
The most cost-effective and time-efficient option for traveling from Windsor to Boston is to drive. It takes approximately 1 hour and 48 minutes to drive the 102.9 miles between the two cities. Driving is also the cheapest option, with costs ranging from $18 to $27. Other modes of transportation, such as taking the train or bus, may take longer and may not be as cost-effective.
The prices for traveling from Windsor to Boston can vary depending on the mode of transportation. For train travel, the ticket prices range from $5 to $279. Alternatively, taking the bus can cost anywhere between $5 and $248. The prices may fluctuate based on factors such as timing, availability, and additional amenities offered.
To get from Windsor to Boston without using public transportation, you can drive. The distance between the two cities is approximately 103 miles, and it usually takes around 1 hour and 48 minutes to drive from Windsor to Boston. The cost of driving varies but can range from $18 to $27, depending on factors such as gas prices and tolls.
The best way to travel from Windsor to Boston without a car is by taking a bus. The bus journey takes approximately 2 hours and 35 minutes and the ticket price ranges from $5 to $250. There are several bus operators that offer this route, providing convenient and affordable transportation options for travelers.
Yes, there is a link between Windsor and Boston although it requires a transfer. The train services from Windsor to Boston are operated by Amtrak and typically take around 3 hours and 42 minutes, including the transfer at New Haven. It is recommended to check the specific schedules and availability for the most up-to-date information on the travel times between the two cities.
There are over 800 hotels available in Boston, offering a wide range of options to suit different budgets and preferences. Prices start at $73 per night, providing affordable accommodation options for travelers. Popular areas to stay in Boston include Back Bay, downtown Boston, and the Waterfront, which offer proximity to top attractions and convenient access to public transportation. It is advisable to check reviews and compare prices to find the best hotel that fits your needs and budget.