- Must visit
Museum of Fine Arts, Boston
Major art museum with encyclopedic collections, from ancient works to Impressionism, in a grand and highly walkable campus.
Cheapest price on Sep 25
$29
Average ticket price on Sep 25
$29
Fastest journey on Sep 25
2 h 15 m
Average journey duration on Sep 25
2 h 15 m
Buses on Sep 25
1
Distance
142 km
The best way to find a cheap bus ticket from Windsor, CT to Boston, MA is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Windsor, CT to Boston, MA will cost around $29 if you buy it on the day, but the cheapest tickets can be found for only $29.
On Fri, Sep 25, we found 1 buses from Windsor, CT to Boston, MA, including 1 direct services.
On Fri, Sep 25 the direct buses cover the 142 km distance in an average of 2 h 15 m but if you time it right, some buses will get you there in just 2 h 15 m .
On Fri, Sep 25 the slowest buses will take 2 h 15 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.
FOUR SEASON TOUR LLC 4521756 MC1791680
FOUR SEASON TOUR LLC 4521756 MC1791680| Operator | Departure Time | Arrival Time | Duration | Departure days | Cheapest price |
|---|---|---|---|---|---|
Operator Greyhound | Departure Time 02:10AM | Arrival Time 03:59AM | Duration 1h49 | Departure days Thu | Cheapest price $25 |
Operator Greyhound | Departure Time 04:15AM | Arrival Time 06:05AM | Duration 1h50 | Departure days Wed | Cheapest price $35 |
Operator CT Transit | Departure Time 08:19AM | Arrival Time 10:55AM | Duration 2h36 | Departure days Mon | Cheapest price $22 |
Operator CT Transit | Departure Time 12:11PM | Arrival Time 03:40PM | Duration 3h29 | Departure days Sun | Cheapest price $24 |
Operator CT Transit | Departure Time 12:19PM | Arrival Time 02:35PM | Duration 2h16 | Departure days Mon | Cheapest price $31 |
Operator CT Transit | Departure Time 01:19PM | Arrival Time 03:40PM | Duration 2h21 | Departure days Mon | Cheapest price $22 |
Operator OurBus | Departure Time 03:00PM | Arrival Time 05:15PM | Duration 2h15 | Departure days Fri | Cheapest price $29 |
Operator CT Transit | Departure Time 03:41PM | Arrival Time 06:50PM | Duration 3h09 | Departure days Sun | Cheapest price $34 |
Operator CT Transit | Departure Time 04:16PM | Arrival Time 06:50PM | Duration 2h34 | Departure days Mon | Cheapest price $31 |
Operator CT Transit | Departure Time 04:51PM | Arrival Time 08:00PM | Duration 3h09 | Departure days Sun | Cheapest price $34 |
Operator CT Transit | Departure Time 05:18PM | Arrival Time 08:00PM | Duration 2h42 | Departure days Mon | Cheapest price $31 |
Operator CT Transit | Departure Time 06:01PM | Arrival Time 10:05PM | Duration 4h04 | Departure days Sun | Cheapest price $34 |
Operator CT Transit | Departure Time 06:29PM | Arrival Time 10:05PM | Duration 3h36 | Departure days Mon | Cheapest price $31 |
Operator CT Transit | Departure Time 06:47PM | Arrival Time 10:05PM | Duration 3h18 | Departure days Mon | Cheapest price $34 |
Operator CT Transit | Departure Time 07:52PM | Arrival Time 10:40PM | Duration 2h48 | Departure days Mon | Cheapest price $34 |
Operator CT Transit | Departure Time 08:22PM | Arrival Time 10:40PM | Duration 2h18 | Departure days Sun | Cheapest price $34 |
Operator CT Transit | Departure Time 08:57PM | Arrival Time 11:59PM | Duration 3h02 | Departure days Mon | Cheapest price $34 |
Operator CT Transit | Departure Time 09:32PM | Arrival Time 11:59PM | Duration 2h27 | Departure days Sun | Cheapest price $34 |
Operator CT Transit | Departure Time 10:42PM | Arrival Time 05:30AM | Duration 6h48 | Departure days Sun | Cheapest price $34 |
Compare bus and train prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
Buses from Windsor, CT to Boston, MA run on average 13 times per day, taking around 2h 2m. Cheap bus tickets for this journey start at $28 (€23) if you book in advance.
There are 12 buses per day. The earliest bus runs at 02:15, the last at 23:15. The fastest bus covers the 88 miles (142 km) distance in 1h 45m.
Distance 88 miles (142 km) |
Average bus duration 2h 2m |
Cheapest ticket price $28 (€23) |
Buses per day 13 |
Direct buses 12 |
Fastest bus 1h 45m |
First bus 2:15 AM |
Last bus 11:15 PM |
Cheapest Month Dec |
Cheapest Day Wed |
High Season Apr - Jun |
Low Season Jan - Mar |
Discover the best of Boston, MA — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Boston, MA trip today.
Major art museum with encyclopedic collections, from ancient works to Impressionism, in a grand and highly walkable campus.
Unique museum displaying Isabella Stewart Gardner's art collection in a Venetian-style palace with a beautiful courtyard.
Hands-on science museum on the Charles River, popular for interactive exhibits, live presentations, and family-friendly learning.
Historic brick-lined route connecting key revolutionary sites, ideal for first-time visitors seeking Boston's core story on foot.
Elegant public garden famous for swan boats, seasonal flowers, and postcard views in the heart of downtown Boston.
Historic market district and pedestrian-friendly area known for street life, shops, performers, and easy downtown exploring.
Creamy New England chowder with clams, potatoes, and salt pork. It is a defining Boston seafood dish tied to the city's maritime history.
Hot dog bun split on top and filled with chilled lobster meat, usually with butter or mayo. A classic New England summer seafood staple.
Baked cod topped with buttery crumbs, often with lemon. It reflects Boston's long cod fishing tradition and old-school Yankee cooking.
Elegant fine-dining destination by the waterfront known for pristine seafood, tasting menus, and one of Boston's top culinary reputations.
Classic North End Italian restaurant famous for generous portions, old-school service, and beloved Boston dining tradition.
Refined seafood restaurant and oyster bar with polished service, excellent raw bar options, and a Back Bay setting.
Boston is pricier than many US cities. Hotels, dining, and attractions add up fast, though transit is manageable and budget food options exist.
Tip 18-20% at restaurants, more for excellent service. Taxis: 10-15%. Cafes: round up or add $1 per drink.
Find answers to the most common questions about traveling from Windsor, CT to Boston, MA by bus. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest bus, the cheapest option, or tips for making the most of your visit at Boston, MA, this guide helps you travel smarter and with confidence.

Most Windsor, CT to Boston, MA buses use the Hartford, Union Station to Boston, Bus Terminal South Station station pair. Use this guide to compare Windsor, CT and Boston, MA bus stations on this route, check city-centre transport, alongside checking practicalities like bus station facilities and services.
Boston, Bus Terminal South Station has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Food options include: Several fast food and cafe options available.
Free Wi-Fi available throughout the terminal. ATMs are aTMs located inside the terminal.
Ticket office support is available at Boston, Bus Terminal South Station.
Available at Boston, Bus Terminal South Station: Parking, Taxis, WC.
Accessibility facilities are available at Boston, Bus Terminal South Station: Fully accessible with ramps and elevators.
Here are some other resources that might have the information you need