- Must visit
Yale University Art Gallery
Yale's premier art museum spans ancient to modern works in landmark architecture. A must for world-class collections and free admission.
Omio recommends booking the train as it is the most popular option from Windsor, CT to New Haven, CT among Omio's users. If you are prioritising price take the train with prices starting from $11. For those with little time consider booking a bus which can get you there in 45m. In case you are seeking to minimise your carbon footprint the train is your best bet as it emits only 0.0 - 0.1kg. The ticket price range depends on the travel mode: a train costs an average of $11, and a bus costs an average of $12.
Distance: 40 miles (65 km)
| Bus | Most popular Train | Driving |
|---|---|---|
$16 Average price | $11 Average price Cheapest | $9 Average price (fuel + tolls) |
1h 15m Average total duration Fastest 45m Onboard + 30m Additional time* | 1h 22m Average total duration 52m Onboard + 30m Additional time* | 50m Average total duration (door-to-door) |
0.1 - 0.2kg CO2 emissions | 0.0 - 0.1kg CO2 emissions Lowest | - CO2 emissions |
Direct Options | Direct Options | Direct Options |
Additional time: Average total travel duration to departure point, security checks and transfers.
This is compared to other travel options from Windsor, CT to New Haven, CT:
A train is $4 less than a bus for this route with tickets for a bus from Windsor, CT to New Haven, CT costing on average $16.
Other travel options to New Haven, CT take longer:
Train takes on average 52m.
You'll arrive about 5m sooner (45m by bus vs 50m by car). Tickets start at around $16 compared to roughly $9 in fuel and tolls — a bit more, but you're getting time back, skipping traffic and parking, and you can work or rest on board.
Driving makes more sense if you're travelling as a group (where fuel splits across several people), want flexibility on timing, or plan to stop en route.
| Operator | Departure Time | Arrival Time | Duration | Departure days | Cheapest price |
|---|---|---|---|---|---|
Operator Greyhound | Departure Time 10:25PM | Arrival Time 11:10PM | Duration 0h45 | Departure days Wed, Thu, Fri | Cheapest price $12 |
Operator Greyhound | Departure Time 11:25PM | Arrival Time 12:10AM | Duration 0h45 | Departure days Mon, Wed, Fri, Sat | Cheapest price $14 |
The table below shows live departures for Windsor, CT to New Haven, CT buses for today, Monday, August 3. You can also manually refresh the results below to see updated bus journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 11:25 PM Windsor, CT | 0h45 | 12:10 AM New Haven, CT | 0 transfersDirect | |
This is the last bus of the day. | |||||
Find all the dates and times for this journey
Compare train and bus 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 New Haven, CT run on average 3 times per day, taking around 45m. Cheap bus tickets for this journey start at $12 but you can travel from only $11 by train.
There are 2 buses per day. The earliest bus runs at 06:14, the last at 23:12. The fastest bus covers the 40 miles (65 km) distance in 45m.
Distance 40 miles (65 km) |
Average bus duration 45m |
Cheapest ticket price $12 |
Buses per day 3 |
Direct buses 2 |
Fastest bus 45m |
First bus 6:14 AM |
Last bus 11:12 PM |
Cheapest Month Jun |
Cheapest Day Wed |
High Season Apr - Jun |
Low Season Jul - Sep |
Busiest Day Sat |
Least Busy Day Sat |
Best time to book 1 day |
Discover the best of New Haven, CT — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect New Haven, CT trip today.
Yale's premier art museum spans ancient to modern works in landmark architecture. A must for world-class collections and free admission.
Renowned museum of rare books and manuscripts, famous for its translucent marble building and a Gutenberg Bible on display.
Major natural history museum known for dinosaur fossils, minerals, and cultural exhibits, recently renewed with modern galleries.
Historic central green framed by churches and civic buildings. It is the city's signature gathering place and best starting point downtown.
Beloved hilltop park with traprock cliffs, trails, and sweeping city views. Popular for hiking, photos, and local outdoor culture.
Tree-lined neighborhood centered on Yale's colleges, museums, and courtyards. Best area for architecture spotting and campus wandering.
New Haven-style apizza is coal-fired, thin, chewy, and lightly charred. It is the city’s signature food and a defining local tradition.
White clam pizza tops apizza with fresh clams, garlic, olive oil, oregano, and grated cheese. It is a New Haven original made famous locally.
Italian ice is a smooth frozen fruit dessert sold in classic neighborhood stands. It is a beloved warm-weather treat in New Haven.
Beloved neighborhood stand serving Italian ice and frozen treats. A simple, nostalgic stop for a classic local dessert in East Rock.
Legendary casual pizzeria on Wooster Street, known for coal-fired apizza and the original white clam pie. Bustling, historic, and quintessentially New Haven.
Refined farm-to-table restaurant highlighting seasonal New England ingredients with polished service. One of New Haven’s best-known upscale dining rooms.
Moderate for U.S. city travel: hotels can be pricey on peak dates, dining is mid-range, and local buses are relatively affordable.
Tip 18-20% at restaurants, more for excellent service. Taxis: 10-15%. Cafes: round up or add $1.
Find answers to the most common questions about traveling from Windsor, CT to New Haven, CT 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 New Haven, CT, this guide helps you travel smarter and with confidence.

Most Windsor, CT to New Haven, CT buses use the Hartford, Union Station to New Haven, Union Avenue (Union Station Parking Garage) station pair. Use this guide to compare Windsor, CT and New Haven, CT bus stations on this route, check city-centre transport, alongside checking practicalities like bus station facilities and services.
Here are some other resources that might have the information you need