- 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.
Cheapest price on Sep 25
$11
Average ticket price on Sep 25
$11
Fastest journey on Sep 25
51 m
Average journey duration on Sep 25
52 m
Trains on Sep 25
2
Distance
65 km
The best way to find a cheap train ticket from Windsor, CT to New Haven, CT 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 New Haven, CT will cost around $11 if you buy it on the day, but the cheapest tickets can be found for only $11.
On Fri, Sep 25, we found 2 trains from Windsor, CT to New Haven, CT, including 2 direct services.
On Fri, Sep 25 the direct trains cover the 65 km distance in an average of 52 m but if you time it right, some trains will get you there in just 51 m .
On Fri, Sep 25 the slowest trains will take 53 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.




The table below shows live departures for Windsor, CT to New Haven, CT trains for tomorrow, Friday, September 25. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 8:41 AM Windsor, CT | 0h53 | 9:34 AM New Haven, CT | 0 transfersDirect | |
![]() | 2:19 PM Windsor, CT | 0h51 | 3:10 PM New Haven, CT | 0 transfersDirect | |
This is the last train 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.
Trains from Windsor, CT to New Haven, CT run on average 13 times per day, taking around 56m. Cheap train tickets for this journey start at $11 (€9) but you can travel from only $11 (€9) by bus.
There are 13 trains per day. The earliest train runs at 04:41, the last at 23:12. The fastest train covers the 40 miles (65 km) distance in 50m.
Distance 40 miles (65 km) |
Average train duration 56m |
Cheapest ticket price $11 (€9) |
Trains per day 13 |
Direct trains 13 |
Fastest train 50m |
First train 4:41 AM |
Last train 11:12 PM |
Cheapest Month Feb |
Cheapest Day Mon |
High Season Apr - Jun |
Low Season Jul - Sep |
Busiest Day Mon |
Least Busy Day Mon |
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 train. 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 train, 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 trains use the Windsor Station to Union Station station pair, with some services arriving at New Haven, State St and RR Station. Use this guide to compare Windsor, CT and New Haven, CT train stations on this route, check city-centre transport, alongside checking practicalities like train station facilities and services.
Windsor Station has practical services for this route, including Dining and Accessibility.
Food and drink options are available at Windsor Station.
Accessibility facilities are available at Windsor Station.
Union Station is 1 km from New Haven city centre. Public transport options include:
Union Station has practical services for this route, including Wifi, Lockers, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Lost and Found Office, Ticket Office, Bike Parking, Car Rental, Information Desk, and Luggage Carts.
Food options include: Union League Cafe, Zinc New Haven
Free. ATMs are available in the train station.
Ticket office support is available at Union Station. Information desks are located in the main hall.
Luggage storage is available at Union Station. Lost and found is available at the station.
Available at Union Station: Parking, Taxis, WC.
Available at Union Station: Bike Parking, Car Rental.
Accessibility facilities are available at Union Station: Elevators, ramps.
Nearby hotels include The Study at Yale, Omni New Haven Hotel at Yale, New Haven Hotel.
New Haven, State St and RR Station has practical services for this route, including Accessibility.
Accessibility facilities are available at New Haven, State St and RR Station.
Here are some other resources that might have the information you need