- 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
€19
Average price
€57
Fastest journey
50 m
Average duration
51 m
Trains per day
8
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 €57 if you buy it on the day, but the cheapest tickets can be found for only €19.
Of the 8 trains that leave Windsor, CT for New Haven, CT on Tue, Aug 11, 8 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Tue, Aug 11 the direct trains cover the 65 km distance in an average of 51 m but if you time it right, some trains will get you there in just 50 m .
On Tue, Aug 11 the slowest trains will take 51 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.










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 €9. 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 €9, and a bus costs an average of €10.
Distance: 40 miles (65 km)
Most popular Train | Bus | Driving |
|---|---|---|
€9 Average price Cheapest | €13 Average price | €7 Average price (fuel + tolls) |
1h 22m Average total duration 52m Onboard + 30m Additional time* | 1h 15m Average total duration Fastest 45m Onboard + 30m Additional time* | 50m Average total duration (door-to-door) |
0.0 - 0.1kg CO2 emissions Lowest | 0.1 - 0.2kg CO2 emissions | - 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 €13.
Other travel options to New Haven, CT take longer:
Train takes on average 52m.
Tickets start at around €9 compared to roughly €7 in fuel and tolls — a saving of about €-1.86. The journey takes 52m versus 50m by car, so you'll arrive a bit later, but you can work, read, or sleep along the way rather than spending the time behind the wheel. You'll also save the hassle of parking at the other end.
Driving is worth it if you're on a tight schedule, travelling as a group, or want to stop somewhere en route.
The table below shows live departures for Windsor, CT to New Haven, CT trains for tomorrow, Tuesday, August 11. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 4:41 AM Windsor, CT | 0h53 | 5:34 AM New Haven, CT | 0 transfersDirect | |
![]() | 7:29 AM Windsor, CT | 0h50 | 8:19 AM New Haven, CT | 0 transfersDirect | |
![]() | 7:58 AM Windsor, CT | 1h02 | 9:00 AM New Haven, CT | 0 transfersDirect | |
![]() | 9:19 AM Windsor, CT | 0h51 | 10:10 AM New Haven, CT | 0 transfersDirect | |
![]() | 12:29 PM Windsor, CT | 0h51 | 1:20 PM New Haven, CT | 0 transfersDirect |
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 12 times per day, taking around 52m. Cheap train tickets for this journey start at €9 if you book in advance.
There are 11 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 52m |
Cheapest ticket price €9 |
Trains per day 12 |
Direct trains 11 |
Fastest train 50m |
First train 4:41 AM |
Last train 11:12 PM |
Cheapest Month Aug |
Cheapest Day Mon |
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 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 New Haven, State St and RR Station station pair, with some services arriving at Union 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.
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.
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.
Here are some other resources that might have the information you need