- Must visit
Yale University Art Gallery
Major university art museum with collections spanning ancient to contemporary art. It is one of New Haven’s top cultural attractions and is especially known for being free.
Cheapest price
$23
Average price
$69
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 $69 if you buy it on the day, but the cheapest tickets can be found for only $23.
Of the 8 trains that leave Windsor, CT for New Haven, CT on Tue, Jun 23, 8 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Tue, Jun 23 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, Jun 23 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 $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)
Most popular Train | Bus | Driving |
|---|---|---|
$11 Average price Cheapest | $16 Average price | $9 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 (€4) less than a bus for this route with tickets for a bus from Windsor, CT to New Haven, CT costing on average $16 (€13).
Other travel options to New Haven, CT take longer:
Train takes on average 52m.
Tickets start at around $11 (€9) compared to roughly $9 (€7) in fuel and tolls — a saving of about $-2.27 (€-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 today, Monday, June 22. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
141 Northeast Regional | 4:41 AM Windsor Station, Windsor, CT | 0h58 | 5:39 AM New Haven, CT | 0 transfersDirect | |
141 Northeast Regional | 4:41 AM Windsor Station, Windsor, CT | 1h01 | 5:42 AM Union Station, New Haven, CT | 0 transfersDirect | |
495 Amtrak Hartford Line | 7:27 AM Windsor Station, Windsor, CT | 0h57 | 8:24 AM Union Station, New Haven, CT | 0 transfersDirect | |
495 Amtrak Hartford Line | 7:27 AM Windsor Station, Windsor, CT | 0h49 | 8:16 AM New Haven, CT | 0 transfersDirect | |
125 Northeast Regional | 7:58 AM Windsor Station, Windsor, CT | 1h04 | 9:02 AM Union Station, New Haven, CT | 0 transfersDirect | |
125 Northeast Regional | 7:58 AM Windsor Station, Windsor, CT | 1h02 | 9:00 AM New Haven, CT | 0 transfersDirect | |
3471 AMTRAK · 471 Valley Flyer | 9:01 AM Windsor Station, Windsor, CT | 1h09 | 10:10 AM New Haven, CT | 1 transfer | |
3471 AMTRAK · 471 Valley Flyer | 9:01 AM Windsor Station, Windsor, CT | 1h17 | 10:18 AM Union Station, New Haven, CT | 1 transfer | |
3473 AMTRAK · 473 Amtrak Hartford Line | 12:13 PM Windsor Station, Windsor, CT | 1h15 | 1:28 PM Union Station, New Haven, CT | 1 transfer | |
3473 AMTRAK · 473 Amtrak Hartford Line | 12:13 PM Windsor Station, Windsor, CT | 1h07 | 1:20 PM New Haven, CT | 1 transfer | |
475 Amtrak Hartford Line | 4:18 PM Windsor Station, Windsor, CT | 0h56 | 5:14 PM Union Station, New Haven, CT | 0 transfersDirect | |
475 Amtrak Hartford Line | 4:18 PM Windsor Station, Windsor, CT | 0h50 | 5:08 PM New Haven, CT | 0 transfersDirect | |
417 Amtrak Hartford Line | 7:04 PM Windsor Station, Windsor, CT | 0h57 | 8:01 PM Union Station, New Haven, CT | 0 transfersDirect | |
417 Amtrak Hartford Line | 7:04 PM Windsor Station, Windsor, CT | 0h51 | 7:55 PM New Haven, CT | 0 transfersDirect | |
479 Amtrak Hartford Line | 8:06 PM Windsor Station, Windsor, CT | 0h54 | 9:00 PM Union Station, New Haven, CT | 0 transfersDirect | |
479 Amtrak Hartford Line | 8:06 PM Windsor Station, Windsor, CT | 0h52 | 8:58 PM New Haven, CT | 0 transfersDirect | |
| Tuesday, June 23 | |||||
![]() | 4:41 AM Windsor, CT | 0h53 | 5:34 AM 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 12 times per day, taking around 52m. Cheap train tickets for this journey start at $11 (€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 $11 (€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 — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect New Haven trip today.
Major university art museum with collections spanning ancient to contemporary art. It is one of New Haven’s top cultural attractions and is especially known for being free.
Renowned museum housing the largest collection of British art outside the United Kingdom. A standout stop for painting, sculpture, and works on paper.
Celebrated natural history museum known for dinosaurs, fossils, anthropology, and family-friendly science exhibits. Recently renewed and very popular with visitors.
Historic neighborhood and leafy square known for Italian heritage, brownstones, and spring cherry blossoms. One of New Haven’s most loved walking areas.
Large park with trails, lawns, and elevated views over New Haven and Long Island Sound. A top choice for outdoor time and scenic photos.
Walkable historic campus with courtyards, Gothic architecture, libraries, and plazas. It is the city’s essential area for first-time visitors.
Coal-fired, thin-crust pizza with a charred, chewy texture. It is New Haven’s signature dish and a point of local pride.
A famous New Haven apizza topped with fresh clams, garlic, olive oil, oregano, and grated cheese. It is one of the city’s most iconic specialties.
A simple local pizza variation with tomato sauce, grated cheese, and little or no mozzarella. It highlights the city’s Italian American baking tradition.
Well-known local favorite for New Haven-style pizza, including excellent red pies and house specialties. Casual setting with strong local reputation.
Legendary, long-running pizzeria best known for New Haven-style apizza and its famous white clam pie. Casual, busy, and deeply traditional.
Established French brasserie near Yale, known for refined cooking, polished service, and a more upscale dining experience.
Moderate for a U.S. college city: casual food is affordable, but hotels and upscale dining can be pricey on busy weekends.
Tip 18-20% in restaurants. Tip USD 1-2 per drink at bars, round up taxis, and tip hotel staff USD 2-5. Tipping is expected for table service, delivery, and rideshares.
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