- Must visit
Yale University Art Gallery
The oldest college art museum in the US, with strong collections spanning ancient to contemporary art. A top cultural stop in New Haven and easy to pair with nearby Yale sites.
Cheapest price
$50
Average price
$50
Fastest journey
4 h 19 m
Average duration
4 h 19 m
Trains per day
1
Distance
246 km
The best way to find a cheap train ticket from Windsor, VT 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, VT to New Haven, CT will cost around $50 if you buy it on the day, but the cheapest tickets can be found for only $50.
Of the 1 trains that leave Windsor, VT for New Haven, CT on Thu, Jul 02, 1 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Thu, Jul 02 the direct trains cover the 246 km distance in an average of 4 h 19 m but if you time it right, some trains will get you there in just 4 h 19 m .
On Thu, Jul 02 the slowest trains will take 4 h 19 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, VT to New Haven, CT among Omio's users. If you are prioritising price take the bus with prices starting from $38. For those with little time consider booking a train which can get you there in 4h 18m. In case you are seeking to minimise your carbon footprint the train is your best bet as it emits only 0.1 - 0.2kg. The ticket price range depends on the travel mode: a bus costs an average of $38, and a train costs an average of $50.
Distance: 152 miles (246 km)
Most popular Train | Bus | Driving |
|---|---|---|
$51 Average price | $38 Average price Cheapest | $34 Average price (fuel + tolls) |
4h 48m Average total duration Fastest 4h 18m Onboard + 30m Additional time* | 5h 55m Average total duration 5h 25m Onboard + 30m Additional time* | 2h 39m Average total duration (door-to-door) |
0.1 - 0.2kg CO2 emissions Lowest | 0.2 - 0.6kg 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, VT to New Haven, CT:
A bus is $13 (€11) less than a train for this route with tickets for a train from Windsor, VT to New Haven, CT costing on average $51 (€42).
Other travel options to New Haven, CT take longer:
Bus takes on average 5h 25m.
Tickets start at around $51 (€42) compared to roughly $34 (€28) in fuel and tolls — a saving of about $-16.76 (€-13.82). The journey takes 4h 18m versus 2h 39m 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, VT to New Haven, CT trains for today, Wednesday, July 1. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 3:56 PM Windsor, VT | 4h12 | 8:08 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, VT to New Haven, CT run on average 1 times per day, taking around 4h 18m. Cheap train tickets for this journey start at $50 (€41) but you can travel from only $38 (€31) by bus.
There are 1 trains per day. The earliest train runs at 13:30, the last at 13:36. The fastest train covers the 152 miles (246 km) distance in 4h 12m.
Distance 152 miles (246 km) |
Average train duration 4h 18m |
Cheapest ticket price $50 (€41) |
Trains per day 1 |
Direct trains 1 |
Fastest train 4h 12m |
First train 1:30 PM |
Last train 1:36 PM |
Cheapest Month Apr |
Cheapest Day Thu |
High Season Apr - Jun |
Low Season Oct - Dec |
Discover the best of New Haven — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect New Haven trip today.
The oldest college art museum in the US, with strong collections spanning ancient to contemporary art. A top cultural stop in New Haven and easy to pair with nearby Yale sites.
World-renowned museum housing the largest collection of British art outside the United Kingdom. Known for its architecture and exceptional paintings, prints, and rare books.
Major natural history museum at Yale, especially popular for dinosaur fossils, anthropology, and family-friendly exhibits. One of the city’s most visited museums.
The city’s central historic common and the most important public space in New Haven. It is ideal for orientation, people-watching, and viewing surrounding churches and civic buildings.
The heart of the city’s visitor experience, with Gothic courtyards, major museums, libraries, and architectural landmarks concentrated in a walkable area.
Large hilltop park popular for skyline views, hiking, and sunset photos. It is one of the most photogenic outdoor spots in New Haven.
Coal- or gas-fired thin-crust pizza with a charred, chewy texture. It is New Haven’s signature food and a defining local tradition.
A famous New Haven apizza topped with fresh clams, garlic, olive oil, and herbs, made iconic by the city’s pizzerias.
A simpler local apizza style with tomato sauce and mozzarella, showing the city’s focus on crisp crust and balanced toppings.
Established French-inspired fine dining restaurant near Yale, known for polished service, seasonal menus, and a more elegant atmosphere.
Beloved established pizzeria serving New Haven-style pies in a relaxed setting. Known for consistent quality and a broad menu beyond the classics.
Historic pizzeria famous for New Haven-style apizza, especially the white clam pie. Casual, busy, and one of the city’s essential food stops.
Moderate for U.S. city travel: casual food is manageable, but hotels and fine dining can be pricey near downtown and Yale.
Tip 18-20% at restaurants; 20%+ for great service. Tip bartenders USD 1-2 per drink, taxis 10-15%, hotel staff a few dollars, and round up for cafes only if desired.
Find answers to the most common questions about traveling from Windsor, VT 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, VT to New Haven, CT trains use the Windsor Station to Union Station station pair. Use this guide to compare Windsor, VT 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.
Here are some other resources that might have the information you need