The cheapest and fastest trains from New Haven, CT to Windsor, CT
Cheapest price
$23
Average price
$76
Fastest journey
50 m
Average duration
51 m
Trains per day
7
Distance
65 km
The best way to find a cheap train ticket from New Haven, CT to Windsor, CT is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from New Haven, CT to Windsor, CT will cost around $76 if you buy it on the day, but the cheapest tickets can be found for only $23.
Of the 7 trains that leave New Haven, CT for Windsor, CT on Sun, Jun 21, 7 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Sun, Jun 21 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 Sun, Jun 21 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.
8:57 AM0h50New Haven, CT9:47 AMWindsor, CT$231One-way0 transfers
11:02 AM0h51New Haven, CT11:53 AMWindsor, CT$231One-way0 transfers
3:02 PM0h51New Haven, CT3:53 PMWindsor, CT$231One-way0 transfers
5:02 PM0h51New Haven, CT5:53 PMWindsor, CT$231One-way0 transfers
7:52 PM0h50New Haven, CT8:42 PMWindsor, CT$231One-way0 transfers
8:57 AM0h50New Haven, CT9:47 AMWindsor, CT$231One-way0 transfers
7:52 PM0h50New Haven, CT8:42 PMWindsor, CT$231One-way0 transfers
11:02 AM0h51New Haven, CT11:53 AMWindsor, CT$231One-way0 transfers
3:02 PM0h51New Haven, CT3:53 PMWindsor, CT$231One-way0 transfers
5:02 PM0h51New Haven, CT5:53 PMWindsor, CT$231One-way0 transfers
Travel Information
Compare bus and train for New Haven, CT to Windsor, CT
Omio recommends booking the train as it is the most popular option from New Haven, CT to Windsor, 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 43m. 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)
Compare train with
Most popular Train | Bus | Driving |
|---|---|---|
$11 Average price Cheapest | $15 Average price | $9 Average price (fuel + tolls) |
1h 28m Average total duration 58m Onboard + 30m Additional time* | 1h 13m Average total duration Fastest 43m Onboard + 30m Additional time* | 47m 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 New Haven, CT to Windsor, CT:
A train is $4 (€3) less than a bus for this route with tickets for a bus from New Haven, CT to Windsor, CT costing on average $15 (€13).
Other travel options to Windsor, CT take longer:
Train takes on average 58m.
Tickets start at around $11 (€9) compared to roughly $9 (€7) in fuel and tolls — a saving of about $-2.43 (€-1.99). The journey takes 58m versus 47m 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.
Live departures
New Haven, CT to Windsor, CT train times
The table below shows live departures for New Haven, CT to Windsor, CT trains for today, Saturday, June 20. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
450 Amtrak Hartford Line | 8:55 AM Union Station, New Haven, CT | 0h52 | 9:47 AM Windsor Station, Windsor, CT | 0 transfersDirect | |
450 Amtrak Hartford Line | 8:57 AM New Haven, CT | 0h50 | 9:47 AM Windsor Station, Windsor, CT | 0 transfersDirect | |
460 Amtrak Hartford Line | 11:00 AM Union Station, New Haven, CT | 0h53 | 11:53 AM Windsor Station, Windsor, CT | 0 transfersDirect | |
460 Amtrak Hartford Line | 11:02 AM New Haven, CT | 0h51 | 11:53 AM Windsor Station, Windsor, CT | 0 transfersDirect | |
464 Amtrak Hartford Line | 3:00 PM Union Station, New Haven, CT | 0h53 | 3:53 PM Windsor Station, Windsor, CT | 0 transfersDirect | |
464 Amtrak Hartford Line | 3:02 PM New Haven, CT | 0h51 | 3:53 PM Windsor Station, Windsor, CT | 0 transfersDirect | |
488 Valley Flyer | 5:00 PM Union Station, New Haven, CT | 0h53 | 5:53 PM Windsor Station, Windsor, CT | 0 transfersDirect | |
488 Valley Flyer | 5:02 PM New Haven, CT | 0h51 | 5:53 PM Windsor Station, Windsor, CT | 0 transfersDirect | |
140 Northeast Regional | 6:40 PM Union Station, New Haven, CT | 0h54 | 7:34 PM Windsor Station, Windsor, CT | 0 transfersDirect | |
140 Northeast Regional | 6:42 PM New Haven, CT | 0h52 | 7:34 PM Windsor Station, Windsor, CT | 0 transfersDirect | |
146 Northeast Regional | 10:09 PM Union Station, New Haven, CT | 0h53 | 11:02 PM Windsor Station, Windsor, CT | 0 transfersDirect | |
146 Northeast Regional | 10:11 PM New Haven, CT | 0h51 | 11:02 PM Windsor Station, Windsor, CT | 0 transfersDirect | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets New Haven, CT to Windsor, CT by bus or train
Compare bus and train 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.
Jun 21
Jun 22
Jun 23
Jun 24
Jun 25
Jun 26
Jun 27
Journey information
Overview: Train from New Haven, CT to Windsor, CT
Trains from New Haven, CT to Windsor, CT run on average 13 times per day, taking around 58m. Cheap train tickets for this journey start at $11 (€9) if you book in advance.
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 51m.
Distance 40 miles (65 km) |
Average train duration 58m |
Cheapest ticket price $11 (€9) |
Trains per day 13 |
Direct trains 13 |
Fastest train 51m |
First train 4:41 AM |
Last train 11:12 PM |
Cheapest Month Jul |
Cheapest Day Sun |
High Season Jan - Mar |
Low Season Jul - Sep |
Busiest Day Mon |
Least Busy Day Mon |
Best time to book 1 day |
Train companies: Amtrak from New Haven, CT to Windsor, CT trainsAmtrak trains will get you between New Haven, CT and Windsor, CT from $11 (€9). With over 1000 travel companies on Omio, you can find the best train times and tickets for your trip.
Amtrak
FAQs: Trains from New Haven, CT to Windsor, CT
Find answers to the most common questions about traveling from New Haven, CT to Windsor, 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 Windsor, CT, this guide helps you travel smarter and with confidence.

popular train stations
Popular train stations from New Haven, CT to Windsor, CT
Most New Haven, CT to Windsor, CT trains use the New Haven, State St and RR Station to Windsor Station station pair. Use this guide to compare New Haven, CT and Windsor, CT train stations on this route, check city-centre transport, alongside checking practicalities like train station facilities and services.
Which New Haven, CT station do trains to Windsor, CT leave from?
New Haven, State St and RR Station train station facilities and services
New Haven, State St and RR Station has practical services for this route, including Accessibility.
Accessibility
Accessibility facilities are available at New Haven, State St and RR Station.
Getting to Union Station from New Haven city centre
Union Station is 1 km from New Haven city centre. Public transport options include:
Union Station train station facilities and services
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 and drink
Food options include: Union League Cafe, Zinc New Haven
Wi-Fi and ATMs
Free. ATMs are available in the train station.
Tickets and information
Ticket office support is available at Union Station. Information desks are located in the main hall.
Luggage and lost property
Luggage storage is available at Union Station. Lost and found is available at the station.
Parking, taxis and toilets
Available at Union Station: Parking, Taxis, WC.
Bike and car services
Available at Union Station: Bike Parking, Car Rental.
Accessibility
Accessibility facilities are available at Union Station: Elevators, ramps.
Shops, hotels and contact
Nearby hotels include The Study at Yale, Omni New Haven Hotel at Yale, New Haven Hotel.
Which Windsor, CT station do trains from New Haven, CT arrive at?
Windsor Station train station facilities and services
Windsor Station has practical services for this route, including Dining and Accessibility.
Food and drink
Food and drink options are available at Windsor Station.
Accessibility
Accessibility facilities are available at Windsor Station.
Most popular train connections from New Haven, CT
More options for your journey from New Haven, CT to Windsor, CT
Here are some other resources that might have the information you need
