- Recommended
Stamford History Center
Stamford's leading local history museum covers the city's colonial, industrial, and social past through changing exhibitions and archives.
Cheapest price on Sep 25
$33
Average ticket price on Sep 25
$33
Fastest journey on Sep 25
2 h 22 m
Average journey duration on Sep 25
2 h 22 m
Trains on Sep 25
1
Distance
116 km
The best way to find a cheap train ticket from Windsor, CT to Stamford, 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 Stamford, CT will cost around $33 if you buy it on the day, but the cheapest tickets can be found for only $33.
On Fri, Sep 25, we found 1 trains from Windsor, CT to Stamford, CT, including 1 direct services.
On Fri, Sep 25 the direct trains cover the 116 km distance in an average of 2 h 22 m but if you time it right, some trains will get you there in just 2 h 22 m .
On Fri, Sep 25 the slowest trains will take 2 h 22 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 Stamford, CT trains for today, Thursday, September 24. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 11:04 PM Windsor, CT | 2h51 | 1:55 AM Stamford, CT | 0 transfersDirect | |
| Friday, September 25 | |||||
![]() | 8:41 AM Windsor, CT | 2h22 | 11:03 AM Stamford, 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 Stamford, CT run on average 10 times per day, taking around 1h 50m. Cheap train tickets for this journey start at $32 (€27) but you can travel from only $26 (€21) by bus.
There are 2 trains per day. The earliest train runs at 04:41, the last at 21:44. The fastest train covers the 72 miles (116 km) distance in 1h 42m.
Distance 72 miles (116 km) |
Average train duration 1h 50m |
Cheapest ticket price $32 (€27) |
Trains per day 10 |
Direct trains 2 |
Fastest train 1h 42m |
First train 4:41 AM |
Last train 9:44 PM |
Cheapest Month Jan |
Cheapest Day Wed |
High Season Jan - Mar |
Low Season Jul - Sep |
Busiest Day Mon |
Least Busy Day Mon |
Discover the best of Stamford, CT — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Stamford, CT trip today.
Stamford's leading local history museum covers the city's colonial, industrial, and social past through changing exhibitions and archives.
A contemporary nonprofit gallery featuring regional and international artists, valued for ambitious exhibitions and creative programming.
This nature center includes educational exhibits on local wildlife and habitats, making it a family-friendly museum-style stop.
Stamford's signature waterfront park offers beaches, walking paths, a carousel, and broad Long Island Sound views for an easy escape.
A large urban park with gardens, trails, sports fields, and seasonal events, popular with both locals and families.
This downtown public square hosts concerts, markets, and winter skating, making it a lively gathering place year-round.
A thick Greek-style pizza with an oily, crisp crust and rectangular slices. A Connecticut classic common in local pizzerias and taverns.
A split hot dog topped with mustard, relish, onions and bacon or cheese. Popular in southern Connecticut for a quick local bite.
A lobster roll served warm with melted butter on a toasted bun. A signature Connecticut seafood dish enjoyed along the coast.
Established Italian restaurant popular for handmade pasta, seafood and elegant dining suited to special occasions.
Classic upscale steakhouse known for dry-aged beef, seafood and polished service in a refined downtown setting.
Lively modern Mexican restaurant and tequila bar known for tacos, guacamole and a stylish, energetic atmosphere.
More expensive than many U.S. cities. Hotels, dining, and parking are high; local transit is limited, so visitors often rely on Metro-North, rideshares, or taxis.
Tip 18-20% at restaurants, more for excellent service. Round up or tip 10-15% for taxis. Cafes often have tip jars or screen prompts for $1-2 or 10-15%.
Find answers to the most common questions about traveling from Windsor, CT to Stamford, 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 Stamford, CT, this guide helps you travel smarter and with confidence.

Most Windsor, CT to Stamford, CT trains use the Windsor Station to Stamford Station station pair. Use this guide to compare Windsor, CT and Stamford, 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.
Stamford 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: Colony Grill, Barcelona Wine Bar
Free. ATMs are available in the train station.
Ticket office support is available at Stamford Station. Information desks are located in the main hall.
Luggage storage is available at Stamford Station. Lost and found is available at the station.
Available at Stamford Station: Parking, Taxis, WC.
Available at Stamford Station: Bike Parking, Car Rental.
Accessibility facilities are available at Stamford Station: Ramps.
Nearby hotels include Stamford Marriott Hotel & Spa, The Lloyd Stamford, Tapestry Collection by Hilton, Sheraton Stamford Hotel.
Here are some other resources that might have the information you need