The cheapest and fastest trains from Windsor Station, Windsor, CT to Penn Station, New York, NY
Cheapest price
$25
Average price
$44
Fastest journey
2 h 48 m
Average duration
3 h 6 m
Trains per day
4
Distance
167 km
The best way to find a cheap train ticket from Windsor Station, Windsor, CT to Penn Station, New York, NY is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Windsor Station, Windsor, CT to Penn Station, New York, NY will cost around $44 if you buy it on the day, but the cheapest tickets can be found for only $25.
Of the 4 trains that leave Windsor Station, Windsor, CT for Penn Station, New York, NY on Wed, May 06, 4 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Wed, May 06 the direct trains cover the 167 km distance in an average of 3 h 6 m but if you time it right, some trains will get you there in just 2 h 48 m .
On Wed, May 06 the slowest trains will take 3 h 23 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.
12:04 AM2h48Windsor Station, Windsor, CT2:52 AMPenn Station, New York, NY$251One-way0 transfers
1:04 AM2h58Windsor Station, Windsor, CT4:02 AMPenn Station, New York, NY$441One-way0 transfers
12:58 PM3h23Windsor Station, Windsor, CT4:21 PMPenn Station, New York, NY$471One-way0 transfers
9:41 AM3h14Windsor Station, Windsor, CT12:55 PMPenn Station, New York, NY$601One-way0 transfers
12:04 AM2h48Windsor Station, Windsor, CT2:52 AMPenn Station, New York, NY$251One-way0 transfers
1:04 AM2h58Windsor Station, Windsor, CT4:02 AMPenn Station, New York, NY$441One-way0 transfers
9:41 AM3h14Windsor Station, Windsor, CT12:55 PMPenn Station, New York, NY$601One-way0 transfers
12:58 PM3h23Windsor Station, Windsor, CT4:21 PMPenn Station, New York, NY$471One-way0 transfers
Travel Information
Compare bus, train, and flight for Windsor Station, Windsor, CT to Penn Station, New York, NY
Omio recommends booking the train as it is the most popular option from Windsor Station, Windsor, CT to Penn Station, New York, NY among Omio's users. If you are prioritising price take the bus with prices starting from $20. For those with little time consider booking a bus which can get you there in 2h 37m. The ticket price range depends on the travel mode: a bus costs an average of $20, and a flight costs an average of $63.
Distance: 103 miles (167 km)
Compare train with
Most popular Train | Flight | Bus |
|---|---|---|
$39 Average price | $259 Average price | $34 Average price Cheapest |
3h 27m Average total duration 2h 57m Onboard + 30m Additional time* | 6h 38m Average total duration 3h 38m Onboard + 3h 0m Additional time* | 3h 7m Average total duration Fastest 2h 37m Onboard + 30m Additional time* |
Direct Options | Direct Options | Direct Options |
Live departures
Windsor Station, Windsor, CT to Penn Station, New York, NY train times
The table below shows live departures for Windsor Station, Windsor, CT to Penn Station, New York, NY trains for today, Monday, May 4. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
475 Amtrak Hartford Line · 175 Northeast Regional | 4:19 PM Windsor Station, Windsor, CT | 3h19 | 7:38 PM Penn Station, New York, NY | 1 transfer | |
417 Amtrak Hartford Line · 67 Northeast Regional | 7:04 PM Windsor Station, Windsor, CT | 3h58 | 11:02 PM Penn Station, New York, NY | 1 transfer | |
417 Amtrak Hartford Line · 177 Northeast Regional | 7:04 PM Windsor Station, Windsor, CT | 2h48 | 9:52 PM Penn Station, New York, NY | 1 transfer | |
479 Amtrak Hartford Line · 179 Northeast Regional | 8:04 PM Windsor Station, Windsor, CT | 3h45 | 11:49 PM Penn Station, New York, NY | 1 transfer | |
479 Amtrak Hartford Line · 67 Northeast Regional | 8:04 PM Windsor Station, Windsor, CT | 2h58 | 11:02 PM Penn Station, New York, NY | 1 transfer | |
![]() | 12:04 AM Windsor Station, Windsor, CT | 2h48 | 2:52 AM Penn Station, New York, NY | 0 transfersDirect | |
![]() | 1:04 AM Windsor Station, Windsor, CT | 2h58 | 4:02 AM Penn Station, New York, NY | 0 transfersDirect | |
![]() | 9:41 AM Windsor Station, Windsor, CT | 3h14 | 12:55 PM Penn Station, New York, NY | 0 transfersDirect | |
![]() | 12:58 PM Windsor Station, Windsor, CT | 3h23 | 4:21 PM Penn Station, New York, NY | 0 transfersDirect | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets Windsor Station, Windsor, CT to Penn Station, New York, NY by bus, train, or flight
Compare bus, train, and flight 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.
May 05
May 06
May 07
May 08
May 09
May 10
May 11
Journey information
Overview: Train from Windsor Station, Windsor, CT to Penn Station, New York, NY
Trains from Windsor Station, Windsor, CT to Penn Station, New York, NY run on average 8 times per day, taking around 2h 57m. Cheap train tickets for this journey start at $24 (€19) but you can travel from only $20 (€16) by bus.
There are 2 trains per day. The earliest train runs at 00:04, the last at 22:55. The fastest train covers the 103 miles (167 km) distance in 2h 48m.
Distance 103 miles (167 km) |
Average train duration 2h 57m |
Cheapest ticket price $24 (€19) |
Trains per day 8 |
Direct trains 2 |
Fastest train 2h 48m |
First train 12:04 AM |
Last train 10:55 PM |
Cheapest Month Jul |
Cheapest Day Wed |
High Season Jan - Mar |
Low Season Jul - Sep |
Busiest Day Sun |
Least Busy Day Sat |
Train companies: Amtrak from Windsor Station, Windsor, CT to Penn Station, New York, NY trainsAmtrak trains will get you between Windsor Station, Windsor, CT and Penn Station, New York, NY from $20 (€16). With over 1000 travel companies on Omio, you can find the best train times and tickets for your trip.
Amtrak
FAQs: Trains from Windsor Station, Windsor, CT to Penn Station, New York, NY
Find answers to the most common questions about traveling from Windsor Station, Windsor, CT to Penn Station, New York, NY 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 Penn Station, New York, NY, this guide helps you travel smarter and with confidence.

popular train stations
Popular train stations from Windsor Station, Windsor, CT to Penn Station, New York, NY
- Mon - Sun: 05:00-22:00
- Free Wi-Fi available in Moynihan Train Hall.
- Baggage assistance is provided by Red Caps, open 24/7 at Penn and open from 05:00 to 23:00 at Moynihan Train Hall.
- Blue Bottle Coffee
- Magnolia Bakery
- Starbucks
- The Pennsy Food Hall
- Nick + Stef's Steakhouse
- Penn & Sushi
- Krispy Kreme Donuts
- T.G.I. Friday's
- NY Pizza Suprema
- Blarney Stone
- & many more
- Accessible facilities including restroom, parking, elevators, and ramps. Additional assistance available at ticket counters or by asking uniformed employees.
- The New Yorker at Wyndham Hotel
- Courtyard by Marriott New York Manhattan/Chelsea
- Hilton Garden Inn West 35th Street
- Mon - Sun: 05:00-22:00
- Located on the connecting concourse near Tracks 18-19.
- Subway lines: 1, 2, 3, A, C, E
- Bus lines: M7, M20
- Train lines: Acela, Adirondack, Cardinal, Carolinian, Crescent, Empire Service, Ethan Allen Express, Keystone Service, Lake Shore Limited, Maple Leaf, Northeast Regional, Pennsylvanian, Silver Service/Palmetto, Vermonter, PATH, New Jersey Transit, Long Island Railroad, AirTrain Newark, AirTrain JFK
