- Must visit
The Morgan Library & Museum
Historic library and museum with manuscripts, rare books, and elegant period rooms.
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The cheapest and fastest trains from Windsor Station, Windsor, CT to Penn Station, New York, NY
Showing times and prices for Jun 19
Cheapest price
$43
Average price
$78
Fastest journey
2 h 48 m
Average duration
3 h 2 m
Trains per day
7
Distance
167 km
Cheap tickets
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 $78 if you buy it on the day, but the cheapest tickets can be found for only $43.
Fast trains
Of the 7 trains that leave Windsor Station, Windsor, CT for Penn Station, New York, NY on Fri, Jun 19, 2 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Fri, Jun 19 the direct trains cover the 167 km distance in an average of 3 h 2 m but if you time it right, some trains will get you there in just 2 h 48 m .
On Fri, Jun 19 the slowest trains will take 3 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.
475 Amtrak Hartford Line · 175 Northeast Regional4:19 PM3h19Windsor Station, Windsor, CT7:38 PMPenn Station, New York, NY$431One-way1 transfer- 417 Amtrak Hartford Line · 177 Northeast Regional7:04 PM2h48Windsor Station, Windsor, CT9:52 PMPenn Station, New York, NY$441One-way1 transfer
- 141 Northeast Regional4:41 AM3h14Windsor Station, Windsor, CT7:55 AMPenn Station, New York, NY$491One-way0 transfers
- 125 Northeast Regional7:58 AM3h23Windsor Station, Windsor, CT11:21 AMPenn Station, New York, NY$641One-way0 transfers
- 479 Amtrak Hartford Line · 179 Northeast Regional8:04 PM3h45Windsor Station, Windsor, CT11:49 PMPenn Station, New York, NY$881One-way1 transfer
- 417 Amtrak Hartford Line · 177 Northeast Regional7:04 PM2h48Windsor Station, Windsor, CT9:52 PMPenn Station, New York, NY$441One-way1 transfer
- 495 Amtrak Hartford Line · 95 Northeast Regional7:29 AM2h53Windsor Station, Windsor, CT10:22 AMPenn Station, New York, NY$1691One-way1 transfer
- 479 Amtrak Hartford Line · 65 Northeast Regional8:04 PM2h58Windsor Station, Windsor, CT11:02 PMPenn Station, New York, NY$881One-way1 transfer
- 141 Northeast Regional4:41 AM3h14Windsor Station, Windsor, CT7:55 AMPenn Station, New York, NY$491One-way0 transfers
- 475 Amtrak Hartford Line · 175 Northeast Regional4:19 PM3h19Windsor Station, Windsor, CT7:38 PMPenn Station, New York, NY$431One-way1 transfer
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 39m. The ticket price range depends on the travel mode: a bus costs an average of $20, and a flight costs an average of $141.
Distance: 103 miles (167 km)
Compare train with
Most popular Train | Flight | Bus | Driving |
|---|---|---|---|
$39 Average price | $316 Average price | $28 Average price Cheapest | $36 Average price (fuel + tolls) |
3h 28m Average total duration 2h 58m Onboard + 30m Additional time* | 7h 12m Average total duration 4h 12m Onboard + 3h 0m Additional time* | 3h 9m Average total duration Fastest 2h 39m Onboard + 30m Additional time* | 2h 26m Average total duration (door-to-door) |
Direct Options | Direct Options | Direct Options | Direct Options |
The cheapest way to travel from Windsor Station, Windsor, CT to Penn Station, New York, NY is a bus with an average price of $28 (€23).
This is compared to other travel options from Windsor Station, Windsor, CT to Penn Station, New York, NY:
A bus is $11 (€9) less than a train for this route with tickets for a train from Windsor Station, Windsor, CT to Penn Station, New York, NY costing on average $39 (€32).
A bus is $288 (€236) less than a flight for this route with tickets for a flight from Windsor Station, Windsor, CT to Penn Station, New York, NY costing on average $316 (€259).
The fastest way to travel from Windsor Station, Windsor, CT to Penn Station, New York, NY is by bus with an average journey time of 2h 39m.
Other travel options to Penn Station, New York, NY take longer:
Train takes on average 2h 58m.
Flight takes on average 4h 12m.
It's helpful to compare your options as there are 3 ways to travel between Windsor Station, Windsor, CT and Penn Station, New York, NY including taking a bus, train, and flight.
We recommend using the train as it is the most popular way to get from Windsor Station, Windsor, CT to Penn Station, New York, NY among Omio's users.
Take the train. It's the cheaper option, and the extra time on board is usually more relaxing than driving it.
Tickets start at around $39 (€32) compared to roughly $36 (€29) in fuel and tolls — a saving of about $-3.10 (€-2.54). The journey takes 2h 58m versus 2h 26m 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
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, Thursday, June 18. You can also manually refresh the results below to see updated train journeys.
Last updated at
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
| 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 | |
| 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 | |
| 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 | |
| 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 | |
| Friday, June 19 | |||||
| 141 Northeast Regional | 4:41 AM Windsor Station, Windsor, CT | 3h14 | 7:55 AM Penn Station, New York, NY | 0 transfersDirect | |
| 495 Amtrak Hartford Line · 95 Northeast Regional | 7:29 AM Windsor Station, Windsor, CT | 2h53 | 10:22 AM Penn Station, New York, NY | 1 transfer | |
| 125 Northeast Regional | 7:58 AM Windsor Station, Windsor, CT | 3h23 | 11:21 AM Penn Station, New York, NY | 0 transfersDirect | |
| 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 | |
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.
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Journey information
Overview: Train from Windsor Station, Windsor, CT to Penn Station, New York, NY
USAUSA
Trains from Windsor Station, Windsor, CT to Penn Station, New York, NY run on average 8 times per day, taking around 2h 58m. Cheap train tickets for this journey start at $24 (€20) 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 23:56. The fastest train covers the 103 miles (167 km) distance in 2h 56m.
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Cheapest alternative travel mode
Bus from $20 (€16)
Distance 103 miles (167 km) |
Average train duration 2h 58m |
Cheapest ticket price $24 (€20) |
Trains per day 8 |
Direct trains 2 |
Fastest train 2h 56m |
First train 12:04 AM |
Last train 11:56 PM |
Cheapest Month Jul |
Cheapest Day Wed |
High Season Jan - Mar |
Low Season Jul - Sep |
Busiest Day Thu |
Least Busy Day Sat |
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Cheapest alternative travel mode
Bus from $20 (€16)
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
About
Amtrak is the main passenger train operator in the United States, providing medium- and long-distance intercity services across 46 states and three Canadian provinces. Operating over 300 trains daily and serving more than 500 destinations, Amtrak connects cities and regions nationwide through routes such as the high-speed Acela in the Northeast Corridor, the scenic Coast Starlight along the West Coast, and the Empire Builder linking Chicago to the Midwest and the Pacific Northwest. Other notable services include the Northeast Regional, Keystone Service, and the unique Auto Train, which allows passengers to bring their cars onboard. Amtrak offers a variety of classes to suit different budgets and travel needs, including Coach, Business, First Class, and Sleeper Class with options like Roomettes, Bedrooms, and Bedroom Suites for overnight journeys. Ticket types include Saver, Value, Flexible, Business, and Premium. Onboard amenities vary by service but may include comfortable seating, Wi-Fi, power outlets, dining options, and lounge access on select trains. Popular routes include Washington, D.C.–Boston, San Diego–San Luis Obispo, San Jose–Sacramento, and Chicago–Seattle.
Luggage & cancellation policy
Average Duration
2h 56m
Cheapest Price
$24 (€20)
Amtrak frequency
8 a day
Luggage included
2 personal items and 2 carry-on bags included free
Luggage storage
Overhead racks, under seats, and designated luggage areas at end of cars
Cancellation Policy
Cancellation policies depend on ticket type and timing
Refund
Full refund if train is canceled by Amtrak
Amenities on board the train
Wifi
Food sold onboard
Café car with snacks, beverages, and light meals. Long-distance trains have full-service dining cars
Seat reservation
Included in ticket price for Business and First Class. Optional fee for Coach Class
Toilets
USB plugs
Accessibility
Wheelchair spaces, accessible restrooms, Red Cap assistance service, accessible platforms and stations
Pets
Small pets under 20 pounds allowed for $26 fee. Must be in carrier. Service animals travel free
Quiet zone
Complete guide to Penn Station
Things to do in Penn Station
Discover the best of Penn Station — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Penn Station trip today.
- Must visit
The Museum of Modern Art
World-famous modern and contemporary art museum with landmark works by major artists.
- Must visit
Whitney Museum of American Art
Leading museum for American art, also popular for its architecture and outdoor terraces.
- Must visit
The High Line
Elevated linear park with city views, public art, and one of Manhattan’s most popular walks.
- Must visit
Times Square
Globally famous entertainment district known for giant screens, crowds, and nightlife energy.
- Recommended
Herald Square
Busy commercial square near Penn Station and a key orientation point for Midtown visitors.
- Vegetarian
New York-Style Pizza Slice
Large, thin-crust pizza sold by the slice, known for its foldable texture and classic cheese or pepperoni topping. It is one of New York City’s most iconic everyday foods.
Bagel With Lox And Cream Cheese
A classic New York bagel topped with cream cheese, smoked salmon, capers, and onion. It reflects the city’s Jewish deli and appetizing-shop traditions.
Pastrami On Rye
A famous deli sandwich made with hand-carved pastrami, mustard, and rye bread. It is a hallmark of old-school New York delicatessen culture.
Keens Steakhouse
Historic Midtown steakhouse known for mutton chop, classic cocktails, and old New York atmosphere. A strong choice for a more traditional sit-down meal near Penn Station.
Pizza Suprema
Long-running casual pizzeria near Penn Station, well known for classic New York slices and whole pies. Popular for a quick and dependable local meal.
Moynihan Food Hall
A convenient dining hall inside the Penn Station complex with multiple established vendors, good for a broad range of New York staples in a busy transit setting.
United States Dollar
Prices around Penn Station are high by U.S. standards, especially for dining and coffee, though budget chains and delis can lower daily costs.
Average meal costs
- Budget
- USD 10-18 for deli, pizza, or fast food.
- Mid-range
- USD 25-45 per person at a casual restaurant.
- Fine dining
- USD 80+ per person before drinks and tip.
- Coffee
- USD 4-7 for drip coffee or a latte.
Tipping culture
Tip 18-20% at sit-down restaurants, USD 1-2 per drink at bars, and round up or add 10-15% for taxis. No tip is usually expected at fast food spots, though small jar tips are common.
MTA TrainTime
Get the appOfficial public transport app
Prices
- Single ticket
- 2.90 USD
- Day pass
- 34.00 USD
To the city center
Penn Station, New York City -> Times Square, New York City
- Distance
- 1 km
- Travel time
- 10 min
- Tap to pay on subway and local buses with OMNY using a contactless card or mobile wallet.
- A 7-day unlimited pass is available, but there is no standard 1-day unlimited pass on the MTA.
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.
Train ticket prices from Windsor Station, Windsor, CT to Penn Station, New York, NY can vary. The cheapest ticket starts at $24 (€20), while the average price is around $39 (€32).
The train from Windsor Station, Windsor, CT to Penn Station, New York, NY takes 2h 56m and runs 8 per day.
The first train from Windsor Station, Windsor, CT to Penn Station, New York, NY leaves at 12:04 AM.
The distance by train from Windsor Station, Windsor, CT to Penn Station, New York, NY is 103 miles (167 km).
The last train from Windsor Station, Windsor, CT to Penn Station, New York, NY leaves at 11:56 PM.
There is no high speed train available from Windsor Station, Windsor, CT to Penn Station, New York, NY.
Yes, there is a direct train from Windsor Station, Windsor, CT to Penn Station, New York, NY. This service operates 2 times per day, provided by Amtrak.
Unfortunately, there is no night train available from Windsor Station, Windsor, CT to Penn Station, New York, NY.
The cheapest way to get from Windsor Station, Windsor, CT to Penn Station, New York, NY is by bus, with a cost of around $20 (€16).
The train journey from Windsor Station, CT to Penn Station, NY offers a mix of scenic views, including glimpses of the Connecticut River and picturesque landscapes, especially during the fall when the foliage is vibrant. However, some portions of the route are more urban or industrial.
A day trip from Windsor Station, CT to Penn Station, NY is not feasible as the journey takes 2h 56m. However, there are 8 train trips per day available for this route, covering a distance of 103 miles (167 km).
Yes, you can take the train from Windsor Station, Windsor, CT to Penn Station, New York, NY.
Since neither Windsor Station, Windsor, CT nor Penn Station, New York, NY are in the Schengen Area, passport requirements depend on the specific immigration rules of United States and United States. Entry and visa requirements can be subject to change. For the latest information, check with your destination's embassy or consulate.
Popular day trips by train from Penn Station, New York, NY include Philadelphia, PA, New Haven, CT, Wilmington, DE, Trenton, NJ, Poughkeepsie, NY.
We recommend using the train as it is the most popular way to get from Windsor Station, Windsor, CT to Penn Station, New York, NY among Omio's users.
Items not allowed on trains typically include hazardous materials such as explosives, flammable liquids, corrosive substances, and illegal drugs. Additionally, large or bulky items that may obstruct aisles or emergency exits, as well as pets without proper carriers, may be restricted. Specific prohibited items can vary by train operator and region, so please check the rules for your particular journey.
The currency used in the United States is the US Dollar (USD). For travelers, using cards is generally more convenient and widely accepted, especially credit and debit cards, while cash is useful for small purchases or places that do not accept cards.
Pack lightweight, versatile clothing suitable for the destination's climate, and use secure, lockable luggage to protect belongings. Keep essential items like travel documents, medication, and valuables in a carry-on bag for easy access. Use packing organizers or cubes to maximize space and maintain order. Lastly, include a small first aid kit and personal hygiene items for added comfort during travel.
popular train stations
Popular train stations from Windsor Station, Windsor, CT to Penn Station, New York, NY
Most Windsor Station, Windsor, CT to Penn Station, New York, NY trains use the Windsor Station to Penn Station station pair. Use this guide to compare Windsor Station, Windsor, CT and Penn Station, New York, NY train stations on this route, check city-centre transport, alongside checking practicalities like train station facilities and services.
Departure train stations in Windsor
Arrival train stations in New York
Windsor Station41 Central St, Windsor, CT 06095, USA+1 800-872-7245
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.
Penn Station351 West 31st Street, New York, NY 10001, United States+1 212 6306401
City-centre transport
Getting to Penn Station from New York city centre
Penn Station is 4 km from New York city centre. Public transport options include:
BusM55 · 19m · $7 · every ~7 min
FlixBus 2601, FlixBus N2471, FlixBus N2640, FlixBus 2605 · 23m · $1
New York · 38m · $21
Brooklyn · 45m · $56
Penn Station train station facilities and services
Penn Station has practical services for this route, including Wifi, Lockers, Parking, Dining, ATM, Taxis, Accessibility, Hotel, Ticket Office, Car Rental, and Information Desk.
Food and drink
Food options include: 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
Wi-Fi and ATMs
Free Wi-Fi available in Moynihan Train Hall. ATMs are there are ATMs in various locations around the station.
Tickets and information
The ticket office is open Mon - Sun: 05:00-22:00. Information desks are located on the connecting concourse near Tracks 18-19.
Luggage and lost property
Luggage storage is baggage assistance is provided by Red Caps, open 24/7 at Penn and open from 05:00 to 23:00 at Moynihan Train Hall. .
Parking, taxis and toilets
Available at Penn Station: Parking, Taxis.
Bike and car services
Available at Penn Station: Car Rental.
Accessibility
Accessibility facilities are available at Penn Station: Accessible facilities including restroom, parking, elevators, and ramps. Additional assistance available at ticket counters or by asking uniformed employees.
Shops, hotels and contact
Nearby hotels include The New Yorker at Wyndham Hotel, Courtyard by Marriott New York Manhattan/Chelsea, Hilton Garden Inn West 35th Street.
Most popular trains to and from Penn Station, New York, NY and Windsor Station, Windsor, CT
Most popular train connections to Penn Station, New York, NY
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