- Must visit
The Metropolitan Museum of Art
World-renowned museum spanning ancient to modern art. Highlights include masterworks, global collections, and the dramatic Fifth Avenue setting.
Cheapest price
$132
Average price
$132
Fastest journey
6 h 54 m
Average duration
7 h 25 m
Trains per day
6
Distance
393 km
The best way to find a cheap train ticket from Winchester, VA to 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 Winchester, VA to New York, NY will cost around $132 if you buy it on the day, but the cheapest tickets can be found for only $132.
It's difficult to get from Winchester, VA to New York, NY without transferring at least once.
41 Floridian · 178 Northeast Regional
41 Floridian · 148 Northeast Regional
41 Floridian · 148 Northeast Regional
41 Floridian · 148 Northeast Regional
41 Floridian · 178 Northeast Regional
41 Floridian · 148 Northeast Regional
41 Floridian · 148 Northeast Regional
41 Floridian · 148 Northeast Regional
41 Floridian · 178 Northeast Regional
41 Floridian · 178 Northeast RegionalTrains from Winchester, VA to New York, NY run on average 4 times per day, taking around 5h 20m. Cheap train tickets for this journey start at $69 (€56) but you can travel from only $64 (€52) by flight.
The earliest train runs at 08:10, the last at 11:35. The fastest train covers the 244 miles (393 km) distance in 6h 56m.
Distance 244 miles (393 km) |
Average train duration 5h 20m |
Cheapest ticket price $69 (€56) |
Trains per day 4 |
Fastest train 6h 56m |
First train 8:10 AM |
Last train 11:35 AM |
Cheapest Month Dec |
Cheapest Day Sat |
High Season Jan - Mar |
Low Season Jul - Sep |
Best time to book 1 day |
The table below shows live departures for Winchester, VA to New York, NY trains for today, Wednesday, August 5. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
41 Floridian · 178 Northeast Regional | 11:06 AM Martinsburg Station, Martinsburg, WV | 7h51 | 6:57 PM Newark Liberty International Airport, Newark, NJ | 1 transfer | |
41 Floridian · 148 Northeast Regional | 11:06 AM Martinsburg Station, Martinsburg, WV | 6h54 | 6:00 PM Newark Liberty International Airport, Newark, NJ | 1 transfer | |
41 Floridian · 148 Northeast Regional | 11:06 AM Martinsburg Station, Martinsburg, WV | 7h01 | 6:07 PM Newark Penn Station, Newark, NJ | 1 transfer | |
41 Floridian · 178 Northeast Regional | 11:06 AM Martinsburg Station, Martinsburg, WV | 7h57 | 7:03 PM Newark Penn Station, Newark, NJ | 1 transfer | |
41 Floridian · 148 Northeast Regional | 11:06 AM Martinsburg Station, Martinsburg, WV | 7h21 | 6:27 PM Penn Station, New York, NY | 1 transfer | |
41 Floridian · 178 Northeast Regional | 11:06 AM Martinsburg Station, Martinsburg, WV | 8h18 | 7:24 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
Discover the best of New York, NY — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect New York, NY trip today.
World-renowned museum spanning ancient to modern art. Highlights include masterworks, global collections, and the dramatic Fifth Avenue setting.
Leading museum of modern and contemporary art, home to influential works by Van Gogh, Picasso, Warhol, and many others.
Major American art museum inside a Frank Lloyd Wright masterpiece. Its spiral galleries make the building itself part of the experience.
Vast urban park with lakes, meadows, museums, and scenic paths. It is the city’s classic outdoor escape and a true must-see.
Elevated park built on a former rail line, offering gardens, public art, and fresh perspectives on the West Side.
Bright, busy crossroads famous for giant screens, theaters, and nonstop energy. It is overwhelming, iconic, and quintessentially New York.
A thin, foldable slice with crisp crust and tangy tomato sauce. It is the city’s iconic fast meal, shaped by generations of neighborhood pizzerias.
A hand-rolled boiled and baked bagel, often topped with cream cheese and lox. New York water and long-standing bagel shops made it a city staple.
Salt-cured beef steamed until tender, usually served on rye with mustard. It is a classic Jewish deli sandwich strongly tied to New York food culture.
Acclaimed fine-dining restaurant highlighting contemporary American cuisine with refined tasting menus. Elegant setting and one of the city’s landmark tables.
Legendary coal-oven pizzeria serving classic New York pies in a casual, bustling setting. A long-standing favorite for an old-school slice experience.
Historic Jewish deli famed for towering pastrami sandwiches and classic counter service. Busy, traditional, and deeply tied to Lower East Side food culture.
Very high costs for hotels, dining, and attractions; transit is moderate, but overall NYC is pricier than most US and global city breaks.
Tip 18-20% at restaurants, more for great service. Taxis: 15-20%. Cafes: round up or add $1-2 for drinks.
Find answers to the most common questions about traveling from Winchester, VA to 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 New York, NY, this guide helps you travel smarter and with confidence.

Most Winchester, VA to New York, NY trains use the Martinsburg Station to Penn Station station pair. Use this guide to compare Winchester, VA and New York, NY train stations on this route, check city-centre transport, alongside checking practicalities like train station facilities and services.
Penn Station is 4 km from New York city centre. Public transport options include:
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 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
Free Wi-Fi available in Moynihan Train Hall. ATMs are there are ATMs in various locations around the station.
The ticket office is open Mon - Sun: 05:00-22:00. Information desks are located on the connecting concourse near Tracks 18-19.
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. .
Available at Penn Station: Parking, Taxis.
Available at Penn Station: Car Rental.
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.
Nearby hotels include The New Yorker at Wyndham Hotel, Courtyard by Marriott New York Manhattan/Chelsea, Hilton Garden Inn West 35th Street.
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