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The Metropolitan Museum of Art
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The cheapest and fastest trains from Winchester, VA to New York, NY
Showing times and prices for Jun 21
Cheapest price
$369
Average price
$369
Fastest journey
7 h 41 m
Average duration
7 h 41 m
Trains per day
1
Distance
393 km
Cheap tickets
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 $369 if you buy it on the day, but the cheapest tickets can be found for only $369.
Fast trains
Of the 1 trains that leave Winchester, VA for New York, NY on Sun, Jun 21, 1 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 393 km distance in an average of 7 h 41 m but if you time it right, some trains will get you there in just 7 h 41 m .
On Sun, Jun 21 the slowest trains will take 7 h 41 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.
3:06 PM7h41Winchester, VA10:47 PMNew York, NY$3691One-way0 transfers
- 3:06 PM7h41Winchester, VA10:47 PMNew York, NY$3691One-way0 transfers
Travel Information
Compare train and flight for Winchester, VA to New York, NY
Omio recommends booking the train as it is the most popular option from Winchester, VA to New York, NY among Omio's users. If you are prioritising price take the flight with prices starting from $64. For those with little time consider booking a flight which can get you there in 1h 26m. The ticket price range depends on the travel mode: a flight costs an average of $64, and a train costs an average of $68.
Distance: 244 miles (393 km)
Compare train with
Most popular Train | Flight | Driving |
|---|---|---|
$216 Average price | $207 Average price Cheapest | $88 Average price (fuel + tolls) |
5h 50m Average total duration 5h 20m Onboard + 30m Additional time* | 4h 26m Average total duration Fastest 1h 26m Onboard + 3h 0m Additional time* | 4h 26m Average total duration (door-to-door) |
Most popular train company |  Most popular airline | Your own car or car rental |
Direct Options | Direct Options | Direct Options |
The cheapest way to travel from Winchester, VA to New York, NY is a flight with an average price of $207 (€170).
This is compared to other travel options from Winchester, VA to New York, NY:
A flight is $8 (€7) less than a train for this route with tickets for a train from Winchester, VA to New York, NY costing on average $216 (€177).
The fastest way to travel from Winchester, VA to New York, NY is by flight with an average journey time of 1h 26m.
Other travel options to New York, NY take longer:
Train takes on average 5h 20m.
It's helpful to compare your options as there are 2 ways to travel between Winchester, VA and New York, NY including taking a train and flight.
We recommend using the train as it is the most popular way to get from Winchester, VA to 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 $216 (€177) compared to roughly $88 (€72) in fuel and tolls — a saving of about $-127.46 (€-104.32). The journey takes 5h 20m versus 4h 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
Winchester, VA to New York, NY train times
The table below shows live departures for Winchester, VA to New York, NY trains for tomorrow, Sunday, June 21. You can also manually refresh the results below to see updated train journeys.
Last updated at
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
| 3:06 PM Winchester, VA | 7h41 | 10:47 PM 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 Winchester, VA to New York, NY by train or flight
Compare 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 Winchester, VA to New York, NY
USAUSA
Trains 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 $68 (€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.
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
Flight from $64 (€52)
Distance 244 miles (393 km) |
Average train duration 5h 20m |
Cheapest ticket price $68 (€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 |
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
Flight from $64 (€52)
Train companies: Amtrak from Winchester, VA to New York, NY trainsAmtrak trains will get you between Winchester, VA and New York, NY from $64 (€52). 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
6h 56m
Cheapest Price
$68 (€56)
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 New York
Things to do in New York
Discover the best of New York — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect New York trip today.
- Must visit
Museum of Modern Art (MoMA)
A leading modern and contemporary art museum with iconic works by Van Gogh, Picasso, Warhol, and many others.
- Must visit
American Museum of Natural History
A major science museum famous for dinosaur halls, space exhibits, and family-friendly displays on the natural world.
- Must visit
Central Park
The city’s essential urban park, ideal for walks, people-watching, famous views, and easy access to major museums.
- Must visit
Times Square
A high-energy commercial crossroads known for giant screens, Broadway proximity, and classic first-time New York spectacle.
- Must visit
The High Line
An elevated park built on a former rail line, popular for design, public art, Hudson views, and social media appeal.
- Vegetarian
New York-Style Pizza
Large, thin-crust pizza sold by the slice, known for its crisp yet foldable base. It is one of the city’s most iconic everyday foods.
Bagel With Lox And Cream Cheese
A classic New York bagel topped with cream cheese, cured salmon, capers, and onion. It reflects the city’s strong Jewish deli tradition.
Pastrami On Rye
Hand-carved cured beef piled onto rye bread, usually with mustard. This deli staple is one of New York’s most famous sandwiches.
Russ & Daughters Cafe
Well-known appetizing shop cafe serving bagels, smoked fish, caviar, and Jewish New York classics in a polished, historic style.
Katz's Delicatessen
Historic Lower East Side deli famous for hand-carved pastrami sandwiches and classic Jewish deli fare in a lively, old-school setting.
Di Fara Pizza
Legendary pizzeria known for traditional New York slices and whole pies, with a long-standing reputation for quality ingredients and craftsmanship.
United States Dollar
Accommodation, dining, and drinks are among the priciest in the US, though budget eats and free sights help control costs.
Average meal costs
- Budget
- USD 10-20 for a quick meal.
- Mid-range
- USD 25-50 per person.
- Fine dining
- USD 100+ per person.
- Coffee
- USD 4-7 for a coffee.
Tipping culture
Tip 18-20% in restaurants and bars; 20%+ for excellent service. USD 1-2 per drink, round up taxis or tip 10-15%, and tip hotel staff.
FAQs: Trains from Winchester, VA to New York, NY
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.
Train ticket prices from Winchester, VA to New York, NY can vary. The cheapest ticket starts at $68 (€56), while the average price is around $216 (€177).
The train from Winchester, VA to New York, NY takes 6h 56m and runs 4 per day.
The first train from Winchester, VA to New York, NY leaves at 8:10 AM.
The distance by train from Winchester, VA to New York, NY is 244 miles (393 km).
The last train from Winchester, VA to New York, NY leaves at 11:35 AM.
There is no high speed train available from Winchester, VA to New York, NY.
There is no direct train service currently available from Winchester, VA to New York, NY.
Unfortunately, there is no night train available from Winchester, VA to New York, NY.
The train station in Winchester, VA that goes to New York, NY is Martinsburg Station, Martinsburg, WV, which connects to Penn Station, New York, NY.
The cheapest way to get from Winchester, VA to New York, NY is by flight, with a cost of around $64 (€52).
The train journey from Winchester, VA to New York, NY offers scenic views of the picturesque Shenandoah Valley, rolling hills, and stretches of the Appalachian Mountains, providing a pleasant and visually appealing experience for travelers.
A day trip from Winchester, VA to New York, NY is not feasible as the journey takes 6h 56m and covers 244 miles (393 km). The frequency for trains is 4 per day.
For a well-rounded experience in New York, NY, 4 to 5 days are recommended to explore major attractions like Central Park, the Statue of Liberty, Broadway shows, and various museums, while also allowing time for dining and local neighborhood exploration.
Yes, you can take the train from Winchester, VA to New York, NY.
Since neither Winchester, VA nor 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 New York, NY include Philadelphia, PA, New Haven, CT, Newark, NJ, Trenton, NJ, Stamford, CT.
We recommend using the train as it is the most popular way to get from Winchester, VA to 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.
In New York, NY, travelers should be cautious of pickpocketing, especially in crowded areas like Times Square and on subway platforms. Common scams include fake ticket sellers near popular attractions and unauthorized taxi services overcharging passengers. It's important to use official transportation apps or authorized taxi stands and to stay alert in busy public spaces to avoid theft and fraud.
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 Winchester, VA to New York, NY
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.
Departure train stations in Winchester
Arrival train stations in New York
Which New York, NY station do trains from Winchester, VA arrive at?
Trains from Winchester, VA to New York, NY arrive at Penn Station. Penn Station is 2 miles (4 km) from New York, NY city centre.
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.
More options for your journey from Winchester, VA to New York, NY
Here are some other resources that might have the information you need
Most popular trains to and from New York, NY and Winchester, VA
Most popular train connections to New York, NY
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