The cheapest and fastest trains from Winchester, VA to New York, NY
Cheapest price
$181
Average price
$181
Fastest journey
8 h 18 m
Average duration
8 h 18 m
Trains per day
1
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 $181 if you buy it on the day, but the cheapest tickets can be found for only $181.
Of the 1 trains that leave Winchester, VA for New York, NY on Mon, Mar 23, 1 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Mon, Mar 23 the direct trains cover the 393 km distance in an average of 8 h 18 m but if you time it right, some trains will get you there in just 8 h 18 m .
On Mon, Mar 23 the slowest trains will take 8 h 18 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.


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 train with prices starting from $79. For those with little time consider booking a flight which can get you there in 1h 20m. The ticket price range depends on the travel mode: a train costs an average of $79, and a flight costs an average of $63.
Distance: 244 miles (393 km)
Compare train with
Most popular Train | Flight |
|---|---|
$154 Average price Cheapest | $179 Average price |
5h 50m Average total duration 5h 20m Onboard + 30m Additional time* | 4h 20m Average total duration Fastest 1h 20m Onboard + 3h 0m Additional time* |
![]() Most popular train company | ![]() Most popular airline |
Direct Options | Direct Options |
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 today, Sunday, March 22. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 4:06 PM Winchester, VA | 7h41 | 11:47 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.
Mar 23
Mar 24
Mar 25
Mar 26
Mar 27
Mar 28
Mar 29
Journey information
Overview: Train from Winchester, VA to New York, NY
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 $79 (€64) but you can travel from only $63 (€51) 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 $79 (€64) |
Trains per day 4 |
Fastest train 6h 56m |
First train 08:10 |
Last train 11:35 |
Cheapest month Dec |
Cheapest day Tue |
High season Oct - Dec |
Low season Apr - Jun |
Best day to book ahead 1 day |
Train companies: Amtrak from Winchester, VA to New York, NY trainsAmtrak trains will get you between Winchester, VA and New York, NY from $63 (€51). With over 1000 travel companies on Omio, you can find the best train times and tickets for your trip.
Amtrak
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.

popular train stations
Popular train stations from Winchester, VA to 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
More options for your journey from Winchester, VA to New York, NY
Here are some other resources that might have the information you need

