1map logoGo to main page

New York City, NY, USA to Winchester, VA, USA from $50: 9 ways by bus, train, flight or car

Compare Travel Options and Prices

from
New York City, United States of America
to
Winchester, United States of America

How to Get from New York City to Winchester: Cheapest, Fastest and Best Way

1Map provides directions to cities, towns, landmarks, attractions, and addresses worldwide, offering thousands of multi-modal routes to easily get you from point A to point B.

$50 by carBest price
455 kmDistance
4h 18m Fastest

Compare Train, Bus, Flight, and Driving Options

Get detailed, step-by-step directions below for your trip from New York City to Winchester with 1Map travel planner. Easily compare ticket prices, explore various transport options, and find the best routes for a seamless and cost-effective travel experience.

Company
various
Bus
Average Duration
4h  18m
Estimated price
$70-93
Recommended
Company
various
Drive
Average Duration
4h  56m
Estimated price
$50-75
Cheapest
route map
Distance: 455 km
Duration: 4h 18m

See more options

Company
various
Train
Average Duration
6h  6m
Estimated price
$86-595
Company
various
Plane
Bus
Average Duration
5h  30m
Estimated price
$161-633
Company
various
Plane
Bus
Average Duration
5h  13m
Estimated price
$166-508
Company
various
Plane
Bus
Average Duration
5h  23m
Estimated price
$700-701
Company
various
Train
Plane
Subway
Bus
Taxi
Average Duration
6h  29m
Estimated price
$702-703
Company
various
Subway
Plane
Subway
Bus
Taxi
Average Duration
6h  36m
Estimated price
$704-705
Company
various
Train
Plane
Subway
Bus
Taxi
Average Duration
6h  34m
Estimated price
$706-707
Browse car rentalsExplore flights

Traveling From New York to Winchester

Traveling from the bustling streets of New York to the serene landscapes of Winchester offers a fascinating contrast between the vibrant energy of a metropolitan city and the charming, relaxed pace of a historic town.

Best Neighbourhoods in Winchester

Winchester boasts charming neighborhoods rich in history and local culture.

Downtown Winchester
• Vibrant arts scene and eclectic shops.
• Historic sites like the George Washington Barriers.
Old Town
• Cobblestone streets and 18th-century architecture.
• Lovely cafes and restaurants with outdoor seating.
Shawnee Land
• Spacious parks and family-friendly atmosphere.
• Great hiking trails and natural scenery.

Best Times To Visit Winchester's Attractions

Exploring Winchester's attractions is best at strategic times for a memorable experience.

Historic Old Town
Visit during weekdays to enjoy less crowded streets and shops.
Museum of the Shenandoah Valley
Early mornings on weekends offer a quieter atmosphere and better engagement.
Belle Grove Plantation
Spring and fall provide pleasant weather and fewer tourists around.

Winchester Weather: What to Expect Year-Round

Winchester experiences a classic four-season climate, with warm summers and cold winters, making each season offer its own charm. Spring and fall are often the best times to visit, as moderate temperatures enhance outdoor activities and sightseeing.

Dining in Winchester: A Taste of Local Charm

For a delightful change from New York's vibrant culinary scene, try the homemade country ham at The Union Jack Pub, where the rustic atmosphere and locally sourced ingredients offer a genuine taste of Winchester's heritage. This dish showcases rich, smoky flavors that provide a comforting contrast to the often fast-paced dining options found in the city.

New York City - Winchester operators

Explore transport companies operating between New York City and Winchester, with prices starting at . These companies offer competitive pricing, flexible schedules, and comfortable travel experiences.

Bus Show bus routes
Contact phone
646-630-7186
Website
https://www.wandacoach.gotobus.com/cgi-bin/ivyu.cgi?gid=657605&d=wanda-travel/

Bus from New York, NY to Winchester

Average Duration
4h 15m
Estimated price
$930-933
Contact phone
+1-800-827-3490
Website
https://virginiabreeze.org

Bus from Dulles International Airport to Front Royal

Average Duration
1h
Estimated price
$5053-5078
Train
Contact phone
+1 800-872-7245
Website
https://www.amtrak.com/acela-train

Train from New York Penn Station to Washington Union Station

Average Duration
2h 54m
Estimated price
$50-864
Contact phone
+1 800-872-7245
Website
https://www.amtrak.com/northeast-regional-train

Train from New York Penn Station to Washington Union Station

Average Duration
3h 25m
Estimated price
$5952-5953
Contact phone
1-866-743-3682
Website
https://www.mta.maryland.gov

Train from Washington Union Station to DUFFIELFS W VA MARC wb

Average Duration
1h 33m
Estimated price
$505-506
Contact phone
+1 973-275-5555
Website
https://www.njtransit.com/

Train from New York Penn Station to Newark Airport Railroad Station

Average Duration
24m
Estimated price
$506-5076
Contact phone
+1-718-217-5477
Website
https://new.mta.info/agency/long-island-rail-road

Train from New York Penn Station to Jamaica

Average Duration
21m
Estimated price
$751-5072
Plane
Website
https://united.com

Plane from Newark (EWR) to Washington Dulles (IAD)

Average Duration
1h 25m
Estimated price
$934-935

Plane from New York La Guardia (LGA) to Washington Dulles (IAD)

Average Duration
1h 29m
Estimated price
$936-935
Website
https://delta.com

Plane from New York JFK to Washington Dulles

Average Duration
1h 25m
Estimated price
$938-939
Other Show other routes
Contact phone
+1 540-662-4111

Other from Front Royal to Winchester

Average Duration
23m
Estimated price
$50-50

New York City to Winchester: Overview of Bus, Train, Flight, and Car Trips

Traveling between New York City and Winchester offers a variety of convenient options to suit your preferences, schedule, and budget. Whether you prioritize affordability, speed, or comfort, you’re sure to find the perfect way to travel without compromising on quality or convenience.

🚗 Embark on a picturesque road trip from the bustling cityscape of New York to the charming town of Winchester, spanning a driving distance of 283 miles. 💸 Enjoy the flexibility of transportation costs ranging from $50 to $75 for a journey that offers the perfect blend of affordability and adventure. 🌲 Immerse yourself in the scenic beauty of the journey, which takes approximately 4 hours and 56 minutes, as you traverse from the urban landscape of New York to the serene countryside of Winchester.
Average price
$50 - $75
🚆 Embark on a scenic journey from New York to Winchester by train, with a travel time of approximately 6 hours and 6 minutes. Enjoy the rolling landscapes and charming towns along the way. 💲 Ticket prices for a train ride between New York and Winchester range from $86 to $595, offering options to suit different budgets and travel preferences. Plan your trip in advance to secure the best deals and schedules.
🛫 Flying from New York to Winchester begins with a quick direct flight from Newark Airport to Washington Dulles Airport, which typically takes 1 hour and 19 minutes.
Departure Point
Newark Airport
Arrival Point
Washington Dulles Airport
🚌 Embark on a scenic journey from New York to Winchester by bus, with a travel time of approximately 4 hours and 18 minutes. Sit back, relax, and enjoy the ride through charming towns and picturesque landscapes along the way. 💸 The cost of a bus ticket between Winchester and New York ranges from $70 to $93, providing an affordable and convenient transportation option for travelers looking to explore the historic city of Winchester or visit friends and family in the area.
Useful tips for bus travellers
• Consider booking your bus ticket through Greyhound, Megabus, or FlixBus, as they all operate on this route; you can compare schedules and prices at Greyhound, Megabus, and FlixBus.
• Expect to arrive at the Winchester Transportation Center, which is fairly compact; familiarize yourself with the layout by checking the station map on their official site at Winchester Transit to efficiently access local transport options.
• Bring snacks and a refillable water bottle for the ride, as you might not have many dining options on the bus; however, you'll also find local eateries near the Winchester station, like La Bella Vita and The Union Jack Pub, perfect for a meal upon arrival.

Frequently asked questions

Find out more about the route from New York City to Winchester.

Or choose the category:
The distance between New York and Winchester is approximately 246 miles by direct route. The road distance is slightly longer at 282.5 miles. The typical travel time by train from New York to Winchester is 6 hours and 6 minutes. Alternatively, combining a flight from Newark to Washington Dulles and then taking a bus can take around 5 hours and 12 minutes. If traveling from Winchester to New York, it typically takes 4 hours and 56 minutes by car and 4 hours and 18 minutes by bus.
The most cost-effective and time-efficient transportation option for traveling from New York to Winchester is by bus. It takes approximately 4 hours and 18 minutes and costs between $65 and $95. This is the quickest way to reach Winchester from New York without spending a lot of money. Another option is driving, which takes about 4 hours and 56 minutes and costs around $50 to $75 in gas. Both options provide convenient and affordable ways to reach your destination.
The price range for a train ticket from New York to Winchester is between $86 and $595. As for the bus, the prices range from $70 to $93 for the journey from Winchester to New York. It's important to note that these prices can vary depending on factors such as the time of booking and availability. It's recommended to check with the specific transportation providers for the most accurate and up-to-date pricing information.
To travel from New York to Winchester without using public transportation, you can opt to drive. The driving distance is approximately 283 miles and it takes around 4 hours and 56 minutes. Prices for renting a car vary, but you can expect to pay between $50 to $75 for the journey.
To travel from New York to Winchester without a car, the best option is to take a bus. The bus journey takes approximately 4 hours and 18 minutes. The cost of the bus ticket ranges from $65 to $95. This is a convenient and affordable method of transportation for those who do not have access to a car.
The flight between New York and Winchester typically takes 1 hour and 18 minutes on a direct flight from Newark Airport to Washington Dulles Airport. The cost of the flight can vary depending on the airline and time of booking, but on average, it ranges from $100 to $200 for a one-way ticket. It is important to note that prices may fluctuate due to factors such as demand and availability.
If you are looking for accommodation near Winchester there are plenty of options available. There are over 49 hotels in the area to choose from, with prices starting at $50 per night. Some popular hotels in the vicinity include The George Washington Hotel, Hampton Inn Winchester-University/Mall Area, and Hilton Garden Inn Winchester. Whether you are looking for a budget-friendly stay or a luxurious experience, Winchester has a variety of hotels to suit different preferences and budgets.

Trips from New York City