1map logoGo to main page

Pittsburgh, PA, USA to Winchester, VA, USA from $30: 7 ways by bus, train, flight or car

Compare Travel Options and Prices

from
Pittsburgh, United States of America
to
Winchester, United States of America

How to Get from Pittsburgh 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.

$30 - DriveBest price
306 kmDistance
3h 37m Fastest

Compare Train, Bus, Flight, and Driving Options

Get detailed, step-by-step directions below for your trip from Pittsburgh 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
Greyhound
Bus
Taxi
Average Duration
4h  26m
Estimated price
$132-201
Recommended
Company
Amtrak
Train
Average Duration
6h  7m
Estimated price
$59-171
Cheapest
route map
Distance: 306 km
Duration: 3h 37m

See more options

Company
various
Drive
Average Duration
3h  37m
Estimated price
$30-50
Company
various
Plane
Bus
Average Duration
5h  3m
Estimated price
$111-216
Company
various
Drive
Plane
Bus
Average Duration
5h  4m
Estimated price
$132-263
Company
various
Plane
Drive
Average Duration
5h  1m
Estimated price
$1320-1321
Company
various
Plane
Subway
Bus
Taxi
Average Duration
6h  22m
Estimated price
$1322-1323
Browse car rentalsExplore flights

Traveling From Pittsburgh to Winchester

Embarking on a journey from Pittsburgh to Winchester showcases the vibrant urban energy of Pittsburgh alongside the charming, historic allure of Winchester.

Best Neighbourhoods in Winchester

Winchester features diverse neighborhoods, each offering a distinctive charm and character.

Old Town Winchester
• Historic architecture and cobblestone streets
• Vibrant shops and restaurants to explore
Stonewall Jackson Neighborhood
• Beautiful parks and green spaces
• Rich Civil War history to discover
Westside
• Family-friendly with great schools
• Close proximity to outdoor recreational areas

Best Times To Visit Winchester's Attractions

Timing your visits to Winchester's attractions can significantly enhance your experience.

Shenandoah Valley Discovery Museum
Visit during weekdays for a quieter, more immersive experience.
George Washington’s Office Museum
Early mornings on weekdays provide a peaceful atmosphere and fewer crowds.
Old Town Winchester
Explore in the early evening to enjoy dining and shopping with less foot traffic.

Winchester Weather: What to Expect Year-Round

Winchester experiences a humid subtropical climate, with warm summers and cool winters, making spring and fall the best times to visit for mild temperatures. Understanding the weather patterns helps you pack appropriately and plan activities that align with seasonal conditions.

Dining Recommendation in Winchester

Try the fried chicken at D’Acquisto Italian Grill, where the blend of local Virginia ingredients and Italian flair creates a delightful experience distinct from Pittsburgh’s hearty fare. The warm, inviting atmosphere and emphasis on family recipes offer a refreshing change, allowing you to savor flavors that reflect the region's rich culinary heritage.

Pittsburgh - Winchester operators

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

Bus
Contact phone
+1 214-849-8100
Website
https://www.greyhound.com

Bus from Pittsburgh Intermodal Station to Frederick Frederick Bus Stop

Average Duration
3h 25m
Estimated price
$5941-2018
Contact phone
+1-800-827-3490
Website
https://virginiabreeze.org

Bus from Dulles International Airport to Front Royal

Average Duration
1h
Estimated price
$597-5943
Train
Contact phone
+1 800-872-7245
Website
https://www.amtrak.com/home.html

Train from Pittsburgh Amtrak Station to Martinsburg Amtrak Station

Average Duration
5h 41m
Estimated price
$1328-1329
Plane
Website
https://united.com

Plane from Pittsburgh Airport to Washington Dulles Airport

Average Duration
1h 7m
Estimated price
$2012-2015
Other Show other routes
Contact phone
+1-301-662-2250

Other from Frederick Frederick Bus Stop to Winchester

Average Duration
1h 1m
Estimated price
$1329-598

Pittsburgh to Winchester: Overview of Bus, Train, Flight, and Car Trips

Traveling between Pittsburgh 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 scenic road trip from Pittsburgh to Winchester covering a distance of 190 miles. Enjoy the journey through picturesque landscapes and charming small towns along the way. 💸 Explore budget-friendly travel options as the prices to drive from Pittsburgh to Winchester range from $30 to $50. Plan ahead to make the most of your trip without breaking the bank. 🏞️ Arrive in Winchester after a drive of approximately 3 hours and 37 minutes, ready to indulge in the city's historic charm, vibrant culture, and beautiful surroundings. Get ready for a memorable adventure filled with discoveries and experiences.
Average price
$30 - $50
🚆 Discover the charm of traveling by train from Pittsburgh to Winchester in just 6 hours and 7 minutes. Sit back, relax, and enjoy the scenic journey through Pennsylvania and into Virginia. 💰 Ticket prices for the train ride between Pittsburgh and Winchester range from $59 to $171, offering options for different budgets. Plan ahead to secure the best fare for your preferred travel dates.
🌟 Flying from Pittsburgh to Winchester is made convenient with a quick direct flight to Washington Dulles Airport, which only takes about 1 hour and 1 minute with United Airlines. ✈️ Upon landing at Washington Dulles Airport, travelers can easily rent a car or take a shuttle to reach Winchester located approximately 65 miles away.
Departure Point
Pittsburgh Airport
Arrival Point
Washington Dulles Airport

Frequently asked questions

Find out more about the route from Pittsburgh to Winchester.

Or choose the category:
The distance between Pittsburgh and Winchester is 131 miles. The road distance is slightly longer at 190 miles. The typical travel times by various modes of transportation are as follows: it takes 6 hours and 7 minutes to reach Winchester from Pittsburgh by train, 4 hours and 26 minutes by taking a bus first and then a taxi, and 3 hours and 37 minutes by car to reach Pittsburgh from Winchester.
The most cost-effective and time-efficient transportation option for traveling from Pittsburgh to Winchester is by driving. The drive takes approximately 3 hours and 37 minutes and costs around $30 to $50, making it both affordable and convenient. Other modes of transportation such as trains and buses may take longer and be more expensive. Overall, driving is the best option for this route.
The price of a train ticket between Pittsburgh and Winchester can range from $59 to $171, depending on factors such as the date, time, and class of travel. It is recommended to check with the train provider for the most accurate and up-to-date pricing information.
To travel from Pittsburgh to Winchester without public transportation, the most convenient option would be to drive. The distance between the two cities is approximately 190 miles, and it takes around 3 hours and 37 minutes to complete this journey by car. The cost for the trip can vary between $30 to $50, depending on factors such as gas prices and tolls. Driving allows for flexibility and the ability to enjoy scenic routes, making it a popular choice for many travelers.
To travel from Pittsburgh to Winchester without a car, the best option is to take a bus and then a taxi. The journey takes approximately 4 hours and 26 minutes and the cost ranges from $130 to $210. There are bus services available that operate between the two cities, and once you arrive in Winchester, you can easily hail a taxi to reach your destination.
The flight between Pittsburgh and Winchester typically takes 1 hour and 6 minutes on a direct flight. The cost of the flight can vary depending on factors such as the time of booking and availability, but the average cost is around $200 to $300. It's important to check with airlines for the most up-to-date pricing and to consider any additional fees for baggage or other services.
There are a variety of accommodation options available near Winchester. With over 49 hotels to choose from, travelers can find something to suit their preferences and budgets. Prices start at $50, making it possible to find affordable options for those on a tight budget. Whether you prefer luxury hotels or budget-friendly options, there are plenty of choices available in Winchester.

Trips from Pittsburgh