Winchester travel guide

Winchester Tourism | Winchester Guide

You're Going to Love Winchester

With a population of 26 203, Winchester is a must-see destination in Virginia, United States. It is among the most popular tourist destinations in the country. Winchester deserves at least 2 full days for you to see its main sights.

Where to Eat in Winchester

If you’re looking for affordable options, Village Square Restaurant (103 N Loudoun St) and The American Bar (147 N Loudoun St) are great picks.

When to visit Winchester

Winchester in March
Estimated hotel price
$100
1 night at 3-star hotel
Winchester in March
Estimated hotel price
$100
1 night at 3-star hotel

Looking for warm weather? Then head to Winchester in July, when the average temperature is 75.2 °F, and the highest can go up to 87.8 °F. The coldest month, on the other hand, is January, when it can get as cold as 23 °F, with an average temperature of 32 °F. You’re likely to see more rain in June, when precipitation is around 3.9″. In contrast, February is usually the driest month of the year in Winchester, with an average rainfall of 2.2″.

Data provided by weatherbase
Temperatures
Temperatures
Data provided by weatherbase

How to Get to Winchester

Plane

Although Winchester doesn’t have its own airport, you can fly to Hagerstown Regional (HGR), which is located 69 km from Winchester. The shortest domestic flight to Winchester departs from Miami and takes around 2h 36m.

Train

Amtrak is the most popular train carrier serving Winchester, followed by Acela. The train journey from Winchester to Baltimore takes 0h 28m and costs around $6 for a one-way ticket. When coming by train from Philadelphia, expect to pay about $17 for a 1h 56m trip.

Car

Another option to get to Winchester is to pick up a car rental from Washington, D.C., which is about 102 km from Winchester. You’ll find branches of Sixt and Kyte, among others, in Washington, D.C..

Bus

Several bus lines operate bus routes to Winchester, including Megabus, Bus and CoachRun. From Philadelphia, the bus ride to Winchester takes 274 km and will cost you around $10. From New York, the ticket costs about $18 for a journey of 435 km.

Plane

Although Winchester doesn’t have its own airport, you can fly to Hagerstown Regional (HGR), which is located 69 km from Winchester. The shortest domestic flight to Winchester departs from Miami and takes around 2h 36m.

Train

Amtrak is the most popular train carrier serving Winchester, followed by Acela. The train journey from Winchester to Baltimore takes 0h 28m and costs around $6 for a one-way ticket. When coming by train from Philadelphia, expect to pay about $17 for a 1h 56m trip.

Car

Another option to get to Winchester is to pick up a car rental from Washington, D.C., which is about 102 km from Winchester. You’ll find branches of Sixt and Kyte, among others, in Washington, D.C..

Bus

Several bus lines operate bus routes to Winchester, including Megabus, Bus and CoachRun. From Philadelphia, the bus ride to Winchester takes 274 km and will cost you around $10. From New York, the ticket costs about $18 for a journey of 435 km.

Airports near Winchester

Airlines serving Winchester

KLM
Good (847 reviews)
British Airways
Good (4,592 reviews)
Delta
Good (4,587 reviews)
Iberia
Good (1,600 reviews)
Air France
Good (980 reviews)
Emirates
Excellent (2,111 reviews)
Qatar Airways
Good (2,432 reviews)
United Airlines
Good (4,966 reviews)
Air Canada
Good (5,964 reviews)
Finnair
Good (856 reviews)
LOT
Good (677 reviews)
Singapore Airlines
Excellent (925 reviews)
TAP AIR PORTUGAL
Good (1,167 reviews)
Etihad Airways
Good (834 reviews)
Alaska Airlines
Excellent (5,725 reviews)
Cathay Pacific
Good (519 reviews)
ITA Airways
Good (728 reviews)
JetBlue
Good (1,584 reviews)
Frontier
Okay (1,359 reviews)
Malaysia Airlines
Good (186 reviews)
Show more

Where to stay in popular areas of Winchester

Most booked hotels in Winchester

The George Washington - A Wyndham Grand Hotel
3 stars
Excellent (8.8, 687 reviews)
$103+
Holiday Inn Winchester Se-Historic Gateway
3 stars
Excellent (8.7, 569 reviews)
$114+
La Quinta Inn & Suites by Wyndham Winchester
3 stars
Excellent (8.6, 1912 reviews)
$105+
Country Inn & Suites by Radisson, Winchester, VA
3 stars
Excellent (8.2, 1504 reviews)
$105+
Travelodge by Wyndham Winchester
2 stars
Good (7.2, 1443 reviews)
$77+

Renting a car in Winchester

Renting a car in Winchester costs $59 per day, on average, or $118 if you want to rent if for 2 days.

It’s generally cheaper to rent your vehicle outside the airport: locations in the city are around 10% cheaper than airport locations in Winchester.

Expect to pay $3.90 per gallon in Winchester (average price from the past 30 days). Depending on the size of your rental car, filling up the tank will cost between $46.79 and $62.38. The most frequently booked car type in Winchester is Luxury (Audi A4 or similar). If you’re looking to save money, though, keep in mind that Economy rental cars (Honda Fit or similar) are, on average, 53% cheaper than other rental car types in the city.

Renting a car in Winchester costs $59 per day, on average, or $118 if you want to rent if for 2 days.

It’s generally cheaper to rent your vehicle outside the airport: locations in the city are around 10% cheaper than airport locations in Winchester.

Expect to pay $3.90 per gallon in Winchester (average price from the past 30 days). Depending on the size of your rental car, filling up the tank will cost between $46.79 and $62.38. The most frequently booked car type in Winchester is Luxury (Audi A4 or similar). If you’re looking to save money, though, keep in mind that Economy rental cars (Honda Fit or similar) are, on average, 53% cheaper than other rental car types in the city.