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 Boston and takes around 1h 28m.

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 Richmond, expect to pay about $18 for a 1h 53m 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 Greyhound. From Philadelphia, the bus ride to Winchester takes 282 km and will cost you around $12. 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 Boston and takes around 1h 28m.

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 Richmond, expect to pay about $18 for a 1h 53m 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 Greyhound. From Philadelphia, the bus ride to Winchester takes 282 km and will cost you around $12. From New York, the ticket costs about $18 for a journey of 435 km.

Airports near Winchester

Airlines serving Winchester

KLM
Good (846 reviews)
British Airways
Good (4,585 reviews)
Delta
Good (4,598 reviews)
Air France
Good (981 reviews)
Iberia
Good (1,599 reviews)
Emirates
Excellent (2,116 reviews)
United Airlines
Good (4,958 reviews)
Qatar Airways
Good (2,437 reviews)
Air Canada
Good (5,936 reviews)
Finnair
Good (863 reviews)
LOT
Good (681 reviews)
Singapore Airlines
Excellent (923 reviews)
TAP AIR PORTUGAL
Good (1,171 reviews)
Alaska Airlines
Excellent (5,724 reviews)
Etihad Airways
Good (833 reviews)
Cathay Pacific
Good (513 reviews)
JetBlue
Good (1,588 reviews)
ITA Airways
Good (726 reviews)
Frontier
Okay (1,355 reviews)
Malaysia Airlines
Good (186 reviews)
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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, 691 reviews)
$103+
Holiday Inn Winchester Se-Historic Gateway
3 stars
Excellent (8.7, 570 reviews)
$114+
La Quinta Inn & Suites by Wyndham Winchester
3 stars
Excellent (8.6, 1901 reviews)
$106+
Country Inn & Suites by Radisson, Winchester, VA
3 stars
Excellent (8.2, 1503 reviews)
$102+
Travelodge by Wyndham Winchester
2 stars
Good (7.2, 1437 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.

Car rental agencies in Winchester

Hertz

Hertz
Find car rentals in Winchester