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. Consider staying at least one whole day in Winchester to see all of its attractions.

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
C$ 135
1 night at 3-star hotel
Winchester in March
Estimated hotel price
C$ 135
1 night at 3-star hotel

Looking for warm weather? Then head to Winchester in July, when the average temperature is 24 °C, and the highest can go up to 31 °C. The coldest month, on the other hand, is January, when it can get as cold as -5 °C, with an average temperature of 0 °C. You’re likely to see more rain in June, when precipitation is around 100 mm. In contrast, February is usually the driest month of the year in Winchester, with an average rainfall of 56 mm.

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 43 miles from Winchester. The shortest flight to Winchester from Canada departs from Toronto and takes around 1h 27m.

Train

Amtrak is the only carrier operating train routes to Winchester. The train journey from Winchester to Baltimore takes 0h 28m and costs around C$ 5 for a one-way ticket. When coming by train from Philadelphia, expect to pay about C$ 10 for a 2h 05m trip.

Car

Another option to get to Winchester is to pick up a car rental from Washington, D.C., which is about 64 miles from Winchester. You’ll find branches of Thrifty and Hertz, 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 175 miles and will cost you around C$ 16. From New York, the ticket costs about C$ 25 for a journey of 265 miles.

Plane

Although Winchester doesn’t have its own airport, you can fly to Hagerstown Regional (HGR), which is located 43 miles from Winchester. The shortest flight to Winchester from Canada departs from Toronto and takes around 1h 27m.

Train

Amtrak is the only carrier operating train routes to Winchester. The train journey from Winchester to Baltimore takes 0h 28m and costs around C$ 5 for a one-way ticket. When coming by train from Philadelphia, expect to pay about C$ 10 for a 2h 05m trip.

Car

Another option to get to Winchester is to pick up a car rental from Washington, D.C., which is about 64 miles from Winchester. You’ll find branches of Thrifty and Hertz, 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 175 miles and will cost you around C$ 16. From New York, the ticket costs about C$ 25 for a journey of 265 miles.

Airports near Winchester

Airlines serving Winchester

KLM
Good (852 reviews)
British Airways
Good (4,534 reviews)
Delta
Good (4,613 reviews)
Air France
Good (984 reviews)
Iberia
Good (1,585 reviews)
United Airlines
Good (4,958 reviews)
Emirates
Excellent (2,119 reviews)
Qatar Airways
Good (2,469 reviews)
Air Canada
Good (5,859 reviews)
Finnair
Good (872 reviews)
TAP AIR PORTUGAL
Good (1,176 reviews)
LOT
Good (685 reviews)
Singapore Airlines
Excellent (922 reviews)
Etihad Airways
Good (833 reviews)
Alaska Airlines
Excellent (5,651 reviews)
ITA Airways
Good (716 reviews)
Cathay Pacific
Good (502 reviews)
JetBlue
Good (1,604 reviews)
Malaysia Airlines
Good (184 reviews)
Frontier
Okay (1,347 reviews)
Show more

Where to stay in Winchester

If you’re on a budget, well-reviewed accommodations include Quality Inn and Candlewood Suites Winchester.

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, Excellent reviews)
C$ 161+
Holiday Inn Winchester Se-Historic Gateway
3 stars
Excellent (8.7, Excellent reviews)
C$ 150+
La Quinta Inn & Suites by Wyndham Winchester
3 stars
Excellent (8.6, Excellent reviews)
C$ 144+
Country Inn & Suites by Radisson, Winchester, VA
3 stars
Excellent (8.2, Excellent reviews)
C$ 137+
Travelodge by Wyndham Winchester
2 stars
Good (7.2, Good reviews)
C$ 102+

Renting a car in Winchester

Expect to pay C$ 1.42 per litre in Winchester (average price from the past 30 days). Depending on the size of your rental car, filling up the tank will cost between C$ 17.01 and C$ 22.68. The most frequently booked car type in Winchester is Full-size (Chevrolet Malibu or similar). If you’re looking to save money, though, keep in mind that Economy rental cars (Honda Fit or similar) are, on average, 61% cheaper than other rental car types in the city.

Expect to pay C$ 1.42 per litre in Winchester (average price from the past 30 days). Depending on the size of your rental car, filling up the tank will cost between C$ 17.01 and C$ 22.68. The most frequently booked car type in Winchester is Full-size (Chevrolet Malibu or similar). If you’re looking to save money, though, keep in mind that Economy rental cars (Honda Fit or similar) are, on average, 61% cheaper than other rental car types in the city.