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 April
Estimated hotel price
C$ 109
1 night at 3-star hotel
Winchester in April
Estimated hotel price
C$ 109
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 most popular train carrier serving Winchester, followed by Acela. The train journey from Winchester to Baltimore takes 0h 27m and costs around C$ 15 for a one-way ticket. When coming by train from Richmond, expect to pay about C$ 24 for a 1h 55m 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 Dollar, among others, in Washington, D.C..

Bus

Several bus lines operate bus routes to Winchester, including Peter Pan Bus Lines, Washington Deluxe and Bus. From Philadelphia, the bus ride to Winchester takes 170 miles and will cost you around C$ 27. From New York, the ticket costs about C$ 69 for a journey of 195 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 most popular train carrier serving Winchester, followed by Acela. The train journey from Winchester to Baltimore takes 0h 27m and costs around C$ 15 for a one-way ticket. When coming by train from Richmond, expect to pay about C$ 24 for a 1h 55m 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 Dollar, among others, in Washington, D.C..

Bus

Several bus lines operate bus routes to Winchester, including Peter Pan Bus Lines, Washington Deluxe and Bus. From Philadelphia, the bus ride to Winchester takes 170 miles and will cost you around C$ 27. From New York, the ticket costs about C$ 69 for a journey of 195 miles.

Airports near Winchester

Airlines serving Winchester

KLM
Good (1,353 reviews)
British Airways
Good (6,808 reviews)
Delta
Excellent (9,085 reviews)
Iberia
Good (2,684 reviews)
Air France
Good (1,588 reviews)
Emirates
Excellent (3,619 reviews)
Qatar Airways
Good (3,981 reviews)
United Airlines
Good (9,542 reviews)
Air Canada
Good (7,657 reviews)
Finnair
Good (1,318 reviews)
LOT
Good (1,280 reviews)
Singapore Airlines
Excellent (1,332 reviews)
Alaska Airlines
Excellent (9,361 reviews)
Etihad Airways
Good (1,226 reviews)
TAP AIR PORTUGAL
Good (1,927 reviews)
Cathay Pacific
Good (893 reviews)
ITA Airways
Good (867 reviews)
JetBlue
Good (3,685 reviews)
Malaysia Airlines
Good (316 reviews)
Frontier
Good (3,704 reviews)
Show more

Where to stay in Winchester

If you’re on a budget, well-reviewed accommodations include Microtel Inn & Suites by Wyndham Winchester and Quality Inn.

Where to stay in popular areas of Winchester

Most booked hotels in Winchester

The George Washington - A Wyndham Grand Hotel
3 stars
Excellent (8.9, Excellent reviews)
C$ 171+
Holiday Inn Winchester Se-Historic Gateway
3 stars
Excellent (8.7, Excellent reviews)
C$ 136+
La Quinta Inn & Suites by Wyndham Winchester
3 stars
Excellent (8.6, Excellent reviews)
C$ 150+
Country Inn & Suites by Radisson, Winchester, VA
3 stars
Excellent (8.1, Excellent reviews)
C$ 130+
Travelodge by Wyndham Winchester
2 stars
Good (7.2, Good reviews)
C$ 87+

Renting a car in Winchester

Expect to pay C$ 1.28 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$ 15.33 and C$ 20.44. The most frequently booked car type in Winchester is Full-size (Ford F-150 or similar). If you’re looking to save money, though, keep in mind that Economy rental cars (Honda Fit or similar) are, on average, 60% cheaper than other rental car types in the city.

Expect to pay C$ 1.28 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$ 15.33 and C$ 20.44. The most frequently booked car type in Winchester is Full-size (Ford F-150 or similar). If you’re looking to save money, though, keep in mind that Economy rental cars (Honda Fit or similar) are, on average, 60% cheaper than other rental car types in the city.