Introduction
Where to eat
When to visit
How to get there
Where to stay
Renting a car

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 Uno Pizzeria & Grill – Old Town Winchester (103 E Piccadilly St) are great picks.

When to visit Winchester

Winchester in November
Estimated hotel price
C$ 145
1 night at 3-star hotel
Winchester in November
Estimated hotel price
C$ 145
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 29m.

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 Hertz and Thrifty, among others, in Washington, D.C..

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 29m.

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 Hertz and Thrifty, among others, in Washington, D.C..

Airports near Winchester

HGRHagerstown Regional

Airlines serving Winchester

KLM
Good (1,596 reviews)
British Airways
Good (8,282 reviews)
Turkish Airlines
Good (4,467 reviews)
Iberia
Good (3,239 reviews)
Delta
Good (8,698 reviews)
Air France
Good (1,647 reviews)
Qatar Airways
Good (3,711 reviews)
Emirates
Excellent (3,686 reviews)
United Airlines
Good (10,459 reviews)
Scandinavian Airlines
Good (2,024 reviews)
Etihad Airways
Good (1,557 reviews)
Air Canada
Good (11,861 reviews)
Cathay Pacific
Good (1,538 reviews)
LOT
Good (1,191 reviews)
Finnair
Good (1,416 reviews)
Malaysia Airlines
Good (321 reviews)
TAP AIR PORTUGAL
Good (2,395 reviews)
Alaska Airlines
Good (13,140 reviews)
JetBlue
Good (3,063 reviews)
China Eastern
Good (249 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 Winchester.

Where to stay in popular areas of Winchester

Most booked hotels in Winchester

See all
Spark by Hilton Winchester
3 stars
Excellent (8.8, Excellent reviews)
C$ 103+
View
La Quinta by Wyndham Winchester
3 stars
Excellent (8.6, Excellent reviews)
C$ 137+
View
Country Inn & Suites by Radisson, Winchester, VA
3 stars
Excellent (8.4, Excellent reviews)
C$ 120+
View
Travelodge by Wyndham Winchester
2 stars
Good (7.8, Good reviews)
C$ 105+
View
Sleep Inn & Suites Winchester near University
2 stars
Good (7, Good reviews)
C$ 98+
View

Renting a car in Winchester

Expect to pay C$ 1.71 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$ 20.45 and C$ 27.26. The most frequently booked car type in Winchester is Full-size (Ford Transit or similar). If you’re looking to save money, though, keep in mind that Compact rental cars (Toyota Corolla or similar) are, on average, 40% cheaper than other rental car types in the city.

Expect to pay C$ 1.71 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$ 20.45 and C$ 27.26. The most frequently booked car type in Winchester is Full-size (Ford Transit or similar). If you’re looking to save money, though, keep in mind that Compact rental cars (Toyota Corolla or similar) are, on average, 40% cheaper than other rental car types in the city.