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 February
Estimated hotel price
C$ 141
1 night at 3-star hotel
Winchester in February
Estimated hotel price
C$ 141
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 69 km from Winchester. The shortest flight to Winchester from Canada departs from Toronto and takes around 1h 29m.

Train

Amtrak is the most popular train carrier serving Winchester, followed by Acela. The train journey from Winchester to Philadelphia takes 1h 50m and costs around C$ 23 for a one-way ticket. When coming by train from New York, expect to pay about C$ 30 for a 2h 57m 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 Thrifty and Dollar, among others, in Washington, D.C..

Bus

Several bus lines operate bus routes to Winchester, including OurBus, CoachRun and Amtrak. From Richmond, the bus ride to Winchester takes 225 km and will cost you around C$ 52. From Philadelphia, the ticket costs about C$ 34 for a journey of 225 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 flight to Winchester from Canada departs from Toronto and takes around 1h 29m.

Train

Amtrak is the most popular train carrier serving Winchester, followed by Acela. The train journey from Winchester to Philadelphia takes 1h 50m and costs around C$ 23 for a one-way ticket. When coming by train from New York, expect to pay about C$ 30 for a 2h 57m 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 Thrifty and Dollar, among others, in Washington, D.C..

Bus

Several bus lines operate bus routes to Winchester, including OurBus, CoachRun and Amtrak. From Richmond, the bus ride to Winchester takes 225 km and will cost you around C$ 52. From Philadelphia, the ticket costs about C$ 34 for a journey of 225 km.

Airports near Winchester

HGRHagerstown Regional
FDKFrederick

Airlines serving Winchester

KLM
Good (1,467 reviews)
British Airways
Good (7,779 reviews)
Delta
Good (8,253 reviews)
Turkish Airlines
Good (4,244 reviews)
Iberia
Good (3,133 reviews)
United Airlines
Good (9,400 reviews)
Air France
Good (1,542 reviews)
Qatar Airways
Good (3,746 reviews)
Emirates
Excellent (3,539 reviews)
Scandinavian Airlines
Good (1,703 reviews)
Air Canada
Good (10,777 reviews)
LOT
Good (1,182 reviews)
Finnair
Good (1,370 reviews)
Etihad Airways
Good (1,424 reviews)
Cathay Pacific
Good (1,193 reviews)
Alaska Airlines
Excellent (11,991 reviews)
TAP AIR PORTUGAL
Good (2,159 reviews)
JetBlue
Good (2,896 reviews)
China Eastern
Good (198 reviews)
Malaysia Airlines
Good (293 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
The George Washington - A Wyndham Grand Hotel
3 stars
Excellent (9.1, Excellent reviews)
C$ 154+
View
Fairfield Inn & Suites by Marriott Winchester
2 stars
Excellent (8.9, Excellent reviews)
C$ 133+
View
Courtyard by Marriott Winchester Medical Center
3 stars
Excellent (8.4, Excellent reviews)
C$ 148+
View
Travelodge by Wyndham Winchester
2 stars
Good (7.8, Good reviews)
C$ 87+
View
Sleep Inn & Suites Winchester near University
2 stars
Good (7, Good reviews)
C$ 86+
View
Red Roof Inn Winchester, Va
2 stars
Good (6.3, Good reviews)
C$ 86+
View

Renting a car in Winchester

Expect to pay C$ 1.19 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$ 14.27 and C$ 19.03. The most frequently booked car type in Winchester is Compact (Chevrolet Equinox or similar). If you’re looking to save money, though, keep in mind that Intermediate rental cars (Jeep Cherokee or similar) are, on average, 57% cheaper than other rental car types in the city.

Expect to pay C$ 1.19 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$ 14.27 and C$ 19.03. The most frequently booked car type in Winchester is Compact (Chevrolet Equinox or similar). If you’re looking to save money, though, keep in mind that Intermediate rental cars (Jeep Cherokee or similar) are, on average, 57% cheaper than other rental car types in the city.