Introduction
What to do
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. We recommend you stay at least 3 days in order to fully appreciate everything Winchester has to offer.

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 August
Estimated hotel price
$103
1 night at 3-star hotel
Winchester in August
Estimated hotel price
$103
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 Chicago and takes around 1h 57m.

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 Turo and Movly, 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 69 km from Winchester. The shortest domestic flight to Winchester departs from Chicago and takes around 1h 57m.

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 Turo and Movly, among others, in Washington, D.C..

Airports near Winchester

HGRHagerstown Regional
FDKFrederick

Airlines serving Winchester

KLM
Good (1,555 reviews)
British Airways
Good (8,147 reviews)
Turkish Airlines
Good (4,468 reviews)
Delta
Good (8,493 reviews)
Iberia
Good (3,264 reviews)
Air France
Good (1,637 reviews)
Qatar Airways
Good (3,739 reviews)
United Airlines
Good (10,073 reviews)
Emirates
Excellent (3,644 reviews)
Scandinavian Airlines
Good (1,924 reviews)
LOT
Good (1,212 reviews)
Air Canada
Good (11,431 reviews)
Etihad Airways
Good (1,498 reviews)
Finnair
Good (1,427 reviews)
Cathay Pacific
Good (1,439 reviews)
TAP AIR PORTUGAL
Good (2,357 reviews)
JetBlue
Good (3,024 reviews)
Alaska Airlines
Good (12,772 reviews)
China Eastern
Good (231 reviews)
Malaysia Airlines
Good (314 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 Candlewood Suites Winchester By IHG.

Where to stay in popular areas of Winchester

Most booked hotels in Winchester

See all
Spark by Hilton Winchester
3 stars
Excellent (8.8, 509 reviews)
$73+
View
Fairfield Inn & Suites by Marriott Winchester
2 stars
Excellent (8.8, 288 reviews)
$101+
View
La Quinta by Wyndham Winchester
3 stars
Excellent (8.7, 1924 reviews)
$107+
View
Country Inn & Suites by Radisson, Winchester, VA
3 stars
Excellent (8.4, 2122 reviews)
$79+
View
Travelodge by Wyndham Winchester
2 stars
Good (7.8, 2179 reviews)
$77+
View
Sleep Inn & Suites Winchester near University
2 stars
Good (7.1, 1282 reviews)
$69+
View

Renting a car in Winchester

Renting a car in Winchester costs $51 per day, on average, or $154 if you want to rent if for 3 days.

It’s generally cheaper to rent your vehicle outside the airport: locations in the city are around 65% cheaper than airport locations in Winchester.

Expect to pay $4.43 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 $53.15 and $70.86. 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, 45% cheaper than other rental car types in the city.

Renting a car in Winchester costs $51 per day, on average, or $154 if you want to rent if for 3 days.

It’s generally cheaper to rent your vehicle outside the airport: locations in the city are around 65% cheaper than airport locations in Winchester.

Expect to pay $4.43 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 $53.15 and $70.86. 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, 45% cheaper than other rental car types in the city.

Car rental agencies in Winchester

Hertz

Hertz
Find car rentals in Winchester