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 January
Estimated hotel price
$106
1 night at 3-star hotel
Winchester in January
Estimated hotel price
$106
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 43 miles from Winchester. The shortest domestic flight to Winchester departs from Fort Lauderdale and takes around 2h 28m.

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 Movly and Sixt, 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 domestic flight to Winchester departs from Fort Lauderdale and takes around 2h 28m.

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

Airports near Winchester

HGRHagerstown Regional
FDKFrederick

Airlines serving Winchester

KLM
Good (1,595 reviews)
British Airways
Good (8,275 reviews)
Turkish Airlines
Good (4,461 reviews)
Iberia
Good (3,243 reviews)
Delta
Good (8,690 reviews)
Air France
Good (1,653 reviews)
Qatar Airways
Good (3,715 reviews)
Emirates
Excellent (3,687 reviews)
Scandinavian Airlines
Good (2,031 reviews)
United Airlines
Good (10,451 reviews)
LOT
Good (1,190 reviews)
Etihad Airways
Good (1,549 reviews)
Finnair
Good (1,417 reviews)
Air Canada
Good (11,832 reviews)
Cathay Pacific
Good (1,533 reviews)
TAP AIR PORTUGAL
Good (2,388 reviews)
Malaysia Airlines
Good (321 reviews)
Alaska Airlines
Good (13,134 reviews)
China Eastern
Good (247 reviews)
Air Europa
Good (647 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 (8.9, 542 reviews)
$82+
View
Tru by Hilton Winchester
3 stars
Excellent (8.9, 447 reviews)
$95+
View
La Quinta by Wyndham Winchester
3 stars
Excellent (8.6, 1999 reviews)
$101+
View
Country Inn & Suites by Radisson, Winchester, VA
3 stars
Excellent (8.4, 2146 reviews)
$87+
View
Travelodge by Wyndham Winchester
2 stars
Good (7.8, 2228 reviews)
$74+
View
Sleep Inn & Suites Winchester near University
2 stars
Good (7, 1315 reviews)
$72+
View

Renting a car in Winchester

Renting a car in Winchester costs $63 per day, on average, or $189 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 3% cheaper than airport locations in Winchester.

Expect to pay $4.62 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 $55.42 and $73.89. The most frequently booked car type in Winchester is Mini (Chrysler Pacifica 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.

Renting a car in Winchester costs $63 per day, on average, or $189 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 3% cheaper than airport locations in Winchester.

Expect to pay $4.62 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 $55.42 and $73.89. The most frequently booked car type in Winchester is Mini (Chrysler Pacifica 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.

Best car rental deals in Winchester

Supplier choice

5 Adults, 5 Bags

$43/day

Supplier choice

Pickup truck

5 Adults, 3 Bags

$55/day

Pickup truck
Find car rentals in Winchester