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
$89
1 night at 3-star hotel
Winchester in January
Estimated hotel price
$89
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 Wilmington and takes around 1h 18m.

Train

Amtrak is the most popular train carrier serving Winchester, followed by Acela. The train journey from Winchester to Philadelphia takes 1h 53m and costs around $17 for a one-way ticket. When coming by train from New York, expect to pay about $22 for a 2h 53m 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 Sixt and Turo, among others, in Washington, D.C..

Bus

Several bus lines operate bus routes to Winchester, including Peter Pan Bus Lines, Bus and Washington Deluxe. From Baltimore, the bus ride to Winchester takes 75 miles and will cost you around $23. From New York, the ticket costs about $58 for a journey of 210 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 domestic flight to Winchester departs from Wilmington and takes around 1h 18m.

Train

Amtrak is the most popular train carrier serving Winchester, followed by Acela. The train journey from Winchester to Philadelphia takes 1h 53m and costs around $17 for a one-way ticket. When coming by train from New York, expect to pay about $22 for a 2h 53m 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 Sixt and Turo, among others, in Washington, D.C..

Bus

Several bus lines operate bus routes to Winchester, including Peter Pan Bus Lines, Bus and Washington Deluxe. From Baltimore, the bus ride to Winchester takes 75 miles and will cost you around $23. From New York, the ticket costs about $58 for a journey of 210 miles.

Airports near Winchester

HGRHagerstown Regional
FDKFrederick

Airlines serving Winchester

KLM
Good (1,435 reviews)
British Airways
Good (7,631 reviews)
Delta
Good (8,011 reviews)
Turkish Airlines
Good (4,137 reviews)
Iberia
Good (3,058 reviews)
United Airlines
Good (9,127 reviews)
Qatar Airways
Good (3,700 reviews)
Emirates
Excellent (3,449 reviews)
Air France
Good (1,514 reviews)
Air Canada
Good (10,571 reviews)
Etihad Airways
Good (1,348 reviews)
Cathay Pacific
Good (1,113 reviews)
Scandinavian Airlines
Good (1,629 reviews)
Finnair
Good (1,343 reviews)
LOT
Good (1,159 reviews)
Alaska Airlines
Excellent (11,596 reviews)
JetBlue
Good (2,903 reviews)
TAP AIR PORTUGAL
Good (2,102 reviews)
Malaysia Airlines
Good (286 reviews)
China Eastern
Good (185 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
The George Washington - A Wyndham Grand Hotel
3 stars
Excellent (9, 942 reviews)
$112+
View
Fairfield Inn & Suites by Marriott Winchester
2 stars
Excellent (8.9, 269 reviews)
$97+
View
La Quinta by Wyndham Winchester
3 stars
Excellent (8.7, 1741 reviews)
$75+
View
Country Inn & Suites by Radisson, Winchester, VA
3 stars
Excellent (8.2, 2029 reviews)
$72+
View
Travelodge by Wyndham Winchester
2 stars
Good (7.8, 1973 reviews)
$62+
View
Sleep Inn & Suites Winchester near University
2 stars
Good (7, 1218 reviews)
$59+
View

Renting a car in Winchester

Renting a car in Winchester costs $68 per day, on average, or $203 if you want to rent if for 3 days.

You’re likely to save money by renting your car at the airport: locations in the city are, on average, 11% more expensive than at Washington, D.C. Dulles Intl.

Expect to pay $3.18 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 $38.16 and $50.88. 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.

Renting a car in Winchester costs $68 per day, on average, or $203 if you want to rent if for 3 days.

You’re likely to save money by renting your car at the airport: locations in the city are, on average, 11% more expensive than at Washington, D.C. Dulles Intl.

Expect to pay $3.18 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 $38.16 and $50.88. 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.

Best car rental deals in Winchester

Intermediate

5 Adults, 3 Bags

$35/day

Intermediate

Compact SUV

4 Adults, 2 Bags

$42/day

Compact SUV
Find car rentals in Winchester