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. Winchester deserves at least 2 full days for you to see its main sights.

Where to Eat in Winchester

If you’re looking for affordable options, Village Square Restaurant (103 N Loudoun St) and The American Bar (147 N Loudoun St) are great picks.

When to visit Winchester

Winchester in March
Estimated hotel price
$100
1 night at 3-star hotel
Winchester in March
Estimated hotel price
$100
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 Boston and takes around 1h 28m.

Train

Amtrak is the only carrier operating train routes to Winchester. The train journey from Winchester to Baltimore takes 0h 27m and costs around $11 for a one-way ticket. When coming by train from Philadelphia, expect to pay about $11 for a 1h 54m 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 Hertz, 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 40 miles and will cost you around $15. From Philadelphia, the ticket costs about $50 for a journey of 170 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 Boston and takes around 1h 28m.

Train

Amtrak is the only carrier operating train routes to Winchester. The train journey from Winchester to Baltimore takes 0h 27m and costs around $11 for a one-way ticket. When coming by train from Philadelphia, expect to pay about $11 for a 1h 54m 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 Hertz, 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 40 miles and will cost you around $15. From Philadelphia, the ticket costs about $50 for a journey of 170 miles.

Airports near Winchester

Airlines serving Winchester

KLM
Good (1,354 reviews)
British Airways
Good (6,842 reviews)
Delta
Excellent (8,836 reviews)
Emirates
Excellent (3,551 reviews)
Iberia
Good (2,669 reviews)
Air France
Good (1,532 reviews)
Qatar Airways
Good (3,907 reviews)
United Airlines
Good (9,239 reviews)
Air Canada
Good (8,081 reviews)
Finnair
Good (1,318 reviews)
Alaska Airlines
Excellent (9,421 reviews)
Singapore Airlines
Excellent (1,339 reviews)
Etihad Airways
Good (1,236 reviews)
LOT
Good (1,201 reviews)
Scandinavian Airlines
Good (1,299 reviews)
Cathay Pacific
Good (874 reviews)
TAP AIR PORTUGAL
Good (1,908 reviews)
ITA Airways
Good (886 reviews)
JetBlue
Good (3,518 reviews)
Malaysia Airlines
Good (307 reviews)
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Where to stay in popular areas of Winchester

Most booked hotels in Winchester

The George Washington - A Wyndham Grand Hotel
3 stars
Excellent (8.8, 756 reviews)
$118+
Holiday Inn Winchester Se-Historic Gateway
3 stars
Excellent (8.7, 780 reviews)
$94+
La Quinta Inn & Suites by Wyndham Winchester
3 stars
Excellent (8.6, 2105 reviews)
$89+
Country Inn & Suites by Radisson, Winchester, VA
3 stars
Excellent (8.3, 1778 reviews)
$92+
Travelodge by Wyndham Winchester
2 stars
Good (7.2, 1653 reviews)
$54+

Renting a car in Winchester

Renting a car in Winchester costs $59 per day, on average, or $119 if you want to rent if for 2 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 $3.71 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 $44.52 and $59.36. The most frequently booked car type in Winchester is Compact (Nissan Rogue or similar). If you’re looking to save money, though, keep in mind that Economy rental cars (Honda Fit or similar) are, on average, 58% cheaper than other rental car types in the city.

Renting a car in Winchester costs $59 per day, on average, or $119 if you want to rent if for 2 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 $3.71 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 $44.52 and $59.36. The most frequently booked car type in Winchester is Compact (Nissan Rogue or similar). If you’re looking to save money, though, keep in mind that Economy rental cars (Honda Fit or similar) are, on average, 58% cheaper than other rental car types in the city.