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 Miami and takes around 2h 34m.

Train

Amtrak is the only carrier operating train routes to Winchester. The train journey from Winchester to Baltimore takes 0h 33m and costs around $11 for a one-way ticket. When coming by train from Richmond, expect to pay about $18 for a 2h 00m 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 Kyte, among others, in Washington, D.C..

Bus

Several bus lines operate bus routes to Winchester, including Megabus, Peter Pan Bus Lines and Washington Deluxe. From Baltimore, the bus ride to Winchester takes 45 miles and will cost you around $12. From Philadelphia, the ticket costs about $20 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 Miami and takes around 2h 34m.

Train

Amtrak is the only carrier operating train routes to Winchester. The train journey from Winchester to Baltimore takes 0h 33m and costs around $11 for a one-way ticket. When coming by train from Richmond, expect to pay about $18 for a 2h 00m 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 Kyte, among others, in Washington, D.C..

Bus

Several bus lines operate bus routes to Winchester, including Megabus, Peter Pan Bus Lines and Washington Deluxe. From Baltimore, the bus ride to Winchester takes 45 miles and will cost you around $12. From Philadelphia, the ticket costs about $20 for a journey of 170 miles.

Airports near Winchester

Airlines serving Winchester

KLM
Good (842 reviews)
British Airways
Good (4,643 reviews)
Delta
Good (4,575 reviews)
Iberia
Good (1,595 reviews)
Air France
Good (982 reviews)
Emirates
Excellent (2,107 reviews)
Qatar Airways
Good (2,424 reviews)
United Airlines
Good (4,988 reviews)
Air Canada
Good (6,010 reviews)
Finnair
Good (855 reviews)
LOT
Good (677 reviews)
Singapore Airlines
Excellent (935 reviews)
TAP AIR PORTUGAL
Good (1,169 reviews)
Etihad Airways
Good (838 reviews)
Alaska Airlines
Excellent (5,755 reviews)
Cathay Pacific
Good (532 reviews)
ITA Airways
Good (734 reviews)
JetBlue
Good (1,574 reviews)
Frontier
Okay (1,358 reviews)
Malaysia Airlines
Good (188 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, 683 reviews)
$109+
Holiday Inn Winchester Se-Historic Gateway
3 stars
Excellent (8.7, 567 reviews)
$113+
La Quinta Inn & Suites by Wyndham Winchester
3 stars
Excellent (8.6, 1925 reviews)
$104+
Country Inn & Suites by Radisson, Winchester, VA
3 stars
Excellent (8.2, 1501 reviews)
$112+
Travelodge by Wyndham Winchester
2 stars
Good (7.2, 1440 reviews)
$76+

Renting a car in Winchester

Renting a car in Winchester costs $57 per day, on average, or $115 if you want to rent if for 2 days.

It’s generally cheaper to rent your vehicle outside the airport: locations in the city are around 11% cheaper than airport locations in Winchester.

Expect to pay $3.90 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 $46.79 and $62.38. Economy (Honda Fit or similar) is the most popular car type to rent in Winchester, while also 30% cheaper than other types, on average.

Renting a car in Winchester costs $57 per day, on average, or $115 if you want to rent if for 2 days.

It’s generally cheaper to rent your vehicle outside the airport: locations in the city are around 11% cheaper than airport locations in Winchester.

Expect to pay $3.90 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 $46.79 and $62.38. Economy (Honda Fit or similar) is the most popular car type to rent in Winchester, while also 30% cheaper than other types, on average.

Car rental agencies in Winchester

Hertz

Hertz
Find car rentals in Winchester