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. 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 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 Miami and takes around 2h 35m.

Train

Amtrak is the most popular train carrier serving Winchester, followed by Acela. The train journey from Winchester to Philadelphia takes 2h 06m and costs around $11 for a one-way ticket. When coming by train from Newark, expect to pay about $22 for a 3h 16m 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 Turo and Sixt, among others, in Washington, D.C..

Bus

Several bus lines operate bus routes to Winchester, including Bus, OurBus and Peter Pan Bus Lines. From Richmond, the bus ride to Winchester takes 110 miles and will cost you around $49. From Philadelphia, the ticket costs about $25 for a journey of 140 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 35m.

Train

Amtrak is the most popular train carrier serving Winchester, followed by Acela. The train journey from Winchester to Philadelphia takes 2h 06m and costs around $11 for a one-way ticket. When coming by train from Newark, expect to pay about $22 for a 3h 16m 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 Turo and Sixt, among others, in Washington, D.C..

Bus

Several bus lines operate bus routes to Winchester, including Bus, OurBus and Peter Pan Bus Lines. From Richmond, the bus ride to Winchester takes 110 miles and will cost you around $49. From Philadelphia, the ticket costs about $25 for a journey of 140 miles.

Airports near Winchester

HGRHagerstown Regional
FDKFrederick

Airlines serving Winchester

KLM
Good (1,366 reviews)
British Airways
Good (7,089 reviews)
Delta
Excellent (7,972 reviews)
Iberia
Good (2,817 reviews)
United Airlines
Good (8,858 reviews)
Air France
Good (1,472 reviews)
Emirates
Excellent (3,285 reviews)
Qatar Airways
Good (3,593 reviews)
Air Canada
Good (9,669 reviews)
Scandinavian Airlines
Good (1,414 reviews)
LOT
Good (1,090 reviews)
Alaska Airlines
Excellent (10,344 reviews)
Finnair
Good (1,301 reviews)
Etihad Airways
Good (1,224 reviews)
TAP AIR PORTUGAL
Good (1,912 reviews)
Singapore Airlines
Excellent (1,320 reviews)
Cathay Pacific
Good (922 reviews)
ITA Airways
Good (998 reviews)
JetBlue
Good (2,918 reviews)
Malaysia Airlines
Good (265 reviews)
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Find flights to Winchester

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.

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, 883 reviews)
$140+
View
La Quinta Inn & Suites by Wyndham Winchester
3 stars
Excellent (8.8, 1619 reviews)
$108+
View
Holiday Inn Winchester Se-Historic Gateway
3 stars
Excellent (8.7, 817 reviews)
$110+
View
Microtel Inn & Suites by Wyndham Winchester
2 stars
Excellent (8.7, 543 reviews)
$93+
View
Country Inn & Suites by Radisson, Winchester, VA
3 stars
Excellent (8.2, 1927 reviews)
$101+
View
Travelodge by Wyndham Winchester
2 stars
Good (7.8, 1887 reviews)
$75+
View

Renting a car in Winchester

Renting a car in Winchester costs $58 per day, on average, or $117 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 9% cheaper than airport locations in Winchester.

Expect to pay $3.56 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 $42.70 and $56.93. The most frequently booked car type in Winchester is Standard (Volkswagen Tiguan or similar). If you’re looking to save money, though, keep in mind that Compact rental cars (Toyota Prius c or similar) are, on average, 52% cheaper than other rental car types in the city.

Renting a car in Winchester costs $58 per day, on average, or $117 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 9% cheaper than airport locations in Winchester.

Expect to pay $3.56 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 $42.70 and $56.93. The most frequently booked car type in Winchester is Standard (Volkswagen Tiguan or similar). If you’re looking to save money, though, keep in mind that Compact rental cars (Toyota Prius c or similar) are, on average, 52% cheaper than other rental car types in the city.

Car rental agencies in Winchester

Hertz

Hertz
Find car rentals in Winchester

Winchester Travel Guide - View the KAYAK Winchester city guide for the best Winchester travel tips. To help you organize your Winchester trip ideas, this Winchester visitors guide provides travel information and trip tips about how to get there, where to stay, what to do, where to eat and more.