
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.
Activities & attractions in Winchester
Art & Performing Arts
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
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″.
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 Atlanta and takes around 1h 40m.
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 Movly, among others, in Washington, D.C..
Airports near Winchester
Airlines serving 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 By IHG.
Where to stay in popular areas of Winchester
Most booked hotels in Winchester
Renting a car in Winchester
Renting a car in Winchester costs $54 per day, on average, or $161 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 11% cheaper than airport locations in Winchester.
Expect to pay $4.81 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 $57.69 and $76.92. 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 Standard rental cars (Chevrolet Volt or similar) are, on average, 42% cheaper than other rental car types in the city.
Best car rental deals in Winchester
Supplier choice
5 Adults, 5 Bags
$44/day
Full-size
5 Adults, 2 Bags
$45/day






