Introduction
Where to eat
When to visit
How to get there
Where to stay
Hiring 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.

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 December
Estimated hotel price
S$ 118
1 night at 3-star hotel
Winchester in December
Estimated hotel price
S$ 118
1 night at 3-star hotel

Looking for warm weather? Then head to Winchester in July, when the average temperature is 24 °C, and the highest can go up to 31 °C. The coldest month, on the other hand, is January, when it can get as cold as -5 °C, with an average temperature of 0 °C. You’re likely to see more rain in June, when precipitation is around 100 mm. In contrast, February is usually the driest month of the year in Winchester, with an average rainfall of 56 mm.

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 69 km from Winchester. The shortest flight to Winchester from Singapore departs from Singapore and takes around 24h 35m.

Train

Amtrak is the most popular train carrier serving Winchester, followed by Acela. The train journey from Winchester to Philadelphia takes 1h 59m and costs around S$ 14 for a one-way ticket. When coming by train from Newark, expect to pay about S$ 29 for a 3h 05m trip.

Car

Another option to get to Winchester is to pick up a car hire from Washington, D.C., which is about 102 km from Winchester. You’ll find branches of Thrifty and Hertz, among others, in Washington, D.C..

Bus

Several bus lines operate bus routes to Winchester, including Peter Pan Bus Lines, Bus and OurBus. From Philadelphia, the bus ride to Winchester takes 290 km and will cost you around S$ 17. From Charlottesville, the ticket costs about S$ 69 for a journey of 298 km.

Plane

Although Winchester doesn’t have its own airport, you can fly to Hagerstown Regional (HGR), which is located 69 km from Winchester. The shortest flight to Winchester from Singapore departs from Singapore and takes around 24h 35m.

Train

Amtrak is the most popular train carrier serving Winchester, followed by Acela. The train journey from Winchester to Philadelphia takes 1h 59m and costs around S$ 14 for a one-way ticket. When coming by train from Newark, expect to pay about S$ 29 for a 3h 05m trip.

Car

Another option to get to Winchester is to pick up a car hire from Washington, D.C., which is about 102 km from Winchester. You’ll find branches of Thrifty and Hertz, among others, in Washington, D.C..

Bus

Several bus lines operate bus routes to Winchester, including Peter Pan Bus Lines, Bus and OurBus. From Philadelphia, the bus ride to Winchester takes 290 km and will cost you around S$ 17. From Charlottesville, the ticket costs about S$ 69 for a journey of 298 km.

Airports near Winchester

HGRHagerstown Regional
FDKFrederick

Airlines serving Winchester

KLM
Good (1,431 reviews)
Delta
Good (8,009 reviews)
British Airways
Good (7,573 reviews)
Turkish Airlines
Good (4,086 reviews)
United Airlines
Good (9,089 reviews)
Iberia
Good (3,043 reviews)
Qatar Airways
Good (3,676 reviews)
Emirates
Excellent (3,433 reviews)
Air France
Good (1,502 reviews)
Air Canada
Good (10,514 reviews)
Etihad Airways
Good (1,330 reviews)
Scandinavian Airlines
Good (1,602 reviews)
Cathay Pacific
Good (1,091 reviews)
Finnair
Good (1,334 reviews)
LOT
Good (1,144 reviews)
Alaska Airlines
Excellent (11,423 reviews)
TAP AIR PORTUGAL
Good (2,086 reviews)
Malaysia Airlines
Good (281 reviews)
JetBlue
Good (2,899 reviews)
Frontier
Okay (3,085 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 Quality Inn 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 (9.1, Excellent reviews)
S$ 148+
View
Holiday Inn Winchester Se-Historic Gateway By IHG
3 stars
Excellent (8.8, Excellent reviews)
S$ 90+
View
Spark by Hilton Winchester
3 stars
Excellent (8.8, Excellent reviews)
S$ 118+
View
La Quinta by Wyndham Winchester
3 stars
Excellent (8.7, Excellent reviews)
S$ 106+
View
Travelodge by Wyndham Winchester
2 stars
Good (7.8, Good reviews)
S$ 82+
View
Sleep Inn & Suites Winchester near University
2 stars
Good (7, Good reviews)
S$ 74+
View

Hiring a car in Winchester

Expect to pay S$ 1.15 per litre in Winchester (average price from the past 30 days). Depending on the size of your car hire, filling up the tank will cost between S$ 13.70 and S$ 18.27. 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 car hire (Jeep Cherokee or similar) is, on average, 58% cheaper than other car hire types in the city.

Expect to pay S$ 1.15 per litre in Winchester (average price from the past 30 days). Depending on the size of your car hire, filling up the tank will cost between S$ 13.70 and S$ 18.27. 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 car hire (Jeep Cherokee or similar) is, on average, 58% cheaper than other car hire types in the city.