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 November
Estimated hotel price
S$ 134
1 night at 3-star hotel
Winchester in November
Estimated hotel price
S$ 134
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 23h 59m.

Train

Amtrak is the most popular train carrier serving Winchester, followed by Acela. The train journey from Winchester to Baltimore takes 0h 28m and costs around S$ 8 for a one-way ticket. When coming by train from Philadelphia, expect to pay about S$ 22 for a 1h 55m trip.

Car

Another option to get to Winchester is to pick up a car hire from Pittsburgh, which is about 210 km from Winchester. You’ll find branches of Dollar and Hertz, among others, in Pittsburgh.

Bus

Several bus lines operate bus routes to Winchester, including Washington Deluxe, OurBus and CoachRun. From Richmond, the bus ride to Winchester takes 185 km and will cost you around S$ 57. From New York, the ticket costs about S$ 60 for a journey of 418 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 23h 59m.

Train

Amtrak is the most popular train carrier serving Winchester, followed by Acela. The train journey from Winchester to Baltimore takes 0h 28m and costs around S$ 8 for a one-way ticket. When coming by train from Philadelphia, expect to pay about S$ 22 for a 1h 55m trip.

Car

Another option to get to Winchester is to pick up a car hire from Pittsburgh, which is about 210 km from Winchester. You’ll find branches of Dollar and Hertz, among others, in Pittsburgh.

Bus

Several bus lines operate bus routes to Winchester, including Washington Deluxe, OurBus and CoachRun. From Richmond, the bus ride to Winchester takes 185 km and will cost you around S$ 57. From New York, the ticket costs about S$ 60 for a journey of 418 km.

Airports near Winchester

HGRHagerstown Regional
FDKFrederick

Airlines serving Winchester

KLM
Good (1,490 reviews)
British Airways
Good (7,857 reviews)
Turkish Airlines
Good (4,297 reviews)
Delta
Good (8,382 reviews)
Iberia
Good (3,163 reviews)
Air France
Good (1,563 reviews)
United Airlines
Good (9,546 reviews)
Scandinavian Airlines
Good (1,743 reviews)
Emirates
Excellent (3,556 reviews)
Qatar Airways
Good (3,730 reviews)
Air Canada
Good (10,895 reviews)
LOT
Good (1,184 reviews)
Finnair
Good (1,379 reviews)
TAP AIR PORTUGAL
Good (2,189 reviews)
Etihad Airways
Good (1,428 reviews)
Cathay Pacific
Good (1,248 reviews)
JetBlue
Good (2,917 reviews)
Alaska Airlines
Good (12,180 reviews)
China Eastern
Good (200 reviews)
Malaysia Airlines
Good (305 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
Fairfield Inn & Suites by Marriott Winchester
2 stars
Excellent (8.9, Excellent reviews)
S$ 129+
View
Holiday Inn Winchester Se-Historic Gateway By IHG
3 stars
Excellent (8.8, Excellent reviews)
S$ 102+
View
Spark by Hilton Winchester
3 stars
Excellent (8.7, Excellent reviews)
S$ 127+
View
Courtyard by Marriott Winchester Medical Center
3 stars
Excellent (8.4, Excellent reviews)
S$ 147+
View
Country Inn & Suites by Radisson, Winchester, VA
3 stars
Excellent (8.2, Excellent reviews)
S$ 102+
View
Travelodge by Wyndham Winchester
2 stars
Good (7.8, Good reviews)
S$ 78+
View

Hiring a car in Winchester

Expect to pay S$ 1.46 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$ 17.45 and S$ 23.26. 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, 54% cheaper than other car hire types in the city.

Expect to pay S$ 1.46 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$ 17.45 and S$ 23.26. 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, 54% cheaper than other car hire types in the city.

Find car hire in Winchester