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Explore Winchester

Explore Winchester with Expedia’s Travel Guides to find the best hotels, flights, holiday packages and more!

Expedia car hire in Winchester comes with No Hidden Fees

Why rent a car in Winchester?

Winchester is a small historic city in Western Virginia. The Old Town area offers a range of independent shops and there are also a number of museums. Winchester is an ideal spot for exploring the stunning rural scenery of Virginia by hire car, plus towns and cities like Medford,Boston,Lowell and Cambridge.

How to get to and around Winchester?

If you’re arriving via Hagerstown Regional Airport, it’s a 48-mile journey into the city by rental car. En route you could stop at the historic town of Falling Waters to see the waterfall on the Potomac river and visit the 18th century Edward Colston House.

What brands are available?

There are various hire car providers to suit your budget and preferences, including Budget, Dollar and Alamo. Many offer extras like free cancellation, unlimited mileage and shuttle services to your rental car.

Must-sees within an easy drive of Winchester

Winchester has a charming Old Town shopping strip with various independent stores and restaurants. You can also visit Apple Blossom shopping mall which has over 80 stores, including major chains. Winchester’s three main museums are the Museum of the Shenandoah Valley, which charts local area history, the Shenandoah Valley Discovery Museum, a space for science learning specifically aimed at children, and the Old Court House Civil War Museum.

A 29-mile drive from Winchester is Shenandoah National Park on the Blue Ridge Mountains, which has 200,000 acres of forest and trails. A 181-mile drive distant is Colonial Williamsburg, a recreation of an 18th century revolutionary town featuring costumed guides. Busch Gardens, a 185-mile journey, is a Europe-themed amusement park with a range of rides and shows.

Tips and tricks for driving in Winchester

Virginia is pleasant to explore by rental car due to its many scenic roads, particularly Route 33 through George Washington National Forest. Just keep an eye on local speed limits. Remember that the US is right-hand drive, and also keep an eye on your mirror as drivers don’t always indicate a direction change. Every state has different driving laws, so make sure you familiarise yourself with the Virginia ones before your visit.

Ready to plan your Winchester city break? city break?

Feeling inspired to explore Winchester and the rest of Virginia? Check out this City Guide and use the Expedia search tool to help you find the best car hire, flight and hotel deals and to research the best attractions and activities.

Remember that Expedia car hire comes with no hidden fees. The price you see is the price you pay!