Hotels in Old Town Winchester

Photo by Kelly Godby

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Free cancellation

Flexible bookings on most hotels*

Where to stay in Old Town Winchester?

Top landmarks in Winchester

Find out more about Old Town Winchester

What's Old Town Winchester Like?

There's a lot visitors like about Old Town Winchester, especially its restaurants and historical sites. Enjoy the neighborhood's live music and bars. Take in some culture at Bright Box Theater and Old Court House Civil War Museum. There's plenty more to see, including Shenandoah Valley Discovery Museum and George Washington's Office.

Where are the Best Places to Stay in Old Town Winchester?

Here are our travelers' favorite places to stay in Old Town Winchester:

The George Washington Hotel, A Wyndham Grand Hotel

Georgian hotel with 2 restaurants, spa
  • Free WiFi • Spa tub • 24-hour fitness center • Bar • Central location

Microtel Inn & Suites by Wyndham Winchester

Hotel with outdoor pool, indoor pool
  • Free breakfast • Free parking • Free WiFi • Fitness center • 24-hour front desk

How to Get to Old Town Winchester

Flying to:

  • Martinsburg, WV (MRB-Eastern West Virginia Regional), 18 mi (28.9 km) from Old Town Winchester

Things to See and Do in and around Old Town Winchester

What to See in Old Town Winchester

  • George Washington's Office
  • Handley Regional Library

Things to Do in Old Town Winchester

  • Bright Box Theater
  • Old Court House Civil War Museum

When Is the Best Time to Visit Winchester?

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