Skip to main content.

Hotels in Winchester, Virginia

trover photo by Kelly Godby

Search & Compare Winchester Hotels

trover photo by Kelly Godby

Save more with Secret Prices

Get instant savings with Secret Prices

  • Pay now or later on most rooms
  • Free cancellation on most rooms
  • Price Guarantee

Best hotels in Winchester

What's Winchester Like?

There's a lot visitors like about Winchester, especially its restaurants and historical sites. Learn about the local heritage of Winchester at landmarks like Patsy Cline Historic House and Stonewall Jackson's Headquarters. You might find that sights like Museum of the Shenandoah Valley and Winchester Little Theater are worth a visit.

Where are the Best Places to Stay in Winchester?

Below are the number of accommodations by star rating in Winchester and the surrounding area:

  • • 11 4-star accommodations from USD 95 per night
  • • 43 3-star accommodations from USD 78 per night
  • • 23 2-star accommodations from USD 48 per night

How to Get to Winchester

Flights to Winchester

  • • Martinsburg, WV (MRB-Eastern West Virginia Regional), 18.8 mi (30.2 km) from central Winchester

Things to See and Do in Winchester

What to See in Winchester

  • • Patsy Cline Historic House
  • • Shenandoah University
  • • Stonewall Jackson's Headquarters
  • • Handley Regional Library
  • • George Washington's Office

Things to Do in Winchester

  • • Museum of the Shenandoah Valley
  • • Winchester Little Theater
  • • Shenandoah Valley Discovery Museum
  • • Apple Blossom Mall
  • • Rock Harbor Golf Course

Other Popular Winchester Attractions

  • • Jim Barnett Park
  • • Rocking S Ranch
  • • Wilson's Wild Animal Park
  • • Old Court House Civil War Museum
  • • Bright Box Theater

When Is the Best Time to Visit Winchester?

  • • Hottest months: July, August, June, September (average 84°F)
  • • Coldest months: January, February, December, March (average 25°F)
  • • Rainiest months: May, September, June, and July (average 3.69 inches of rainfall)