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Hotels in Winchester, Virginia

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Search & Compare Winchester Hotels

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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?

We have 31 Winchester accommodations with prices starting at CAD 58. Choose one of our 168 deals and get discounts of up to 35%.

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

  • • 11 4-star accommodations from CAD 117 per night
  • • 43 3-star accommodations from CAD 96 per night
  • • 23 2-star accommodations from CAD 59 per night

Here are our travelers' top 5 places to stay in Winchester:

Country Inn & Suites by Radisson, Winchester, VA

3-star hotel with indoor pool, near The Kernstown Battlefield
  • • Free breakfast • Free parking • Free WiFi • Fitness center • Walkable location

TownePlace Suites by Marriott Winchester

2.5-star Winchester hotel with outdoor pool
  • • Free breakfast • Free parking • Free WiFi • Fitness center • Attentive staff

The George Washington Hotel, A Wyndham Grand Hotel

Georgian hotel with indoor pool, near Handley Regional Library
  • • Free WiFi • 2 restaurants • Spa • Fitness center • Central location

Holiday Inn Express Hotel & Suites Winchester

2.5-star Winchester hotel with indoor pool
  • • Free breakfast • Free parking • Free WiFi • Spa tub • Central location

La Quinta Inn & Suites by Wyndham Winchester

Suburban Winchester hotel with indoor pool
  • • Free breakfast • Free parking • Free WiFi • Fitness center • Central location

How to Get to Winchester

What is the closest airport 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 is there to see in Winchester?

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

What is there to do in Winchester?

  • • Museum of the Shenandoah Valley
  • • Winchester Little Theater
  • • Shenandoah Valley Discovery Museum
  • • Apple Blossom Mall
  • • Wilson's Wild Animal Park

Other Popular Winchester Attractions

  • • Jim Barnett Park
  • • Rocking S Ranch
  • • Old Court House Civil War Museum
  • • Bright Box Theater
  • • Abram's Delight

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)