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Hotels in Winchester, Virginia

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Best hotels in Winchester

Winchester overview

Visitors to Winchester speak favorably about this family-friendly city's historical sites and restaurants. You'll enjoy the area's entertainment, college atmosphere, and opera. You can learn about the local heritage of Winchester at landmarks like George Washington's Office and Stonewall Jackson's Headquarters. You might find that sights like Bright Box Theater and Old Court House Civil War Museum are worth a visit.

Where to stay in Winchester

Whether traveling for business or leisure, Winchester can accommodate you. There are 23 hotels in Winchester and you can shop as many as 240 deals for rooms on, some with discounts of up to 15%. Our room prices start at 47 USD per night and below you'll find the number of hotels by star rating in Winchester as well as in the surrounding area:
  • • 9 4-star hotels from 98 USD per night
  • • 40 3-star hotels from 78 USD per night
  • • 22 2-star hotels from 49 USD per night

How to get to Winchester

Fly in to Washington, DC (IAD-Washington Dulles Intl.), 41.7 mi (67.1 km) from downtown Winchester. Washington, DC (DCA-Ronald Reagan Washington National) is the next closest major airport, 64.6 mi (104 km) away.

What to see around Winchester

Here are some attractions especially popular with families:
  • • Wilson's Wild Animal Park
  • • Rocking S Ranch
A top draw is the area's cultural scene including places like:
  • • Bright Box Theater
  • • Old Court House Civil War Museum
  • • Shenandoah Valley Discovery Museum
  • • Winchester Little Theater
  • • Museum of the Shenandoah Valley
Distinguished landmarks to visit include:
  • • George Washington's Office
  • • Mt Hebron Cemetery
  • • Stonewall Jackson's Headquarters
  • • Patsy Cline Historic House
  • • Abram's Delight
Here are some local highlights:
  • • Handley Regional Library
  • • Jim Barnett Park
  • • Winchester-Frederick County Convention & Visitors Bureau
  • • Apple Blossom Mall
  • • Rock Harbor Golf Course

When to visit Winchester

Do you want to know the ideal time of year to visit? Here are the seasonal norms to help with your planning:

Seasonal temperature averages
  • • January-March: 58°F day, 23°F night
  • • April-June: 85°F day, 37°F night
  • • July-September: 86°F day, 49°F night
  • • October-December: 71°F day, 24°F night
Seasonal rainfall averages
  • • January-March: 8.43 inches
  • • April-June: 10.87 inches
  • • July-September: 10.31 inches
  • • October-December: 8.86 inches