Hotels in Old Town Winchester, Virginia

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Best hotels in Old Town Winchester

Old Town Winchester overview

You can take in the local culture of Old Town Winchester at Bright Box Theater and Old Court House Civil War Museum. Don't miss your chance to see sights like Shenandoah Valley Discovery Museum and George Washington's Office. If you're looking for a new favorite getaway, look no further than Old Town Winchester.

Where to stay in Old Town Winchester

Whether you're planning to stay for a night or for the week, the area around Old Town Winchester has accommodations to fit every need. Search for hotels in Old Town Winchester with Hotels.com by checking our online map. Our maps display the areas and neighborhoods around all Old Town Winchester hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Old Town Winchester hotel deals are here with our lowest price guarantee.

How to get to Old Town Winchester

Fly in to Washington, DC (IAD-Washington Dulles Intl.), 41.6 mi (67 km) from downtown Old Town Winchester. Washington, DC (DCA-Ronald Reagan Washington National) is the next closest major airport, 64.6 mi (103.9 km) away.

What to see around Old Town Winchester

Here are some local highlights:
  • • Bright Box Theater
  • • Old Court House Civil War Museum
  • • Shenandoah Valley Discovery Museum
  • • George Washington's Office

When to visit Old Town Winchester

Curious about when's the best time 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