10 properties in Winchester

Hotels in Winchester, Illinois

Search & Compare Winchester Hotels

Get Secret Prices on select hotels

These prices aren’t available to everyone.

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

Best hotels in Winchester

Winchester overview

Local sights like Morgan County Fairgrounds and Lake Jacksonville are worth a visit. Winchester is an inviting destination that has something for everyone.

Where to stay in Winchester

Whether you're planning to stay for a night or for the week, the area around Winchester has accommodations to fit every need. Search for hotels in Winchester with Hotels.com by checking our online map. Our maps display the areas and neighborhoods around all 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 Winchester hotel deals are here with our lowest price guarantee.

What to see around Winchester

Here are some top sights to see:
  • • Morgan County Fairgrounds
  • • Lake Jacksonville
  • • Illinois College

When to visit Winchester

If you're starting to plan your trip, you might be wondering when's the best time to visit. Here are the seasonal norms to help you decide when to go:

Seasonal temperature averages
  • January-March: 59°F day, 17°F night
  • April-June: 86°F day, 35°F night
  • July-September: 87°F day, 46°F night
  • October-December: 73°F day, 18°F night
Seasonal rainfall averages
  • January-March: 6.06 inches
  • April-June: 13.39 inches
  • July-September: 10.91 inches
  • October-December: 9.13 inches