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Hotels & Accommodation in Winchester

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Winchester overview

Nature lovers can visit Lykins Park and Community Park while in Winchester. There's plenty more to see, including local sights like Bluegrass Heritage Museum and Southwind Golf Course. If you're looking for a new favorite getaway, look no further than Winchester.

Where to stay in Winchester

Whether traveling for business or pleasure, Winchester can comfortably accommodate all visitors. There are 5 hotels in Winchester and you can shop as many as 382 deals for rooms on, some with discounts of up to 35%. We have room prices as low as 42 USD per night and below are the number of hotels by star rating in Winchester as well as in the surrounding area:
  • • 8 4-star hotels from 143 USD per night
  • • 63 3-star hotels from 65 USD per night
  • • 19 2-star hotels from 43 USD per night

How to get to Winchester

Fly into Lexington, KY (LEX-Blue Grass), 25.1 mi (40.5 km) from the heart of Winchester.

What to see around Winchester

Outdoor activities are on hand like football and running along with attractions such as:
  • • Lexington Ice Center
  • • Applebee s Park
  • • Whitaker Bank Ballpark
  • • Cliff Hagan Stadium
  • • Boone Tennis Stadium
It's notable for its hiking trails and favorite places for nature lovers that include:
  • • Lykins Park
  • • Community Park
  • • Kentucky River Museum
  • • Boone Station State Historic Site
  • • Raven Run Nature Sanctuary
Below are some favorite shopping areas to find that perfect souvenir—or simply browse:
  • • Richmond Centre Mall
  • • Victorian Square Mall
  • • The Mall At Lexington Green
  • • Fayette Mall
Some recommended sights include:
  • • Bluegrass Heritage Museum
  • • Southwind Golf Course
  • • Cassell Creek Golf Course

When to visit Winchester

Wondering when's the best time to visit? Here are seasonal norms to help you plan your trip:

Seasonal temperature averages
  • • January-March: 61°F day, 21°F night
  • • April-June: 85°F day, 35°F night
  • • July-September: 86°F day, 47°F night
  • • October-December: 73°F day, 21°F night
Seasonal rainfall averages
  • • January-March: 10.98 inches
  • • April-June: 12.64 inches
  • • July-September: 11.46 inches
  • • October-December: 10.67 inches