Hotels in Winchester, Kentucky

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Best hotels in Winchester

Winchester overview

Winchester is a budget-friendly place distinct for its live music and theaters, and known for its spas and college atmosphere. You're sure to appreciate the ample coffee and bar options. Plan a fun excursion to Commonwealth Stadium and Rupp Arena. Make some time to see popular sights such as University of Kentucky and Mary Todd Lincoln House. A family- and business-friendly area, Winchester also has something for everyone.

Where to stay in Winchester

Featuring accommodation choices that can meet everyone's needs, Winchester is the place to go. There are 93 hotels in the Winchester area and you can shop as many as 12 deals for rooms on, some with discounts of up to 20%.
  • • 31 2-star hotels with an average price of $47 per night
  • • 52 3-star hotels with an average price of $67 per night
  • • 8 4-star hotels with an average price of $107 per night

Here are the top hotels based on 13606 user reviews of Winchester hotels:
  • • Hampton Inn Winchester (Winchester)
  • • Best Western Country Squire (Winchester)
  • • Comfort Inn (Winchester)
  • • Baymont Inn and Suites Winchester (Winchester)
  • • Red Roof Inn Lexington - Winchester (Winchester)

How to get to Winchester

Fly in to Lexington, KY (LEX-Blue Grass), 25.1 mi (40.5 km) from downtown Winchester.

What to see around Winchester

Fun activities are on hand such as golf, pampering at the spa, and running, along with attractions such as:
  • • Southwind Golf Course
  • • Cassell Creek Golf Course
  • • West Sixth Brewing
  • • Alltech's Lexington Brewing & Distilling Co.
  • • Barrel House Distilling
Live music and theaters are highlights of the area, along with cultural places like:
  • • Bluegrass Heritage Museum
  • • Kentucky River Museum
  • • Richmond Area Arts Center
  • • Hopewell Museum
  • • Duncan Tavern Historic Center
Take some time to explore campus or the area surrounding:
  • • The Thoroughbred Center
  • • Eastern Kentucky University
  • • Transylvania University
  • • University of Kentucky
Some popular places in the area include:
  • • Commonwealth Stadium
  • • Mary Todd Lincoln House
  • • Rupp Arena

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: 10.8 inches
  • • April-June: 12.6 inches
  • • July-September: 11.5 inches
  • • October-December: 10.7 inches