Winchester Vacations, Tourism & Travel Information

Our Take on Winchester, Kentucky

Winchester is worth paying a visit to, which is also a very kid-friendly city. In Winchester, visitors can choose from over 127 different kinds of things to do. A few of the best ranking are Fort Boonesborough State Park, Red River Gorge Geological Area, and Cantuckee Diner. Winchester claims 81 dining establishments, 14 stores, two national parks, three passtimes, a couple brewery/bars, a handful golf courses, a spa, a museum, a landmark, and one tour attraction.

Winchester, Kentucky Lodging

  1. Hampton Inn Winchester1025 Early Dr
    Winchester, KY 40391

    "best hampton inn room yet" more on TripAdvisor

  2. Quality Inn And Suites960 Interstate Drive
    Winchester, KY 40391

    "rooms are large with a sofa and microwave and fridge" more on Yahoo! Travel

  3. Best Western Country Squire1307 West Lexington Avenue
    Winchester, KY 40391

    "for a place to stay right off highway 64 - its fast off & fast back on the hiway" more on TripAdvisor

  1. Best Value Inn
  2. House on Belmont

    Winchester, Kentucky Things To Do

    1. Sportland Golf Course4199 Lexington Rd
      Winchester, KY 40391

      This is a decent course. The value sucks as it was 25 bucks in the very cold winter. It is a redneck course, but is worth playing a least once. The conditions were decent. ... more on GolfReview

    2. Cassell Creek Golf Course4199 Lexington Rd.
      Winchester, KY 40391

      The course description pretty much sums this course up. It's a great place to go practice playing from the rough. There are some holes that you have to hit either up to or over water (usually a sma... more on GolfReview

    3. Daniel Boone National Forest1700 Bypass Road
      Winchester, KY 40391, U.S.A.

      Overview The Daniel Boone National Forest, established in 1937, covers more than 700,000 acres of eastern Kentucky, including portions of 21 counties. Laurel River Lake, the Natural Arch Recreation Area and... more on LLBean.com

    1. Meadowpark Driving Range
    2. Winchester Country Club, The
    3. Bluegrass Heritage Museum
    4. Southwind Golf Course
    1. Civil War Fort at Boonesboro
    2. Fort Boonesborough State Park
    3. Red River Gorge Geological Area