Home / Travel Guides - Winchester

Let's Explore



More About
Winchester, KY

About WinchesterFounded in 1793, Winchester was named after the former Virginia home of frontiersman John Baker who donated 66 acres of land for the town's creation. The town was given distinction by Henry Clay, “The Great Compromiser,” when he made both his first and last Kentucky speeches in the city.

Early on, Winchester became the marketing center of the agricultural inner Bluegrass Region. Industrial enterprises and manufacturing supplement the economy.

Of interest off SR 1924 is the Civil War Fort at Boonesboro. Built by Union soldiers in 1863, the earthwork fortification was used to defend the ford and ferry at Boonesboro. Today visitors can hike the scenic trail with views of the Kentucky River and see a mural depicting the history of the river. Guided tours are offered by appointment; phone (859) 744-0556. Located on 240 acres of land, the Lower Howard's Creek Nature Preserve offers guided tours of its environment of native flora and fauna; phone (859) 744-4888.

Visitor Centers Winchester/Clark County Tourism Commission 2 S. Maple St. Winchester, KY 40391. Phone:(859)744-0556 or (800)298-9105

Self-guiding ToursThe tourism commission offers guided tours as well as maps and brochures outlining driving and walking tours of area points of interest. One of Kentucky's first guided cellphones tours is offered; highlights include the history of downtown and the Civil War Fort at Boonesboro; phone (859) 592-9166.

Things to Do Bluegrass Heritage Museum

Read More

Winchester, KY

AAA Inspected & Approved TOP Hotels

In-person hotel evaluations are unscheduled to ensure the inspector has an experience similar to that of members. All hotels must meet the same basic requirements for cleanliness, comfort and hospitality to be AAA Approved. A rating of one to five AAA Diamonds tells members what type of experience to expect, from no-frills to highly personalized.

Members save up to 15% and earn Honors points when booking AAA/CAA rates!

Hampton Inn by Hilton

1025 Early Dr. Winchester, KY 40391

AAA Inspector Rating
Book Now
AAA Members

Members save 5% to 15% and earn 10% bonus Best Western Rewards® points when booking AAA/CAA rates!

Best Western Winchester Hotel

1307 W Lexington Ave. Winchester, KY 40391

AAA Inspector Rating
Book Now
AAA Members

call or visit a AAA Travel Agent Today!

Find a AAA Office

As a AAA member, you'll save even more. Your AAA Travel Agent will check to see if AAA Vacations is combinable with other AAA member benefits, plus cruise and tour past passenger discounts and benefits.

Not a Member?

Join Now