Historic Downtown Winchester
Historic Winchester was placed on the National Register of Historic Places in1981. The business district looks much as it did over a hundred years ago with the five globe lampposts and elevated sidewalk. Downtown is filled with quaint shops, wonderful restaurants and charming character. Guided tours available by appointment. (800) 298-9105

Ale-8-One
Ale-8-One, the soft drink unique to Kentucky, has been bottled in Winchester since 1926. Tours of the factory are offered on Fridays at 10:50 a.m. with advance notice. 25 Carol Road (859) 744-3484 www.ale8one.com

Bluegrass Heritage Museum
Housed in the historic Guerrant Mission Clinic and Hospital in Winchester, the Bluegrass Heritage Museum examines regional history through engaging and innovative exhibits. The museum is the place to begin your exploration of the rich cultural heritage of the Bluegrass Region. 217 South Main Street (859) 745-1358.  www.bgheritage.com

Lower Howard's Creek Nature and Heritage Preserve
Kentucky's 40th State Nature Preserve was established to promote an area rich in natural beauty and historical significance. Guided tours are available. (859) 744-4888 www.lowerhowardscreek.com

Civil War Fort at Boonesboro
The earthwork fortification was built by Union Soldiers to defend the ford and ferry at Boonesboro. A scenic trail provides a beautiful view of the Kentucky River. Take self-guided tours, or guided tours by appointment. 1250 Ford Road (800) 298-9105

Leeds Center for the Arts
Located at 37 N. Main Street; built in 1925 and refurbished in the mid-1980’s, the theater offers cultural and community events including plays, musicals, concerts, classes, seminars and children’s programming. 37 North Main Street (859) 744-6437 www.leedscenter.com

Holly Rood
Built in 1814 by James Clark, 13th Governor of Kentucky, the house follows the simple lines of Federal style architecture. Tours by appointment. 28 Beckner Street (859) 745-6664

Harkeness Edwards Winery
Located at Combs Ferry Road, Winchester, KY 40391
, Harkness Edwards Vineyards is located in southwest Clark County, just north of the Kentucky River.  We have been growing wine grapes since 2002, and are expanding each year.  Currently we have 17.5 acres planted.  We will soon be open to the public.  Our wines are sold regionally and we will have an onsite tasting room in the not too distant future. 5199 Combs Ferry Road (859) 527-3584