Winchester, Kentucky

Birthplace of beer cheese and home to Kentucky’s official soft drink, Ale-8-One, Winchester is an absolute must for those in search of an authentic glimpse of the Bluegrass, offering a rich cultural and historical tapestry that beckons tourists with its irresistible charm.

Located minutes from Lexington and just a short drive from the best hiking, camping, climbing and rappelling around along the Daniel Boone National Forest and Red River Gorge, Winchester is a one-of-a-kind jewel in the crown of the Central Kentucky region. Boasting quaint shops, fantastic restaurants and unmistakable Bluegrass character, it’s no wonder Historic Winchester was placed on the National Register of Historic Places in 1981. 

Take a stroll through our Victorian era downtown, shop our many boutiques, hike our trails, canoe the Kentucky River, explore the area’s fascinating history at the standout Bluegrass Heritage Museum, or conquer the Beer Cheese Trail. In a region full of unique sites and activities, Winchester is the place for all things local — a true Bluegrass original.