Winchester is ideally situated in Kentucky’s legendary Bluegrass Region, where lush, rounded hills roll away to the east and become imposing mountains. And if you are looking for more than just postcard-perfect scenery, Winchester offers an array of attractions and rare delights for the entire family – something to satisfy your curiosity, your palette, your sense of adventure, and your taste for the unique.

From the striking historic architecture of downtown, to the picturesque surrounding landscape, historical sites and recreational opportunities, through a year-round calendar of activities, events and entertainment, Winchester offers a series of experiences that are utterly unique.

For example, Winchester is the only place on earth where you will find a festival dedicated to the spicy local delicacy known as beer cheese, and the home of a one-of-a kind gingery soft drink. Add Fort Boonesboro on the Kentucky River, Civil War sites, bicycle rides through our beautiful countryside, geocache treasure hunts, creeks made for canoes, golf courses laid over some of America’s most spectacular scenery, distinctive local cuisine, and you can create a memorable itinerary for you and your family.