Welcome to downtown Winchester, Ky.
Downtown Winchester is known for its authentic down-home charm and hospitality. Just 17 miles from Lexington, downtown Winchester is a delightful blend of history, modern sophistication, and eclectic local characters.
We've earned recognition for our unique local flavors (beer cheese! Ale 8 One!), our super friendly community, and remarkable architecture. The heart of downtown is a multi-block national historic district and features the "High Side" of Main Street- one of the only elevated sidewalks in the Commonwealth!
Whether you're looking to explore our locally owned shops, restaurants and boutiques, take in a little history at the Bluegrass Heritage Museum or our cellphone walking tour, or catch a live show at The Leeds Center for the Arts there is something for everyone here.