Early Mt. Sterling was the trading center for a vast part of Eastern Kentucky. It was the site of several prominent hotels, taverns, and theaters, which served as meeting places, entertainment sites, and stagecoach stops and mail depositories for post riders.Initiated in the 18th Century, Court Day quickly became the annual trading day for much of Eastern Kentucky. And it still is today. In the Fall when the air turns crisp is the perfect opportunity to enjoy the sights and sounds of one of the earlier traditions – Court Day.
Mt. Sterling delights in this over 210+ year old tradition when approx. 130,000 people from all parts of the country gather for the four-day event.Held the third Monday, in October and the weekend prior. Specializing in many different arts and crafts, food and music, the people of Mount Sterling are eager to show their talents.
Small Town America Festival
The Small Town America Festival is entering into its eighth year in Mt. Sterling. Held on August 16th this year and offers something for the entire family. Start off with the 5K Race/Walk on Saturday morning at Old Silo Golf Course. Afterward, take a trip down memory lane at the Special Olympics Car Show, participate in the Cornhole Tournament or shop at the Arts and Crafts Festival at the Courthouse Square. The Small Town America Talent Showcase is fun entertainment and the winner gets a one on one session with Jeff Vice.The Small Town America Weekend began with a song written by Mt. Sterling native, Jeff Vice called “Small Town America” in 2007 about growing up in a small town. A portion of the song and music video focuses on the last local football program at the High School in 1976. The music video shows scenes of the Old Trojan High School in downtown Mt. Sterling. It’s a touching tribute to Mt. Sterling from a talented songwriter about his hometown.
First Friday Market
Downtown Mt. Sterling is the place to be on the First Friday of the summer months from 6-9 pm for the First Friday Market. Shop from local vendors and downtown merchants-plus live music and food. Come downtown early for the Art Opening and Reception at the Gateway Regional Art Center from 4:30pm-7pm. Free Admission.