05/11/2026
Mayfest 2026 Bringing Music, Food, Vendors and Family Fun to Downtown Whitesburg Kentucky
Downtown Whitesburg is preparing for one of its biggest community celebrations of the spring as Mayfest 2026 returns on Saturday, May 16, bringing a full day of entertainment, shopping, food, and family fun.
Organizers say the event is already shaping up to be one of the largest Mayfest celebrations yet, with more than 30 vendors already confirmed and additional participants continuing to sign up.
Visitors can expect a lively atmosphere filled with live music, food trucks, handmade crafts, local artisans, woodworkers, clothing vendors, jewelry booths, games, and activities for all ages.
Live music on Main Street begins at 4:00pm with Johnny Pop Day, followed by the Rock n Roll Princess and the band Something Sandy and concludes with The Hall Brothers band.
Families can also enjoy train rides for children and plenty of entertainment spread throughout the downtown area.
A major highlight this year will be the “Battle on the Bridge” Co****le Tournament, where teams will compete for bragging rights and community pride in what organizers expect to be a crowd-favorite competition.
In addition to festival vendors and attractions, downtown businesses will remain open during the event and many plan to offer special promotions and sales throughout the day. Organizers encourage visitors to spend time shopping local and supporting small businesses that help keep the downtown community thriving.
“Mayfest is about bringing people together,” organizers shared. “We want families and friends to come enjoy the day, support local businesses, and make memories right here in Letcher County in downtown Whitesburg.”
Community members are encouraged to mark their calendars now and make plans to spend the day downtown enjoying everything Mayfest 2026 has to offer.
Mayfest 2026 will take place Saturday, May 16, in Downtown Whitesburg.
For vendor information and event updates, follow Letcher County Tourism page.
