Daniel Boone Country

05/11/2026

Our Friends in Letcher County are partnering with the City of Whitesburg for Mayfest this weekend! Make Plans to check them out!

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.

04/24/2026

Very Cool Guest in Daniel Boone Country this week over in Letcher County!

02/11/2026

The Daniel Boone Backcountry Byway is expanding their trails once again. This makes its fifth major expansion since the route debuted with just 99 miles in 2016. By spring 2026, the Byway will stretch to an impressive 1,300 miles, making it one of the most extensive backcountry driving routes in the eastern United States.

Read all about the DBBB and how to download the maps! Also learn about their Spring Event in May!

Daniel Boone Backcountry Byway
Beattyville Main Street
Powell County Tourism - Red River Gorge
Wolfe County Tourism
Menifee County Tourism
FOCUS Lee Owsley Clay Leslie Jackson

Event lInk:
https://www.facebook.com/events/2115538355946704

Article Link:
https://www.visitleecountyky.com/2026/02/09/25561/exploring-kentuckys-backroads-the-daniel-boone-backcountry-byway-expands-again-in-2026/

Photo: Luke Bogner, DBBB

02/10/2026

Check out this Sweet Post from Letcher County Tourism

01/27/2026

Join us for the Discover Boating Louisville Boat, RV & Sportshow Wednesday through Sunday. We’ll have brochures, backpack bags, keychains, and more to hand out. Stop by and plan your adventure in Daniel Boone Country!

12/11/2025

🥃 THIS SATURDAY is the big day for Kentucky Mist Distillery - Whitesburg – as they open the first-ever 4-year-aged Ole Henry right here in the heart of the mountains!
This is a milestone moment for our local craft distilling—and you’re invited to be a part of it.

Saturday, December 14
⏰ Event begins at 1 PM
📍 Kentucky Mist Distillery – Whitesburg

🎟️ Tickets are still available at:
👉 https://www.kentuckymist.com/
You can also purchase tickets at the door on the day of the event!

✨ FREE SAMPLES FOR CLOSING!
Don’t miss your chance to taste this special release.

🍾 Can’t attend?
No worries—bottles of the 4-year-aged Ole Henry will be available for purchase by 12/15/2025.

Come out, support local, and celebrate a historic moment for Letcher County’s own distillery craftsmanship.

10/10/2025

Great event in downtown Whitesburg tomorrow! Oct 11th from 4-8pm!

07/03/2025

06/26/2025

Mark your calendars for the 5th Annual Kentucky Food Truck Championship in Renfro Valley, KY on September 13th! Food Trucks + Live Music + Craft Vendors + Kid Activities = Full Day of Fun!