Letcher County Tourism

10/17/2026

🍂🎶 OKTOBERFEST IN DOWNTOWN WHITESBURG! 🎶🍂

Join us Saturday, October 17, 2026, for a day of family fun, food, vendors, and FREE live music!

🚧 Main Street will close at 2:00 PM so we can complete sound checks and get our vendors moved in.

🎸 FREE music begins at 3:30 PM and continues until late, featuring:
• Rock N Roll Princess
• Dalton Dailey Music
• Johnny Pop Day
• Diesel Foot

🏆 The Co****le Tournament will be back on the bridge again!

Bring your family, invite your friends, and come enjoy a beautiful fall day in our downtown. Everyone is welcome! 🧡🍁

10/17/2026

Just a reminder if you are in Whitesburg today. Oktoberfest begins setting up at 2:00pm today!

Just a reminder as we prepare for Octoberfest today Saturday October 17th

10/16/2026

🌄 Same Mountains. Same Morning. Two Breathtaking Views! ❤️

These two photos were sent to me within just 10 minutes of each other!

One captures the golden morning sun rising above a blanket of fog, while the other shows the peaceful blue skies and layers of mountains from Hogg Overlook.

Down in Whitesburg, we’re tucked beneath a blanket of fog, but up on Pine Mountain, it’s a whole different world!

Two different views, one beautiful place we call HOME! ❤️

There’s just something special about mornings in the mountains of Letcher County! 🍂

📸 Randy Surber
And Laken Caudill

10/15/2026

🍂 Here’s what we know is happening in Letcher County this weekend!
From good food and live music to a little spooky fun, make plans to get out and enjoy!

🐾 Foodie Friday — Scarlett’s Hope
Friday beginning at 11 AM in front of the stage in Fleming-Neon. Enjoy chili or loaded nachos, a brownie and a drink for $8 while supporting a great cause!

🎃 Atomic Raid Haunted Hayride
Friday & Saturday • 8–10 PM • $10
Add a little fright to your weekend in Whitesburg!

🍁 Oktoberfest — Downtown Whitesburg
Saturday, October 17 • Begins at 3 PM
Enjoy food, vendors, family fun and live music from Rock N Roll Princess, The Dalton Dailey Band, Johnny Pop Day and Diesel Foot!

🌽 Battle on the Bridge Co****le Tournament
Saturday, October 17 • Downtown Whitesburg
Sign-ups begin at 3:30 PM; blind draw starts at 4 PM, with bring-your-own-partner games to follow.
• Blind draw: $10 entry
• BYOP: $20 per team, with $300 added to the pot!

🎸 ADHD Live in Concert
Saturday, October 17 • 8 PM
Campbells Branch Community Center
Catch their first solo concert and show some love for local talent!

📸 See the attached flyers for details. Know of another event happening this weekend? Add it in the comments!

10/14/2026

10/14/2026

10/13/2026

⛰️💚 “These Mountains Are Magnets… Always Drawing You Back.” 💚⛰️

I heard someone say these words today, and I just can't get them off my mind.

“These mountains are magnets, always drawing you back.”

And isn't that the truth?

There's just something about the mountains of Letcher County. Maybe it's the breathtaking views, the winding roads, the peaceful mornings when the fog settles in the valleys, or the sunsets that paint our mountaintops.

But I believe it's something even deeper.

You can travel far, see incredible places, and make wonderful memories elsewhere, but there's something about these mountains that stays with you.

Whether you've lived here your whole life, moved away years ago, or visited just once, these mountains have a way of calling you back.

And maybe that's the magic of Letcher County. You don't just visit these mountains. You carry a little piece of them with you wherever you go. ❤️

💬 We'd love to hear from you! What is it about the mountains of Letcher County that keeps drawing YOU back?

10/12/2026

🍂 Take the scenic route! 🍁
The Little Shepherd Trail in Letcher County is bursting with fall color — the perfect drive for crisp air, mountain views, and golden leaves. 🌄✨

The Little Shepherd Trail twists and turns more than 350 times through the mountains of Letcher County — leading to some of the most stunning views in the entire state. 🌄✨

It's approximately 14 miles from the start high a top Pine Mountain near Whitesburg, KY to Kingdom Come Start Park near Cumberland, KY Part of the Pine Mountain State Scenic Trail, the entirety of the Little Shepherd has been paved.

Photos by
Brooke King &
Claude Little

10/12/2026

Save the Date!