The Blue Roof Cottage

05/20/2024

Little Shepherd Driving Trail is a 38-mile journey through some of the most spectacular mountain countryside in the Appalachian Region. Located in scenic Southeastern Kentucky along the Pine Mountain Ridge, the Little Shepherd Trail is a curvy mountain road that twists and turns more than 350 times as it leads you through Kentenia State Forest to some of the most stunning views in Kentucky.

The windiest road in Kentucky is not for the faint of heart, but your heart will surely fall in love with this magical drive or ride, with most of this route being paved and some gravel near the end near 119. This trail route connects Coal Train 421 to the Slingshot 119 and has many great spots to visit along the way for all you off-road and adventure touring bike enthusiasts. Keep a lookout for wildlife lurking around the trail and take in the natural beauty surrounding you! Don’t forget to visit Kingdom Come State Park for one of the most spectacular views you can experience in Appalachia.

The ground was broken for the Little Shepherd Trail in 1963 and it wasn’t until the 1970’s that the 38-mile route was finished. Check back in on Friday to learn about the history of Little Shepherd Trail and how it came to be. It is very interesting!

Share your favorite photos and memories of Little Shepherd Driving Trail in the comments!

05/26/2022

Don't forget! The Levitt Amp concert series is starting a week from today, June 2nd with 49 Wi******er! All concerts are FREE and start at 6PM, every Thursday during the summer at the Mountain Heritage Stage! See the full schedule here and share!

01/30/2022

07/16/2021

07/02/2021

07/01/2021

06/29/2021

We are proud to announce a new music series, "Whitesburg Live on Main." These events are going to be at different locations in downtown Whitesburg.

The goal is to get people out together again, listen to some awesome Appalachian musicians and hopefully wondering into some downtown businesses to see what they have been missing.

This could not have been possible without our partnership with the Appalshop and all of our sponsors.

Appalachian Wireless Arena Kentucky Mist Moonshine Backroads of Appalachia Appalachian Regional Healthcare (ARH) Mountain Comprehensive Care Center

06/29/2021

06/23/2021

Discover Letcher County — the diamond among Eastern Kentucky's coalfields. This new visitor's guide published by Letcher County Tourism includes information about festivals, attractions, overlooks, shops, dining, community centers, airbnbs and more. Be sure to read about the history of Letcher Cou...

05/26/2021

Free concerts scheduled in Whitesburg, Kentucky.

03/19/2021

!!EXCITING NEWS!!

Levitt AMP Whitesburg Music Series is happening this year!! Get ready for live music, the farmer's market, local booths for fundraising, food trucks, cold beverages, and games for all ages!! Tell your friends!!

Comment below and let us know what bands you would love to come play in downtown Whitesburg!!

Follow Levitt AMP Whitesburg Music Series's page to learn more about dates and what bands they choose!!


Appalshop Community Agricultural Nutritional Enterprises, Inc.- CANE Cowan Community Center City of Whitesburg Whitesburg, Kentucky Letcher County Public Schools Letcher County, Kentucky Kentucky Mist Distillery - Whitesburg StreetSide Grill & Bar Summit City on Main Mountain Heritage Festival Mountain Heritage Arts & Crafts Festivals City of Whitesburg / Letcher County Farmers' Market Broken Throne Brewing Pauley Hollow Distillery, LLC