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Writer's pictureMikki Simmons

DRIVE SERIES #3: Scenic Drive From Monticello to Lonesome Bridge and Beyond




If you're in the mood for a peaceful escape into the heart of Kentucky's rugged beauty, a scenic drive from Monticello to the Lonesome Bridge and wrap back around through the Pigah Community is just what you need. This route, winding through the rolling hills, dense mountainous area, and awe-inspiring rock formations of southeastern Kentucky, offers a sample of the region’s natural splendor and rich history.


Starting from Monticello


Begin your drive in Monticello, the Heart of Lake Cumberland. You might want to grab a sandwich from a local restaurant in town and fill up on gas because there are no stops on this drive, except for the nature stops. From here, take the backroads leading toward Lonesome Bridge, a structure that perfectly showcases the adventuresome rugged side of Wayne County. As you drive, you'll find yourself surrounded by dense trees, gentle streams, and truly striking vistas. The road curves and climbs, offering sweeping views of the mountains and valleys that define this part of Kentucky.



Scenery


One of the highlights of this drive is the remarkable natural architecture you’ll encounter along the way. Eastern Kentucky is home to unique "Pilot Rock" formations—tall, soaring stone pillars that seem to rise out of the earth. These rock structures, with their jagged edges and towering presence, create an almost otherworldly landscape, especially when set against the backdrop of the ever-changing sky. They are a striking reminder of the area's geological history and a beautiful focal point on this picturesque route.


Lonesome Bridge: A Serene Stop


As you approach Lonesome Bridge, you’ll feel a sense of tranquility that only remote locations like this can provide. The bridge itself, spanning a quiet creek, is a perfect place to pause and take in the surrounding scenery. The area is peaceful and uncrowded, offering a quiet moment to revel in the unbelievable beauty. Before veering right and heading up the mountain towards Lonesome, you may choose to take the short trip (3ish more miles straight on) to see the Greenford Swinging Bridge. If you drive on past the swingigng bridge , you will encounter the Little South Fork, and may even be able to make a vehicle crossing if the water is low.


winter low creek
November Creek View from Lonesome Bridge

Meandering the Gravel Roads


After leaving Lonesome Bridge, take a left and continue your adventure on gravel roads that wind through Kentucky’s rugged countryside. These unpaved paths thread through dense woodlands, with occasional clearings offering views of the distant mountains. The isolation and untouched beauty of this section make it feel like you've truly escaped into nature. Tires crunching gravel, the occasional call of birds overhead, or a donkey in the field are the only sounds you will hear as you navigate this picturesque stretch of backroad.



barn on. a sleepy backroad
One of Many Picturesque Views

motorcycle driving through fall trees
Motorcyclist on Hwy 167 in Wayne County

Just before reaching Highway 167, you will see a magnificent rock structure (shown below).

For those who want to stretch the adventure, turning left onto Highway 167 will bring you to the famed Daniel Boone National Forest, an expansive 700,000-acre wilderness filled with trails, cliffs, and crystal-clear lakes. The forest is a great spot for hiking, wildlife watching, or simply soaking in more of Kentucky’s wild beauty. After exploring the park, consider a return route via Coffey Mountain, a scenic drive that will guide you back toward Monticello. The mountain road twists through dense trees and offers breathtaking overlooks of the surrounding valleys and hills, completing your journey with one last memorable view.


large rock pilot
Rock Structure Located off of Parmleysville Road

drone shot of grael road winding through the trees
Parmleysville Road

This drive is a perfect way to experience southeastern Kentucky’s natural wonders. From the soaring Pilot Rock-style structures to the tranquil beauty of Lonesome Bridge, this journey offers an unforgettable glimpse of Wayne County's rugged, unspoiled landscape.


Worth Noting: We really did miss peak foliage this year on this drive, but it is still beautiful. We enjoy driving it in all seasons, and the path directly to Daniel Boone on 167 is particularly spectacular when we are blessed with a big snow! And, of course in summer. EVERYTHING in Wayne County is stunning in summer.

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