Prestonsburg, KY

Travel Guide

A river surrounded by dense forest and hills.
A person sitting on a rocky outcrop overlooking a dense forested valley.
A person playing a banjo and an acoustic guitar on a stage.

Embark on a voyage of country music discovery, hike rugged trails and visit historic battle sites at this popular town in Eastern Kentucky.

Prestonsburg is an attractive small town in the foothills of the Appalachian Mountains. With mountainous scenery, outdoor recreation and a rich country music heritage, it has plenty of fun things to see and do.

Explore the Jenny Wiley State Resort Park. Hike along trails passing through Appalachian terrain. Rent a pontoon boat or canoe for a trip across the park’s 1,100-acre (445-hectare) Dewey Lake. Anglers will relish fishing for bluegill, largemouth, catfish and crappie. During the fall and winter, book your place on an elk-viewing tour. Be sure to bring your camera.

If you enjoy history, visit Middle Creek National Battlefield. During the Civil War a decisive battle was fought here that ended Confederate control of the region. Drive 10 miles (16 kilometers) south of Prestonsburg to see the Battle of Ivy Mountain Monument. The 14-foot (4.2-meter) granite obelisk marks the spot of a famous skirmish between four Union regiments and the heavily outnumbered Confederates.

In the evening, enjoy some of Prestonsburg’s cultural attractions. See a play, musical or comedy show at the Jenny Wiley Theater. There are also matinee productions for children at various times of the year. The Mountain Arts Center is home to the Kentucky Opry and occasionally hosts some of the area’s most famous country stars. Dwight Yoakam, Billy Ray Cyrus and Patty Loveless have all performed on its stage.

Prestonsburg is located on a road dubbed the Country Music Highway, so named because many county music stars were born in the area. Finish your trip by spending several days driving along the 144-mile (232-kilometer) road that meanders down Kentucky’s eastern border. Highway markers point to the hometowns of some of the genre’s most famous names.

During your Prestonsburg road trip, stop by some of these places and listen to live bluegrass and county music. Go to Staffordsville for Mountain Homeplace, a working farm that dates back to the 1850s. In Paintsville, tour the family home of country music legend Loretta Lynn.

Spark by Hilton Prestonsburg

Spark by Hilton Prestonsburg

2 out of 5
80 Shoppers Path Prestonsburg KY
The price is ₩123,856 per night from Nov 22 to Nov 23
₩123,856
₩136,539 total
Nov 22 - Nov 23
includes taxes & fees
Book a stay at this business-friendly hotel in Prestonsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (34 reviews)
"Clean room, comfortable beds. Definitely nice for the price!! Will stay here again"

Reviewed on Nov 13, 2026

Spark by Hilton Prestonsburg
Comfort Suites Prestonsburg West

Comfort Suites Prestonsburg West

2.5 out of 5
51 Hal Rogers Dr Prestonsburg KY
The price is ₩135,219 per night from Dec 6 to Dec 7
₩135,219
₩153,364 total
Dec 6 - Dec 7
includes taxes & fees
Book a stay at this business-friendly hotel in Prestonsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (782 reviews)
"Very friendly staff, clean spacious room and an excellent breakfast! We will always consider staying there on our future trips. Highly recommended!!!"

Reviewed on Nov 14, 2026

Comfort Suites Prestonsburg West
Quality Inn & Suites Prestonsburg next to Mountain Arts Center

Quality Inn & Suites Prestonsburg next to Mountain Arts Center

2.5 out of 5
85 Hal Rogers Drive Prestonsburg KY
The price is ₩124,993 per night from Dec 6 to Dec 7
₩124,993
₩141,768 total
Dec 6 - Dec 7
includes taxes & fees
Book a stay at this business-friendly hotel in Prestonsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Quality Inn & Suites Prestonsburg next to Mountain Arts Center
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Near Scenic Parks: Convenient Home in Prestonsburg

Near Scenic Parks: Convenient Home in Prestonsburg

3 out of 5
Prestonsburg KY
Stay at this cottage in Prestonsburg. Enjoy a marina and air conditioning. Popular attractions Archer Park and Samuel May House are located nearby.
Near Scenic Parks: Convenient Home in Prestonsburg
Half-mi to Dawkins Rail Trail: Family Home w/ Yard

Half-mi to Dawkins Rail Trail: Family Home w/ Yard

3 out of 5
Hagerhill KY
Book a stay at this business-friendly cottage in Hagerhill. Enjoy free parking, in-room fireplaces, and air conditioning. Popular attractions Preston Park and ...
8/10 Very Good! (1 review)
"Really liked the old house feel but very noisy by road"

Reviewed on Aug 13, 2023

Half-mi to Dawkins Rail Trail: Family Home w/ Yard
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Prestonsburg attractions