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Nestled between dramatic Appalachian ridges, this historic coal town invites visitors to explore the fascinating Hatfield-McCoy feud sites and engineering marvel of the Pikeville Cut-Through. Outdoor enthusiasts can hike Breaks Interstate Park's breathtaking gorge trails, while downtown's Appalachian cuisine and mountain music scene offer authentic local flavors after a day's adventure.

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- Ramada Hotel & Conference Center by Wyndham Paintsville
- Comfort Suites Prestonsburg West
- Days Inn by Wyndham Paintsville
- Sleep Inn & Suites
- Super 8 by Wyndham Prestonsburg
- The Red Dog Chalet Couples Retreat w/ Hot Tub
- Nice private home in Matewan, close to trails! Hottub, Pool, fire pits & games!
- 11 bed 7 bath large home and able to ride right from the home to the HMT trails
- Quality Inn & Suites Prestonsburg next to Mountain Arts Center
- Hatfield McCoy Trails! Newly renovated 3 bedroom house with ATV trail access.
- Brookshire Inn
- Trail Riders Retreat! Hatfield McCoy Trails. Private Pool. Loads of Parking!
- Hatfield McCoy Trails, Buffalo Mountain. 1/2 mile to Devil Anse, Buffalo trail
- Appalachian Hideaways