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Trail Riding: Guided and self-guided trail rides: scenic hour rides, half-day loops, and beach or backcountry routes for every level.

Trail Riding · Kentucky

Trail Riding in Kentucky

11 operators across Kentucky.

Kentucky riding

Horses built Kentucky's reputation, and the state has never stopped earning it. The Bluegrass Region around Lexington and Louisville is the center of the Thoroughbred world (board fences, deep pastures, historic estates), and the concentration of English riding, elite instruction, and serious boarding there is unmatched. Guest ranches, trail stables, riding academies, pack-trip outfitters, and training barns all find their footing somewhere between those manicured fields and the Appalachian foothills to the east.

The wilder half of the story plays out on public land. Daniel Boone National Forest in the east and Land Between the Lakes National Recreation Area in the west open up long forested trail systems, and outfitters there run guided rides and pack trips past features like the Red River Gorge and Lake Cumberland. Riders who want remote country on horseback, not a groomed arena, head this direction.

About trail riding

Guided and self-guided trail rides: scenic hour rides, half-day loops, and beach or backcountry routes for every level.

Quick facts

Best season
April through November

Operators

Trail Riding operators

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Resources

More to explore in Trail Riding

Hand-picked clips from the community, sorted by what you do.

Videos worth watching

Hand-picked clips, sorted by what you do.

  • HORSE TRAIL RIDING TIPS. Horse trail riding for beginners!

    A Balanced Horse

  • Trail Riding for Beginners

    HorseClass

  • HORSEBACK TRAIL RIDING TIPS FOR SAFETY 🐴

    JSHorsemanship

  • Dos & Don'ts of Trail Riding

    Equestrian Life

  • HOW TO RIDE A HORSE WESTERN (BEGINNERS TRAIL RIDING GUIDE)

    Ranches at Belt Creek

  • 5 Tips To Keep You Safe Riding A Horse

    Basic Horse Training

Free tools

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  • GPS tracking that keeps recording beyond the trailhead

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