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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 · Wisconsin

Trail Riding in Wisconsin

12 operators across Wisconsin.

Wisconsin riding

Glaciers built half of Wisconsin's riding country and skipped the other half, and both halves are worth the trailer haul. In the southeast, the Kettle Moraine State Forest rolls over the hills and kettles the ice sheet left behind; in the southwest, the Driftless Area the glaciers never touched drops into bluffs above the Mississippi River. Trails thread through dense forest, along lakeshores, and across open prairie between them. Two centuries of farming left the state with a horse culture to match: stables, training facilities, and guest ranches serving English and Western riders alike, in numbers that surprise people who think of Wisconsin as dairy country only.

The far north is the wild end. The Chequamegon-Nicolet National Forest opens up serious timberland riding and pack-trip country: big woods, countless lakes, the Apostle Islands region on Lake Superior, and wildlife around most bends. The Central Sands offers something rarer: sandy trails through pine barrens, footing and scenery you won't find elsewhere in the Midwest. And the unglaciated southwest delivers coulees and river valleys steep enough to make a trail horse pay attention. Backcountry miles or an easy loop past working farms, the state covers both.

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
May through October

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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