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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 · Connecticut

Trail Riding in Connecticut

10 operators across Connecticut.

Connecticut riding

Connecticut packs a lot of horse country into a small state. Litchfield County's stone-walled hills, the barn-dense suburbs of Fairfield County, the farm roads of the Connecticut River Valley, each holds its own riding scene, and none of it is more than a couple of hours from New York or Boston. Dense woods, open pasture, tidal rivers: the terrain changes fast, and the stables, training barns, and lesson programs change with it.

The riding tradition here is old and it shows. Boarding barns and academies have operated on the same properties for generations, and the trail network runs deep: through Sleeping Giant State Park in Hamden, Cockaponset State Forest in Haddam, and dozens of smaller preserves suited to pleasure riding and conditioning work alike. Hunter/jumper, dressage, and eventing barns cluster in the western and southern towns; head north and east and you find more Western tack, more trail strings, even the occasional pack outfit.

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

Your free outdoor toolkit

In your pocket

Take every trail with you.

Free, no account needed. Trail maps, ride tracking, and public-land boundaries in your pocket.

  • Every stable and trail system in your pocket

  • GPS-track every ride, hands-free

  • Public-land boundaries with no subscription

  • GPS tracking that keeps recording beyond the trailhead

The Equestrian Hubs app dashboard

For operators

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