There's something timeless about exploring the Montana wilderness on horseback. In Big Sky, where jagged peaks reach skyward and alpine meadows descend into picturesque plateaus and valleys, saddle-up experiences offer a rare, unfiltered way to access some of Southern Montana's most spellbinding landscapes. Whether you're cantering along the banks of the Gallatin River, winding through wildflower-strewn trails, or cresting mountain ridges with views into Yellowstone National Park, Big Sky horseback riding is a luxury of pace, immersion, and unforgettable scenery.

Here's a closer look at the best horseback riding experiences available in Big Sky.

A handful of local outfitters in Big Sky and nearby Gallatin Gateway make these equestrian adventures possible, offering everything from one-hour family-friendly trail rides to full-day or multi-day backcountry excursions.

Jake's Horses has earned a long-standing reputation as one of Big Sky's most trusted outfitters. With guided rides ranging from one hour to a full day, and more adventurous pack trips that last from two to five days in the Lee Metcalf Wilderness and Yellowstone backcountry, Jake's specializes in both convenience and flexibility. The horses are gentle, the guides are seasoned, and the terrain is nothing short of extraordinary.

Highlights include riverside rides along the Gallatin, high-alpine meadow excursions, and custom-pack trips that venture deep into untouched wilderness. For guests staying in the Meadow Village or Mountain Village areas of Big Sky, Jake's is the local go-to with serious backcountry credibility.

750 Lone Mountain Ranch Road, Big Sky

A luxury guest ranch dating back over 100 years, Lone Mountain Ranch is as much a lifestyle as it is an outfitter. While their equestrian program is open to day visitors, overnight guests enjoy access to daily rides as part of the ranch's all-inclusive offerings.

Choose from one- or two-hour trail rides suitable for all skill levels, or opt into the legendary Yellowstone Pack Trip—an immersive seven-day horseback and glamping experience that explores the park's pristine wilderness on horseback. From curated horsemanship clinics to family-friendly rides through the Gallatin forests, Lone Mountain Ranch blends classic western charm with modern comforts and curated hospitality.

1039 Bull Moose Rd, Gallatin Gateway

Cache Creek Outfitters brings an added level of privacy and exclusivity to the Big Sky riding scene. Their scenic trail rides take place on a secluded 640-acre ranch, just to the northeast of Big Sky, filled with rolling hills, forested slopes, and wide-open meadows—perfect for wildlife spotting and peaceful immersion.

In addition to private rides for couples or small groups, Cache Creek offers horseback fly-fishing excursions, cowboy cookouts, horseback-accessed photography outings, and customized overnight Yellowstone pack trips. Their emphasis is on authenticity, safety, and conservation—a perfect pairing for guests seeking a more intimate and personalized experience.

47200 Gallatin Road, Gallatin Gateway

For those seeking a quick escape into nature without sacrificing convenience, Canyon Adventures offers guided horseback tours just 15 minutes north of Big Sky. These rides range from one to two hours and traverse high ridgelines, timbered slopes, and crystal-clear streams, and the Gallatin National Forest foothills.

The small group sizes and relaxed pace make Canyon Adventures ideal for first-time riders and families, while the stunning variety of terrain keeps even seasoned equestrians engaged. It's also a great add-on to fly-fishing or rafting excursions in the area.

A historic Montana cattle ranch turned upscale guest destination, 320 Guest Ranch offers some of the region's most beloved trail rides. Options range from one-hour "quick fix" loops to scenic half-day climbs into the surrounding Gallatin Mountains. One of their signature offerings is the Trail Ride & Riverside BBQ. Available on summer evenings, these excursions blend outdoor adventure with fireside dining—including post-meal s'mores and music— under Montana's big sky.

Riders are likely to encounter deer, elk, and even the occasional moose. Guides balance western storytelling with local ecology knowledge, and private rides are available for groups seeking a more personalized experience.

While Big Sky offers a gateway into the Montana wilderness, the town of West Yellowstone—just over an hour south—provides direct access to Yellowstone National Park and a pair of expert outfitters offering park-specific day rides. If you're venturing further south during your stay, these make for a phenomenal add-on.

1279 Grayling Creek Road, West Yellowstone

Known for its family-friendly approach and scenic terrain, Parade Rest Guest Ranch offers guided morning, mid-day, and evening trail rides into the Gallatin Foothills surrounding the 175-acre ranch, with views stretching into Yellowstone. Riders can explore pine forests, bubbling creeks, and open meadows with a steady, well-trained horse beneath them.

For more rugged adventures, Yellowstone Mountain Guides offers half-day rides, full-day wilderness trail rides, and multi-day pack trips via saddle horse and pack mule, both within and beyond the park. Guests ride into areas far removed from vehicle-accessible roads, where geothermal features, wildlife sightings, and cinematic vistas await. If you're after something that feels truly untamed, this is your outfitter.

Big Sky's equestrian scene is as diverse and dynamic as the landscape itself. From breathtaking vistas to bucolic vales, witnessing Big Sky country on horseback is among the most enchanting experiences you'll ever have. With high-touch outfitters offering family-friendly meanders to multi-day wilderness journeys, these horseback riding adventures connect you to the land in a way that's unhurried and unmistakably Western.

If you're interested in discovering even more of what this Rocky Mountain gem has to offer, contact Mia Lennon today to begin your Big Sky real estate journey.