The Rhythm of the Land
My Leatherwood experience began on a beautiful Friday afternoon with my first trail ride since childhood. I was paired with Bess, a 30-year-old mare with a legendary reputation for patience—a trait I needed for my own nerves. Leading the way was Grace Wilcox, Leatherwood’s lead trail guide and barn manager, riding Miguel. While Wilcox kept a calm, grounded presence, Bess had her own ideas about the hierarchy. Despite her status as the calm choice for beginners, she had just a bit of a stubborn streak when it came to leadership. She didn’t just want to walk the trail; she wanted to dictate it, constantly edging toward Miguel to make it clear she was the veteran of the line. “A lot of people think horses are scary because they’re so big,” Wilcox says with a reassuring smile. “But they’re like big dogs. They sense your energy before you even get in the saddle.”
As the trail climbed into the trees, Wilcox offered steady direction—leaning forward on the climbs, easing back on the descents—small adjustments that helped Bess move naturally.
Wilcox shared a bit of wisdom from horseman Buck Brannaman: “If you spend time with them and work with them, they reflect your character and help you build yours.” The truth of that hit home when a small snake crossed our path, sending a few rocks tumbling down the ridge. Bess didn’t break her stride. She stayed calm, and in turn, so did I.
Beyond the Stables
For those who prefer their own two feet to four hooves, the property offers 75 miles of hiking and equestrian trails. This landscape is a true refuge; hunting is strictly prohibited, preserving wildlife and the land’s natural peace. I set out on a 3-mile loop soon after sunrise on my second morning, following a route that wound through Rhodo Gap, Tricky Creek, Daniel Pass, and along portions of the Daniel Boone Trail before looping back toward Jingle.
It begins near the 1892 Keyes Cabin—a simple structure that immediately shifts your sense of time—before climbing steadily into forested terrain where the trail quickly narrows and the world beyond the trees disappears. When the mountain air warms up, the creek becomes the heart of the resort for swimming and tubing. For a swifter pace, there are recently renovated tennis and pickleball courts, while the peaceful ponds provide space for catch-and-release fishing.
A Place to Gather
The feeling of community gathers at Saddlebrook Restaurant, where the history of the mountain is literally built into the furniture. Whitson’s father hand-built the bar using reclaimed wood from the property—a detail that grounds the space in the Whitson family’s hands-on legacy. It’s a place where locals, riders, and travelers mingle over hearty meals. It’s the kind of place Whitson describes as being for people who want more than just a ride—they want a place to belong.
Driving back toward Raleigh, the return feels slightly different than the drive in. Not because the distance changed, but because the rhythm did. Leatherwood isn’t defined by its trails or its fishing. It’s defined by the people who have protected its pace. It acts as a sanctuary, guarded with intention.