Equine Experiences

Personalized care with room to grow, train, and explore.

Every horse is different, and we treat them that way. From tailored feeding programs to thoughtful daily routines, we provide a calm, attentive environment where horses can thrive and owners can feel confident in their care.

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Equine Experiences

One-Hundred

Acres of grazing pastures with open pastures and trails.

Nine

Spacious & comfortable stalls designed for your horse’s well-being.

One

Outdoor manicured arena available year-round for training and exercise.

Ten

Miles of horse and recreational trails between Rupert and West Pawlet, Vermont.

At Sterling Hollow Farm, horses are part of our passion.

Our 270-acre farm in Rupert, Vermont offers the ideal setting for peaceful riding, quality care, and building lasting connections. Whether you’re here for boarding, training, or trail access, our equine facilities are designed to support both horse and rider with peace, space, and joy.

Horse Arena

Train, ride, and enjoy open space in our accessible arena.

Our arena was designed with versatility in mind. It’s an ideal space for schooling, groundwork, casual riding, and small‑group instruction. Situated directly across from the barn with views of the surrounding hills, the arena offers a reliable riding space for most of the year. Access is available for current boarders and by private arrangement.

Arena Highlights

1.

Suitable for groundwork, easy riding and educational clinics

2.

Combination of jumps and obstacles

3.

Open design, private, peaceful setting

Trail Access & Riding Experience

Convenient access to scenic trails

Sterling Hollow Farm has access to the Delaware & Hudson Rail Trail, in addition ongoing development of scenic on‑property trails. Whether you’re looking for a short ride or a quiet afternoon exploring Vermont backwoods, the experience is immersive and soul‑soothing for horses and riders alike.

Trail Highlights

1.

Convenient access to the D&H Rail Trail

2.

Miles of peaceful farm and forest trails

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Riding experiences for all seasons

Educational Clinics & Farming Education

Hands‑on opportunities to learn about basic horsemanship and farming.

Throughout the year, we host seasonal clinics, and small‑group educational sessions. These programs are built around responsible horsemanship, confidence‑building, and the joy of learning alongside others in a supportive environment. All events are offered in a relaxed, down‑to‑earth style with an emphasis on connection.

Program Highlights

1.

Seasonal clinics and gatherings

2.

Guest instructors and topic-based learning

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Horsemanship/farming education for all experience levels

Our Approach

We’re present, hands‑on, and intentional in everything we do.

As full‑time residents of Sterling Hollow Farm, we’re here every day and take great pride in caring for the land and the animals. We believe in cultivating genuine relationships with those who ride and board here. That’s why we start every conversation in person—to ensure we’re the right fit for each other.