Riding Program

Where learning moves out of the classroom and into the barn

An integral part of the Oldfields experience since 1867, the Oldfields Riding Program is dedicated to inspiring our riders to pursue a path of continued growth. Our goals are to develop and enhance a yearning for knowledge, to value the character of the horse and the integrity of the sport, to honor the path of the individual, and to savor the process of learning and the lessons discovered from our relationships with horses.

Why Oldfields?

  • Daily opportunities to ride all three trimesters
  • Open to beginner through advanced level riders
  • Learn from certified trainers and expert guest clinicians
  • Participate in hunter/jumper, eventing, dressage, and foxhunting
  • Compete on our Interscholastic Equestrian Association (IEA) teams

“Every chance I get, I go to the barn. The bonds you create with the other riders, the faculty, and the horses is astounding. Oldfields has taught me how to come out of my shell, be a leader, and live life, and I am so grateful for that. This is my home.”

Libby, Student

“The Riding Program is extraordinary with so many choices of disciplines combined with the opportunity to learn from elite guest instructors. Best of all, my daughter was encouraged to grow as a rider at her own pace and participate in ways that were comfortable for her. The knowledge, confidence, and joy she gained from this experience was invaluable!”

Katherine Burdsall Heller, Parent, World Cup Finals Winner

“Oldfields Riding Program is unlike any other. Students can focus on a specific discipline while exploring other aspects of the equestrian world. The team of riding instructors is unmatched and focused on each girl’s growth. Our daughter finds tremendous joy in this exceptional program.”

Edward Gibbon, Parent

Equestrian Facilities

State-of-the-art Indoor Arena

Perched on top of Riding Hill, our indoor arena with its Eurofelt Prime Footing is loved by riders and horses. When not in use by our own riders for shows, clinics, and practices, we are delighted to rent it to the wider equestrian community.

Welcoming courtyard-style Barn

With 25 stables, a newly built tack room, meeting space, and a spectacular view, the barn is a second home for many of our riders–their absolute favorite place to be.

Lower Riding Ring

Our lower ring, the Lana DuPont ’57 Riding Arena with GGT footing is a multi-use arena which can  accommodate a regulation dressage arena, jumper and hunter courses, clinics, competitions, and lessons. A second outdoor ring is located near the indoor arena.

Modified Cross Country Course and Trails

In addition to the facilities on our 130 acre campus, our ideal location nestled in Maryland’s horse country provides our riders a wide variety of options including access to miles of trails and opportunities to fox hunt in the neighboring countryside.

Meet a Few of our 25 School Horses


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Meet Our Riding Faculty

Morgan Guiliano

Morgan Guiliano

Stable Intern
Amy Phillips

Amy Phillips

Director of Riding

Irene Reed

Riding Instructor