HEAD TRAINER Jessica Fay is a USDF Bronze, Silver, and Gold medalist whose passion focuses on the correct, systematic training of both horse and rider.  She is a native of Maine, where her love for developing young sport horses began on her family’s small Warmblood breeding operation.


In 2006 she accepted a working student position at Hilltop Farm Inc. in Colora, MD, where she furthered her knowledge in the starting of young horses.  She left that position to pursue both her Bachelor’s and Master’s degree in Kinesiology from the University of Massachusetts. While there, Jess furthered her Dressage education under the guidance of Grand Prix rider / competitor Sharon McCusker.  Jess returned to Hilltop Farm in 2014 as their assistant trainer under training director Michael Bragdell.  Over the next six years she successfully started and campaigned several horses at Regional and National championships through the Grand Prix Level.  Jessica’s training style employs a  broad range of methods ranging from groundwork, long lining, cavaletti, and cross training to ensure each of her athletes are happy and well rounded in their work.

Jessica’s recent achievements in sport include:


• USDF Region 1 Finals Prix St. George, 8th Place ~Quinzy HTF

• USDF Region 1 Finals Intermediate II, 3rd Place ~ Feuerbach

• USDF All-Breeds (ISR/Oldenburg) Third level Freestyle, Reserve Champion ~ Cover Girl

• USDF All- Breeds (Westfalen NA) Intermediate II, Reserve Champion ~ Feuerbach



• USDF Region 8 Finals Fourth Level, 4th Place ~Quinzy HTF

• USDF Region 8th Finals Grand Prix, 9th Place ~ Witness Hilltop

• USDF All-Breeds (ISR/Oldenburg) Third level Freestyle, Reserve Champion ~ Cover Girl

• USDF AHS Competition Mare Award ~ Quinzy HTF


• USDF Gold Medal Recipient

• USDF East Coast Finals Materiale Championship, 3rd Place ~ Santana Hilltop

• USDF Horse of the Year Materiale Three-Year-Old Colts/Geldings, 4th Place ~ Santana Hilltop

• USDF All-Breeds (AHS) Third Level, 15th place ~ Quinzy HTF

• USDF Horse of the Year Materiale FEI Six-Year Olds, 7th Place ~ Quinzy HTF

Jess has a few limited training spots available due to already popular demand. If interested please contact her at:



She also has a range of trailer-in spots available. Single lesson or multi-day options are available as trailer-in stalls can be provided.