Getting to know Rocking Horse 

Kaitlyn Flannery 

Trainer / Instructor


Kaitlyn grew up at the family farm riding under the direction of her Aunt Lillian. Under Lillian’s instruction, Kaitlyn competed throughout New England as well as on the National and World’s Championship levels in multiple divisions. She pursued her dream of becoming a Trainer by attending the foremost institution, William Woods University in Fulton, MO, where she obtained a degree in Equine Science. While a student at William Woods, Kaitlyn also had the opportunity to be an intern for some of the most renowned and experienced trainers in the business, working with Mike Roberts, Brian Chappell, Ricky Cook, and Don Harris in Kentucky and Missouri.

After graduating in 2010, Kaitlyn returned to Rocking Horse Farm in order to become the Assistant Trainer and Instructor, working along-side Lillian to continue development and enhancement of the show-string and diverse lesson program. Lillian has since retired, and Kaitlyn continued to run the business. She grew the lesson program and enjoys bringing so many new families into the show horse world. 


Specializing in American Saddlebreds, Morgans, and Hackneys - Rocking Horse continues to compete at many levels throughout New England. Supporting all of the local horse shows is fun for the riders of all ages and their families. However, when you are ready to take it a step further RHF is ready to take you there!