Riding Dreams Begin Here: Welcome to Windy Willow Equestrian

Where Riding Dreams Take Flight: Step into the World of Windy Willow Equestrian! Embark on an Equine Adventure and Book Your Intro Lesson Today.

About Windy Willow Equestrian

Windy Willow Equestrian is located in the beautiful foothills of Clarke County, Virginia, in the village of Millwood. The owners, Timothy & Anya Stiller have roots in the region, hailing from nearby Loudoun County. Windy Willow Equestrian was established years ago to give riders of all ages strong equestrian backgrounds both in the saddle and in horsemanship. Our leveled curriculum combined with our top-notch instruction prepares riders for whatever discipline they choose to pursue.

Over the years, the Stiller’s have bred and raised their own German Warmbloods and developed them into the next generation of riding horses for their program. It is our goal for each horse in our program to be a well-rounded equine. Our horses enjoy an education that encompasses arena riding, trail riding, showing, and even fox hunting.

Our speciality is developing emerging riders with patience and kindness in a setting that fosters community and strong horsemanship.

Our Program

At Windy Willow Equestrian, we offer a range of carefully crafted
programs to cater to every rider's unique journey.

Go for Silver

Designed for students of all ages with emerging to proficient riding & horsemanship skills. Proficient students must arrive 30 minutes prior to lesson time to groom/tack their horses and take care of post-ride grooming.

$325/month

Included in Go for Silver:

Weekly 30-minute private lessons or 60-minute group lessons
ACCESS TO weekly unmounted lessons
ACCESS TO our monthly barn social
ACCESS TO our leveled curriculum (Mounted/Unmounted)
ACCESS TO Award Certificates & Ribbons upon graduation from each level

ADD ON- For an addition $100 per month, students are guaranteed to ride the same lesson horse during their lessons.

Go for Gold

Designed for students of all ages with emerging/proficient riding and horsemanship skills. Perfect for students who are showing. Students must arrive 30 minutes prior to lesson time to groom/tack their horses and take care of post-ride grooming.

$650/month

Includes in Go for Gold:

Two 30-minute private lessons or 60-minute group lessons per week
ACCESS TO weekly unmounted lessons
ACCESS TO our monthly barn social
ACCESS TO our leveled curriculum (Mounted/Unmounted)
ACCESS TO Award Certificates & Ribbons upon graduation from each level
ACCESS TO monthly 30-minute instructor meeting to discuss goals/progress

ADD ON- For an addition $200 per month, students are guaranteed to ride the same lesson horse during their lessons.

Go for Platinum

This is my sport.

$950/month

Includes in Platinum:

Three 30-minute private lessons or 60-minute group lessons per week
ACCESS TO weekly unmounted lessons
ACCESS TO our monthly barn social
ACCESS TO our leveled curriculum (Mounted/Unmounted)
ACCESS TO Award Certificates & Ribbons upon graduation from each level
ACCESS TO monthly 30-minute instructor meeting to discuss goals/progress OVER DINNER!!!
ACCESS TO camp discounts & ride in parades/events
ACCESS TO quarterly private clinic

ADD ON- For an addition $300 per month, students are guaranteed to ride the same lesson horse during their lessons.

Our Gallery

Dive into the joyful world of Windy Willow Equestrian through our vibrant photo gallery!

Get in Touch to Start Your Horsemanship Adventure!

Ready to saddle up for your equestrian journey? Reach out to us today to start your horse riding adventure! Whether you have questions or are eager to book your first lesson, we're here to help. Contact us and let's ride towards your horsemanship goals!" 🐴📞🌟🏇