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Magic Mountain Farms
- Trail
- Guide
- Lessons
“In the past year my daughter has gained more than knowledge of horses she has gained confidence in herself and great friends.”
Best Horseback Riding Lessons near Winchester, VA
1 of these schools is based in Winchester; the others serve Winchester from towns including Marshall (25 mi), The Plains (28 mi) and Berryville (7 mi).
1 open 24/7 · 16 open weekends · 23 rated 4.5+
Data verified October 18, 2026
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Cullenstone Farm
“Great horse care!”
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Canter Point Stables
- Price
“Optional: Bring shoes You don't mind getting dirty, a change of clothes, gardening gloves, and facemask/eye glasses are a plus when grooming your horse 🐎”
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Evergreen Farm LLC
“Pam is also very knowledgable so I feel very comfortable keeping Skye there as I know that if anything happened she will be very well taken care of if anything were to happen.”
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Devaux Farms
“They really make sure that you feel comfortable doing things on and off the horse.”
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Sandstone Farm
“The grounds are beautiful, the horses are great, and you get a lot of great opportunities there, specifically for showing.”
The 24 schools listed for Winchester, VA teach riding. Which disciplines a barn runs, whether it has an indoor arena and which ages it accepts come from what the barn publishes itself; star ratings and rider quotes are taken from public listings.
Area overview: Winchester, VA
The 24 schools on this page are rated from 4.4 to 5.0 across 446 reviews; 2 have 50 or more reviews and 23 are rated 4.5 or higher. The topics that come up most in reviews of the schools on this page are "atmosphere" and "patient". 1 is open around the clock; 15 are open on Saturdays and 11 on Sundays. 17 have ten or more years of experience, the longest 29 years. 4 are family- or locally-owned. We have a website on file for 23 of the schools on this page; 20 publish a contact page; 18 list a public email and 2 take bookings online. We count these figures across the schools on this page; distances are straight-line, and hours and prices change, so confirm the details with the school before you enroll.
Where are riding lesson times and rider levels published?
Out of the 24 schools here, 23 publish a site of their own. That page carries the lesson timetable, the rider levels and the age rules; whether a barn has an indoor arena is rarely in the listing itself, so read it before you call.
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Royal Horseshoe Farm Inc
“The only disappointment was that the website said there were two historical points of interest (I think it was an old encampment and then the hose George Washington lived in while surveying for Lord Fairfax) and we didn't see anything like that.”
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Marriott Ranch Trail Rides
- Trail Riding
- Scenery
- Owner
“It was great coming away from this trip with information on horses and how we can take the concept of approaching and interacting with a horse and apply it in our everyday lives, especially for people-focused businesses.”
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Dark Spring Stables
- Trail Ride
- Questions
- Farm
“She was recently visited by Loudoun County Economical Development Organization during Small Business Week and was given this 12/10 review which I will let speak for itself:”
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Tsaheylu Farm
- Learn
- Kids
- Lessons
“When we found Makendra, a little over a year ago, I knew I'd finally found not only an incredible instructor but also someone who really understands that my girls have different interests and comfort levels with the horses.”
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Jennifer Lee Jumpers
- Happy
- Lessons
“Update a few months later: I continue to recommend Jennifer, just today telling a fellow polo player “Her lessons are exhausting and hard and exhilarating and fun.”
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Beverly Equestrian
- Lesson
- Barn
- Training
“I am a current rider there and this place is amazing mach for me and my horse i would really recommend for any one who wants to learn how to ride or show”
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Forecast Farm School of Horsemanship
“Having taken a 15 year break from riding and then deciding to come back to it, I spent 6 months researching various barns in the Marshall/The Plains/Middleburg area and was most impressed with Forecast Farms and Denise Finch.”
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Horses With Hearts
- Organization
“I am a recovering addict and while I was in rehab we had weekly visits to the farm and did lots of therapudic things and learned things that really helped me.”
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Mountain View Polo
“We had never been horseback riding before, let alone polo, so she had her work cut out for her.”
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Dream Catcher Equine
- Children
- Barn
- Environment
“Love love love🙌 it's a beautiful barn with Lacy, the trainer, being amazing and super sweet.”
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Misty Hills Stable
- Barn
- Pictures
- Environment
“While leasing one of their horses, I have been able to enjoy the beautiful facilities, vast trails, and build friendships with wonderful horse people.”
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Vineyard Haven Farm
“Great place, great people”
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Homestead Farm Equestrian Center
- Kids
- Atmosphere
“FRANKIE CARPER is an excellent trainer/teacher with tons of experience in the showring himself, breeding, super knowledgeable about equine healthcare, proper technique for English, western, dressage, driving.”
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Windchase
“Beautiful farm,Well maintained, great place to board horses along with lessons, training, clinics, jumps, rings, indoor, riding trails, large pastures, automatic waters, so much more!”
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Allison Spivey Dressage
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Cool Breeze Equine LLC
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Kinsman Farm
- Training
“I have had nothing but encouraging feedback from her, practical advice on getting the best from my horse and instruction on how to be a successful pair in the ring.”
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Merry Chase Farm & Equestrian
- Training
- Knowledge
- Trails
“I liked this facility because of the equine knowledge of the Manager and because it had multiple training areas.”
Horseback Riding Services in Winchester, VA Cost Estimates
Minimum cost
$200
Maximum cost
$950
National Average
$285
Avg Per Hour Rates
$85
$250
$450
Fair price range is based on 519 cost profiles
Why these companies made our list
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