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Horseback Riding Lessons In the Redwoods

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Take professional horseback riding lessons in the incredible redwoods and native oaks of the Santa Cruz Mountains in Woodside, California. With all-weather riding trails, Chaparral at Woodside offers year-round horseback rides and lessons to everyone from beginner to advanced levels. Come spend the day riding our beautiful quarter horses through the forests, creeks, and natural wildlife of this majestic setting.

Monterey Bay Beach Ride


Learn the basics of mounting and steering a horse as you travel from our stables through the beautiful landscape on our guided scenic trails. You can ride past the historic Folgers Stables and Mansion and through sunny Ed Levin Park in Milpitas, from 10:00 a.m. to 4:00 p.m. daily. We welcome riders from ages eight and up, and every skill level will feel comfortable on our well-trained and safe horses. We encourage all riders to reserve their trail rides in advance. Rates are as follows:

• 30 Minutes—$45
• 60 Minutes—$70
• 90 Minutes—$100
• Longer Rides—Available Upon Request for Intermediate To Advanced Riders


At Chaparral at Woodside, we believe in "functional riding." When you take a horseback riding lesson from us, you are actually on your horse most of the time. You get to spend time developing a physical and sensory responsiveness that allows you to put the theory that we discuss into practice. Lessons are 30 minutes for children ages six to eight and one hour for students eight and up.

Learn At Your Own Pace

Our goal is to allow you to progress at your own pace while we make the learning experience safe, enjoyable, and fun. We evaluate you at the very first session so that we can assess your abilities and identify the goals you have. You will be matched with one of our seasoned lesson horses. Advance purchase is required for all lessons.

Pony Rides

Your child will love being able to sit atop one of our seasoned, safe horses as they ride in our arena with our expert trainers. There's no better feeling than watching the face of your child light up as they get to experience the adventure of a lifetime. Pony rides for youngsters are always held in the arena and never held out on the trails.

Pony Ride