Ryder's Riverside Trails
Horseback rides through the mountains and rivers of Ossipee—guided, unhurried, and open to every skill level.
Appointments
Reserve your event
Choose a highlighted date to see event details and pricing. Questions? Call (603) 509-0005 or email ryderriversidetrails@gmail.com.
Dates and outdoor activities are weather-dependent and subject to change. Please confirm before traveling.
- Riverside Trail Rides — $100/hr (Approx. 1 hr tailored rides, 9:00 AM – 5:00 PM daily, closed Sept 14–17)
- Mountain Trail Rides — $125 (Scenic mountain climb & outlooks)
- Sunset Rides — $150 (5:00 PM – 7:00 PM golden hour, time varies by season)
- Basic Horsemanship 101 & 102 Lessons — $500 (Flexible scheduling to accommodate you)
- August 21 & 25 — Sip, Paint, and Ride ($150)
- September 4 — First Responder & Veteran Free Ride (Quarterly)
- September 21–26 — Mountain Survival Operations
- September 25 — Ride, Sip & Paint ($150 / $50)
- November 11 — Veterans Day Free Ride (All Veterans & First Responders)
- December 1 — Wagon & Sleigh Rides Available ($50 · Open Year-Round!)
- Quarterly Free Rides for Veterans & First Responders (March, June, Sept 4, Nov 11)
August 2026
Highlighted days have events. Select one to see pricing.
Event details
Select a highlighted date to see pricing and reserve.
Trail experiences
Ride the mountains and riverside
Come for the scenery, stay for the calm. Each guided ride is built for beginners and seasoned riders alike—with well-trained horses and an experienced guide.
Riverside Ride
$100 / hour
Follow the river's edge for peaceful water views and quiet wildlife moments. Tailored to you.
Mountain Ride
$125 / rider
A higher climb through mountain trails with cool air and rewarding panoramic views.
Sunset Ride
$150 / rider
Seasonal evening rides (5:00 PM – 7:00 PM) catching golden hour light over the trees and river.
Horsemanship 101 & 102
$500 package
Comprehensive riding & horsemanship lessons. Flexible schedule to fit your calendar.
What's included
- Guided trail ride through mountain and river landscapes
- A calm horse matched to your experience
- Safety briefing and basic riding instruction
- Helmet provided
- Photo opportunity during or after the ride
Ages 8+ · Under 250 lbs · Adults 18+ sign the waiver
Founded by a veteran. Inspired by freedom.
About the farm
Wendy Ryder's trails
I'm Wendy, a proud Army veteran with over 20 years of service. From truck driver to Civil Affairs NCO, Spectrum Manager, and Electronic Warfare Technician, my service took me to combat zones, Africa, and Europe—always mentoring soldiers along the way.
I'm a mother of three and grandmother of two. Horses have always been part of my life, and now I'm bringing that passion forward through Ryder's Riverside Trails—a place for healing, freedom, and connection through horses and the natural world.
In the early 2000s, my father ran a trail riding business on Ossipee Mountain Road. Years later, with my military career behind me, I returned to these mountains and rivers to carry on that legacy—this time with my own vision.
The farm
Moments on the trail
Meet the horses, wander the farm, and take home the kind of quiet only found between saddle and river.
Hover or hold to pause
Guest stories
Quiet trails. Steady horses. Real connection.
“I didn’t realize how much I needed this ride. The horse was gentle, the views were stunning, and Wendy made it feel like home. Can’t wait to come back!”
“Wendy’s experience and calm leadership made the ride so relaxing. Her horses are well cared for and the scenery is breathtaking.”