Discover the Diamond Trail Ride, a guided horseback adventure through the scenic Galena Territory. Enjoy stunning landscapes, commemorative gifts, and a champagne toast that make this ride unforgettable.
More ways to explore the area's outdoor wonders
Hang tight — photos are loading
This usually takes just a second.
Difficulty
moderate
Duration
2–3 hours
Fitness Level
Participants should be in good general health with the ability to sit comfortably in the saddle for a couple of hours.
Wildlife
History
Galena’s roots trace back to its 19th-century lead mining boom, with many original routes now repurposed for leisure and trail rides.
Conservation
The ride is conducted with strict adherence to protecting the local flora and minimizing trail erosion, reflecting the area’s commitment to sustainable tourism.
Shenandoah Riding Center
Discover the Diamond Trail Ride, a guided horseback adventure through the scenic Galena Territory. Enjoy stunning landscapes, commemorative gifts, and a champagne toast that make this ride unforgettable.
Shenandoah Riding Center, located in Galena, Illinois, is an equestrian facility offering trail rides, clinics, events, and short-term horse boarding. The center operates on well-maintained grounds in the Galena Territory and provides indoor and outdoor arenas, a renovated stall barn, individual tack lockers, and extensive trail access.
Guided trail rides include the Evening Experience Trail Ride that highlights rolling hills, scenic overlooks, and a concluding herd run. Seasonal family events such as the Memorial Day Pony Party and Horses & Hot Rods combine pony rides, games, concessions, and community-focused activities.
Educational opportunities include clinics and multi-day programs led by recognized clinicians. Examples are the 3-Day Beginner Cow Clinic with Matthew Jobe and horsemanship clinics by TJ Clibborn and Veronica Painter, covering liberty work, trick training, groundwork, and group trail exercises. Specialized events like Pony, Prosecco & Polaroids and the Harvest Trail Obstacle Course offer themed social and competitive experiences for adults and families.
Short-term horse boarding at Shenandoah Riding Center emphasizes comfort and convenience for horse owners, with heated viewing areas and access to arenas and forty miles of trails. The facility prioritizes horse welfare through structured amenities and supervised activities.
Visitors and riders can expect professional wranglers, structured programming, and clear safety practices. The center’s diverse calendar, range of services, and on-site amenities make it a reliable destination for riders of varying skill levels seeking recreational rides, instructional clinics, or family-friendly events. Seasonal scheduling and online booking options simplify planning, while staff maintain clear communication, guest support, and consistency.
Trails
40 miles
Extensive Galena Territory trail network
Scenic Rides
Evening Experience
Guided sunset rides and herd run finale
Events & Clinics
11 experiences
Family events, clinics, and shows
Boarding Amenities
Indoor & Outdoor
Arenas, heated viewing room, tack lockers
Book the Evening Experience Trail Ride, secure a clinic spot, or arrange short-term boarding at Shenandoah Riding Center today.
Book Early for Weekends
Weekend spots fill quickly—reserve your ride at least two weeks in advance to secure your preferred time.
Wear Sturdy Boots
Closed-toe riding boots or sturdy shoes enhance safety and comfort during the ride.
Bring a Water Bottle
Stay hydrated on the trail, especially during warmer months, by carrying water with you.
No Experience Needed
This ride is guided and suitable for beginners, so don’t worry if it’s your first time on horseback.
Riding Helmet
Protects your head and is often provided by the operator but you may prefer your own.
Layered Clothing
Comfortable layering helps adjust to variable temperatures typical in the Galena fall.
fall
Sunscreen
Protects skin during prolonged outdoor exposure on the trail.
summer
Gloves
Improves grip on reins and protects hands from blisters or cold.
spring