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Push your skills on a two-hour, small-group ride across 300 private acres of ridges, limestone knobs, and creek-bottom trail in Dubois, Indiana. This package is geared to experienced riders looking for sustained trots, canters, and technical terrain.
Push your skills on a two-hour, small-group ride across 300 private acres of ridges, limestone knobs, and creek-bottom trail in Dubois, Indiana. This package is geared to experienced riders looking for sustained trots, canters, and technical terrain.
Book with Wickham Ranch Trail Riding, Inc
Verified experiences and guided adventures in the surrounding area.
Operated by Wickham Ranch Trail Riding, Inc · Dubois, IN
On the rim of Dubois County’s farmland, Rolling Hills offers a two-hour ride that puts seasoned trail riders on 300 acres of real terrain. Located at 5814 N 735E, Dubois, IN 47527-9670, this is not a lesson—it's a workout for you and your mount. The property pushes through open grazing ridgelines, oak–hickory woodlots, shallow limestone outcrops and narrow creek-bottom trails that demand steady hands and confident seat. Expect sustained canters on grassy knolls, technical descents between fence lines, and a few water crossings that test a horse’s surefootedness.
Guides run small groups—maximum four riders—so the pace stays challenging and the experience feels bespoke. Riders must have at least ten hours of prior trail time and be twelve years or older, which keeps the ride moving and safe. If you need last-minute questions, you can call Shellie at 930-333-7651. Note: all bookings use Eastern Time.
The route reveals local geology: the underfoot changes from fertile loam to thin, cherty limestone that shapes the subtle knobs and hollows that make this landscape interesting. Wildlife sightings are common—white-tailed deer slip through the edge habitat and red-tailed hawks patrol the ridges—so bring a steady hand for unexpected stops. Because the ranch is private, access here feels more remote than a public park ride, and you’ll cover terrain most visitors never see.
Logistics are straightforward: two hours in the saddle means a solid cardiovascular stint—expect to trot and canter more than idle. Helmets and proper boots are recommended; bring layered clothing, water, and closed-toe shoes. The outfit enforces a 24-hour cancellation policy with rescheduling possible, so plan accordingly.
For riders visiting southern Indiana from farther afield, a stay in nearby Jasper or Ferdinand leaves you well placed to combine this ride with river kayaking, limestone cave visits, or local dining. Rolling Hills stands out because it’s private acreage run for riders who want a demanding, honest trail rather than a slow scenic loop. The combination of varied hills, rock ledges, creek crossings and tight single-track makes it a top choice for experienced riders exploring Indiana’s lesser-seen backcountry.
Bookings are limited to four riders per departure, keeping trails uncluttered and allowing guides to tailor pace and lines to rider ability. Minimum age is 12 and participants should carry proof of riding experience (10+ hours recommended). Check-in at Dubois (Rolling Hills) Location — 5814 N 735E Dubois, IN 47527-9670. The operator enforces a 24-hour no-refund window but will allow rescheduling; call Shellie at 930-333-7651 for details.
Minimum age is 12 for this package.
Yes—riders should have at least 10 hours of prior trail riding experience to qualify.
Check-in is at Dubois (Rolling Hills) Location - 5814 N 735E Dubois, IN 47527-9670.
Groups are limited to a maximum of four riders per departure.
No refund if cancelled within 24 hours, but you can reschedule; contact the operator for options.
You can call Shellie at 930-333-7651 for booking or trail condition questions.
Wickham Ranch Trail Riding, Inc is a family-operated equestrian center located in Velpen, Indiana. The ranch provides guided trail rides, riding lessons, arena rentals, and scout programs across private ranchland and partnered Rolling Hills acreage. Experienced local instructor Shellie leads lessons, evaluations, and guided rides designed for beginners, families, and experienced riders. Programs include short evaluations and 30-minute riding lessons to introduce fundamentals, multi-hour guided trail rides across 83 acres of private Wickham trails, and extended Rolling Hills packages that traverse roughly 300 acres of scenic hills in Dubois County. The business also offers age-specific lessons for children, Boy Scouts and Girl Scouts horse riding and care programs, and BYO (bring your own) horse opportunities with scheduled arena time. Safety measures, personalized instruction, and small group or private sessions emphasize rider confidence and horse welfare. Riders receive pre-ride briefings, properly fitted tack, and attentive guidance suited to skill level. Reservations and scheduling details are managed by phone, and event times are listed in Eastern Time; guests traveling from Central Time are advised to confirm local start times. Wickham Ranch Trail Riding, Inc maintains a strong reputation in the local community through consistent operations, clear communication, and experienced instruction. The ranch’s variety of experiences, family-friendly options, and partnerships with Rolling Hills make it a reliable choice for equestrian outings, youth programs, and scenic trail riding near Velpen, Indiana. Contact is by phone at the number listed for bookings and questions; times and availability vary seasonally. Customers should call to confirm details.
Book with Wickham Ranch Trail Riding, Inc