By Fiona Good-Sirota and Lindsay Garbacik By Fiona Good-Sirota and Lindsay Garbacik | April 9, 2025
We’ve rounded up the best spots to go horseback riding near Chicago, whether you’re craving a verdant forest trail ride or hoping to brush up on your equestrian skills.
Explore the Cook County Forest Preserve like never before with one of Forest View Farms’ guided trail rides. Guests will be paired with a horse that suits their temperament, size and riding skill level. There are also guided pony rides around the farm for newcomers of all ages, and depending on the season, the horse farm and equestrian center also offers hay and sleigh rides. 16717 Lockwood Ave., Tinley Park
This Willow Springs equestrian facility offers guided trail rides on ponies and horses through the Cook County Forest Preserves. The stable also takes visitors on special family rides, ideal for horse lovers of all ages. Guests interested in honing their riding skills can take lessons in English, driving, or Western-style riding and beginner courses include training on horse care, feeding, grooming and saddling. 8290 S Kean Ave., Willow Springs
With Sarah’s Stables and Pony Rides, you can become acquainted with horses and ponies and bring them to your next event. The group offers guided trail ride time slots on weekends, and due to high demand, we recommend booking in advance. 8220 S Kean Ave., Willow Springs
Located on 6 acres of landscaped property, Double J Riding Club provides riding lessons and programs led by the club’s skilled owners and instructors. From courses for beginners and intermediate riders to Western, flat riding and jumping techniques for advanced riders, the ranch offers educational training sessions in groups, both privately and semi-privately. 10545 74th St., Countryside
Looking to learn everything there is to know about horses? Check out Danada’s extensive lineup of equestrian classes with topics ranging from horsemanship and riding skills to trail riding and proper grooming techniques. Most of the provided courses have multiple levels, so you’ll get to expand your skillset as you ride around the stunning property. 3S501 Naperville Road, Wheaton
Get familiar with horses through a series of guided lessons with trainers who are committed to providing specialized training suited to your needs. Country Meadow Farm also hosts day camps, youth groups and birthday parties with a heated indoor arena and a large outdoor arena, so equestrian enthusiasts can ride all year long. 12635 E. Bruce Road, Mokena
Since 2010, Millbrook Trail Rides has offered trail rides, equestrian training and customized horseback adventures to enthusiasts of all ages and riding levels. Located on a stunning 300-acre ranch, visitors can embark on scenic rides through Kendall County, Buffalo Ridge and Hollenback Ridge for the duration of their choice. 8078 Whitfield Road, Newark
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Photography by: Photography by Annika Treial, courtesy of Unsplash