If you’ve never been on a trail ride, then you’ve got to try one of Berkshire Horseback Adventures’ guided equestrian tours! You can take a trail ride along the trail of the Ledges and enjoy a beautiful view of the Berkshire Hills. For more information, see our equestrian tours page. We also have information on our Bellwether Stables.
Trail of the Ledges
Located near Pleasant Valley, Berkshire Horseback Adventures offers trail rides through more than 1,200 acres of wooded terrain. A three-mile loop offers stunning views of woodlands, meadows, and wetlands. The scenic trail also passes the 200-year-old settlement of Leffingwell, the first non-Native American settlement in Berkshire County. The town was abandoned in the late 19th century, when farmers began migrating to the Midwest.
The trails range from wooded singletrack to sandy doubletrack. Several of the trails include short hills and stretches of trail with roots. There is minimal signage. The area is largely rural and features rolling terrain and few signs of development. Although not well-marked, the trails take riders through a forest and explore three ponds. There are no steep climbs or descents.
Guided equestrian tours
Located near a Lenox bed and breakfast, Berkshire Horseback Adventures offers a wide variety of guided equestrian tours, including half-day and overnight trail rides. Riders can choose from a variety of experiences and enjoy the scenic trails throughout Kennedy Park. A guided equestrian tour of the area can be arranged for private parties or small groups.
Trail rides with Berkshire Horseback Adventure will transport you into the picturesque countryside of the Berkshires. From the trails of Kennedy Park to the slopes of Lenox Mountain, you can experience the sights and sounds of the Berkshires on horseback. Depending on your interests, you can take an hourlong ride, an afternoon ride, or even a weekend overnight excursion. There are several levels of ride options available, from private to small group. Choose from a variety of trails that will be sure to delight your senses.
Berkshire Horseback Adventures offers guided trail rides or pony rides, all in beautiful surroundings. From mid-May to October, you can enjoy trail rides through the beautiful Berkshires with this company. You can book your trip ahead of time to enjoy the beautiful scenery. Trail rides with Berkshire Horseback Adventures are a wonderful way to experience the beauty of the area and relieve stress. Trail rides are available privately and in small groups for any skill level.
If you are looking for a horseback riding experience in the Berkshires, consider Bellwether Stables. Owner Deb Sullivan has been riding for years and also worked for several local stables in Connecticut. In 2014, she decided to set up her own stable, emphasizing the connection between horse and rider, along with a classical foundation. Her mission is to provide the best possible riding experience for every guest.
If you’re looking for a fun way to spend a day on the horse, you’ll love the Berkshires, where equestrian activities are rare but plentiful. Riding in the hemlock forests or taking a barebacking lesson are some of the best ways to get to know the region’s famous Morgan Horses. At Bellwether Stables, you’ll find lessons for both beginners and more experienced riders. They also offer boarding for horse lovers and occasionally sell horses.