The Best Horse trail riding in Kingston, Massachusetts

Welcome to Pingree Woodland Trail, a breathtaking park nestled in the scenic landscapes of Essex, Massachusetts. Located on Cutler Road, this enchanting natural haven offers a serene escape into the heart of New England’s pristine wilderness. Explore our stunning forested uplands and expansive freshwater wetlands, featuring trails that wind along ancient glacial eskers and wide cart paths, some of which connect to the renowned Harvard Forest and other nearby lands. Our extensive trail network, crisscrossing through mixed hardwoods and majestic pines, invites adventurers of all kinds. Whether you're hiking, trail running, or skiing, the wide paths—lined with horse jumps—provide an exhilarating experience. A segment of the trail is part of the Bay Circuit Trail, a remarkable 230-mile journey through Eastern Massachusetts.

Hidden Hollow Farm is a historic, agricultural, organic family farm located on the Pembroke, Duxbury line in Massachusetts. Offering Horseback Riding Lessons, Pony Birthday Parties, Summer Horsemanship Programs, and Trail Riding, Hidden Hollow Farm is the perfect place for horse lovers of all ages. Located just minutes off of Route 3, Hidden Hollow Farm is easily accessible to those in Duxbury, Pembroke, Kingston, Cohasset, Norwell, Hanover, Plymouth, Hingham, Weymouth, Scituate, Plympton, Abington, Whitman, Hull, Braintree, Quincy, and Boston. At Hidden Hollow Farm, we are dedicated to teaching riding from the ground up. We offer private, semi-private, and group lessons, starting with leading, grooming, saddling, and riding in balanced hunt seat and dressage disciplines. Our program also includes horse anatomy, parts of the saddle/bridle, horse care and feeding, and fun games on horseback.

Welcome to Pingree Woodland Nestled in the heart of Hamilton, Massachusetts, Pingree Woodland offers visitors a serene escape into nature's embrace. Located on Maple Street, this picturesque park is a treasure trove of natural beauty and historical significance. Spanning an expansive area of forested uplands and freshwater wetlands, Pingree Woodland invites you to explore its enchanting trails that weave through glacial eskers and ancient cart paths.