Best Massachusetts Horse Trails

Massachusetts has 22 horseback rides.

Located in the US, the horseback riding in Massachusetts offers over twenty awesome horseback riding trails. The best Massachusetts horseback riding based on popularity are considered to be Myles Standish State Forest, Wompatuck State Park, Willowdale State Forest, Harold Parker State Forest, and Pittsfield State Forest. For a detailed trail description and printable trailhead map, just select a Massachusetts horseback riding trail below.


Wompatuck State Park

Southeast of Boston and Hingham, the 3,500 acre Wompatuck State Park has miles of horseback riding trails. Also known as Wompy park, the rocky and rooty horse trails roll gently through maple and oak forests.  MORE INFO

Myles Standish State Forest

Southeast of Boston and southwest of Plymouth, the 14,600 acre Myles Standish State Forest is laced with hundreds of miles of trails, paths, fire breaks, paved roads and dirt roads. Some of the pathways in the forest actually predate the Pilgrims. There are 35 miles of dedicated equestrian trails. The routes roll gently through sandy pine forest.  MORE INFO

Harold Parker State Forest

Near North Andover, the 3,500 acre Harold Parker State Forest has miles of trails and 35 miles of logging roads open to horseback riding. The horse trails roll through maple and oak forest, low lying swampy areas, and rock outcropings. This forest can be quite moist and lush during the summer producing a bumper crop of mosquitos.  MORE INFO

Willowdale State Forest

West of Ipswich, the 2,400 acre Willowdale State Forest has 40 miles of trails open to horseback riding trails through forest. The main routes are blazed in red and blue - the combined red/blue route is a 7 mile loop. The horse trails wind through dense maple and oak forest.  MORE INFO

Douglas State Forest

South of Worcester on the tri-state border, the 4,600 acre Douglas State Forest has 30+ miles of trails and jeep roads. The forest is on a plateau with no major hills and a total elevation variation of around 300 feet. Many of the trails are very rocky and luckily, they connect with several double-tracks and gravel forest roads.  MORE INFO

Erving State Forest

East of Greenfield near Erving, the 4,500 acre Erving State Forest has miles of equestrian trails shared by hikers and mountain bikers. The forest is on the dividing line between Northern and Southern New England forests cultures thus producing high foliage diversity.  MORE INFO

West Barnstable Conservation Area

West of Barnstable and northwest of Hyannis on Cape Cod, the Trail Of Tears is a 16 mile horseback riding trail network through the woodlands of the 1,100 acre West Barnstable Conservation Area. The forest is a mixture of pine and oak, along with small amounts of fir and other tree species.  MORE INFO