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.
To reach the horseback riding trailhead from Boston, follow SR3 southeast to Exit 5. Turn right heading west onto Long Pond Road for 4 miles to the signed state forest entrance on the right. Turn right in to the state forest and head towards the headquarters. At about 2 miles, there is a nice signed trailhead parking area.
Overall, Myles Standish State Forest is the 2nd most popular horse trail of all 23 horseback rides in Massachusetts.