Footing is generally uncertain and the trail runners do not go here to nurse their injuries. Trails here feature more dirt and fewer rocks than Middlesex Fells, and Massachusetts has passed no law abridging your freedom to go jump in the pond after you're done running. Lincoln, which adjoins WP, is honeycombed with paths which double in the winter as XC ski trails. A two-hour run is no problem here. Not unlike Middlesex Fells, in fact, more so.
Trails are generally steep and rocky.
These state forests are about 45 minutes from MIT, in Ipswich. Definitely the best place to go if you want to share a trail with a horse. Trails are almost entirely dirt. Good footing abounds. 2 hour run easy.