Cleaveland Farm State Forest
Cleaveland Farm State Forest is a small DCR parcel that is laced with trails. For some unknown reason it's not mentioned on the Department of Conservation and Recreation's website. But it should be. That's because Cleaveland Farm is located right between the western portion of the Willowdale State Forest and the Georgetown Rowley State Forest. In fact if you explore Cleveland's trails it's pretty hard not to drift into one or the other forests.
The trails at Cleaveland are for the most part smooth flowing singletracks. In the Southern corner of Cleaveland you'll enter the Perkins Conservation area. The trails heer are much more technically difficult.
Enter the trails from any of the many trailheads along Rowley Road and you won't be disappointed. It will take you quite a while to explore all of its trail connections. But it will be worth it.