Pathfinder | 80 pts
Middlesex Fells Reservation is located right off of Interstate 93, exit 33, just a stones throw from Boston. The main entrance is the best to use as it has the most parking and a trail map with other useful information about particular plant and insect life in the reservation. There are plenty of trails to make this more a great spot for frequent visits as well as several bike paths that include a wide array of biking abilities.
When we started out, we chose to go on the Reserve Trail (Orange), but shortly decided that we were looking for something a little harder and shortly switched to the Skyline Trail. One thing to note is that the Reserve Trail is about 5.5 miles around all three lakes, but the Skyline Trail, if you follow the entire thing, is about 7 miles and takes a detour, after going around the lakes, to the far southeast corner of the reservation that has a great look out over Boston (perfect for sunsets).
Read more on my NE hiking blog here: http://moderndaythoreau.com