South of Boston near Milton, the Blue Hills Reservation includes 7000 acres of varied terrain. It ranges from woodlands to marsh to rocky hills. There is an extensive, well-marked and maintained trail system totaling 125 miles with miles of fire road, trail. There are great views of Boston and the south shore from several hill tops.
The BHR is 8 miles south of Boston. To reach the hiking trailhead from Boston, follow US93 south to Exit 3 (Houghtons Pond). Turn right at stop sign onto Hillside Street. Houghtons Pond is located approximately 1/4 miles on the right; Continue 1/4 miles to the reservation headquarters on the left.
Or, from US93 south use Exit 2B. Proceed north on SR138 for 1/4 mile to light with Mobil station on your left. Take a right at light onto Hillside St. Travel 1 1/4 miles on Hillside St. to Houghton Pond parking area on your right. There is plenty of parking in this lot
Overall, Blue Hills Reservation is the 31st most popular hiking trail of all 36 hikes in Massachusetts.