Boston Skyline & Fall Wildlife at Chickatawbut Hill

Saturday, October 3, 2026 · 10:00 AM

Norman Smith Environmental Education Center — Chickatawbut Rd., Milton, MA

This 3-mile fall hike offers something families rarely get: access to a spectacular hilltop with views of the Boston skyline, led by naturalists who know every inch of the terrain. While not normally open to the public, we'll gain access to the Norman Smith Environmental Education Center observation tower atop Chickatawbut Hill for fantastic views and potential wildlife sightings. Plus, we'll explore fall at Blue Hills Reservation through log flipping, wildlife watching, and seasonal observations. Expect up to 3 miles of walking on trails that can be steep and rocky at times. Meet at the Norman Smith Environmental Education Center, off Chickatawbut Road in Milton, MA. Park in the spots on the left. Water bottle filling stations and bathrooms are available. Please wear sturdy shoes; broken-in sneakers or hiking boots recommended. Bring trekking poles if desired. Trails can be steep and rocky. Bring binoculars if you have them. Dress warmly—the hilltop is cooler and often windy. The hike covers up to 3 miles. All children must be accompanied by an adult for the entire duration of the program. These trails are more difficult and rockier than some other areas of the Blue Hills. We…