Overview Great Blue Hill Trail is a 2.3 mile loop trail located near Milton, Massachusetts and is rated as moderate. The trail is primarily used for hiking and is accessible from April until November. Reviews Photos Tracks Nora and Peter R. (2056) about 1 month ago N/A: 86 Completed 27 Reviews Nice moderate trail, but so crowded. We go there only if we have no time to drive to New Hampshire. The views are very average for New England; cannot even be remotely compared with Maine, Vermont and New Hampshire trails. Austin Brown (228) 3 months ago N/A: 5 Completed 3 Reviews Not a single complaint about this place. The hikes a little challenging but nothing you can't handle and the views are great. There was a TON of people when I went but hey can't change that. Derek LaFlamme (68) 4 months ago N/A: 2 Completed 2 Reviews Great views. If you manage to go off the main path (and away from most of the other people) you'll likely see many species of birds. There are a good amount of ponds and streams here, and many more miles of paths than listed. Jake Parilla (62) 5 months ago N/A: 2 Completed 1 Reviews The blue hills trail is a great way to start hiking with some difficult climbing or other trails. The view from the summit is amazing and trails are always well kept up Nancy Miceli (207) 5 months ago N/A: 4 Completed 3 Reviews First "moderate/strenuous" hike. Lots of people, so moving was fairly slow, which allowed us to catch our breath. We hiked 2 days after major rain and the main rock climb had some cascading water, but most was dry enough not to slip. Nice rock scrambling. Made it to the top without too much difficulty, climbed the tower and took in the Boston skyline & harbor views. Walked over to the weather center and took the $6 tour to the top of the weather station. Even better view!!! Took the road back down half way, then took a path that brought us down through the woods and behind the trailside museum, then walked behind the animal pens to the parking area. Eric Bryant (59) 6 months ago N/A: 1 Completed 1 Reviews First Hike ever and I loved it and plan on going again and do one of the biggier trails. Love the views and enjoyed the terrains. The shady trees and the wild life you can spot snakes and toads. Mike DeAmorim (58) 7 months ago N/A: 1 Completed 1 Reviews Blue Hills is an excellent hike. Test yourself and stick to the (blue) skyline trail. John Eppley (128) 7 months ago N/A: 3 Completed 3 Reviews It's takes a little work, but the view is worth it. There is an observation tower at the top of the trail, and if you go a little farther, you can tour the weather station for an even better view. It's usually busy, but not so much that you can't enjoy the outdoors. There are quite a few leashed dogs, too. Jimmy Wilson (622) 7 months ago N/A: 13 Completed 2 Reviews This is a great little trail really close to Boston. Perfect for a quick jump into the woods when the opportunity comes up. I went today with a friend and my dog and despite being my dog's first trail with real elevation gains, she handled it well. I didn't get to see the view from the stone tower, but the area at the base is perfect for a snack or lunch and the trails are well maintained and clean. I'll definitely be returning soon. Genevieve Jarek (939) 7 months ago N/A: 10 Completed 10 Reviews Beautiful views! It's amazing that this trail is do close to Boston. Some of the ascents are challenging and fun; but I found done of the descents a little tricky. I was surprised to see so many young children on the trail! All in all it was a great way to spend an afternoon!