Great Blue Hill Trail

MODERATE 58 reviews
#2 of 5 trails in

Great Blue Hill Trail is a 3.5 mile moderately trafficked loop trail located near Milton, MA that features a lake and is rated as moderate. The trail offers a number of activity options and is accessible from April until November.

3.5 miles 1031 feet Loop

kid friendly

birding

hiking

nature trips

trail running

walking

forest

lake

views

wild flowers

wildlife

hiking
22 days ago

Awesome hike! Views from the tower are awesome.

hiking
2 months ago

hiking
2 months ago

Great trail overall, a little bit rocky at some point

hiking
2 months ago

For its proximity to Boston you can disappear into the woods very quickly and easily. The trails are well marked and easy to follow. The views are great and our dog is wiped out.

2 months ago

can't wait to go back with the dog

hiking
3 months ago

hiking
3 months ago

A solid day hike that's moderately strenuous for adults and strenuous for kids. The trail is very dry and gritty (in late August). Small rocks (almost gravel) make some of the steeper portions a bit treacherous as they're prone to slide out from underfoot.

Eliot Tower is a great destination for lunch; there are several picnic tables available and it's a logical place to take an hour and let your feet rest before continuing down. Parking is ample off Hillside Street, but take note that the parking lots tend to fill up in the second half of the day (a lot of folks coming to the beach at the pond there). The view from the top floor of the tower is quite good; you can see the Boston city skyline and even some of the boats in the harbor. It's worth it to pack a small set of binoculars to get closer to the action.

The view from the rest of the trail is somewhat underwhelming if you've hiked other New England trails; remember that they're Blue Hills, not White Mountains, and set your expectations accordingly.

No bathrooms once you're on the trail, so make sure you use one of the restrooms at the parking lots.

hiking
4 months ago

A little steep and very rocky. Hiked up to the tower overlooking the Boston skyline and went further up to the weather tower. Then went back down the red dot trail. It was fun and challenging! Watch where you step though. Easy to role and ankle.

hiking
4 months ago

Fun climb with kids. A little dangerous when it is icey.

hiking
5 months ago

hiking
5 months ago

Very rocky and very steep but very fun and worth it.

hiking
5 months ago

Did this hike yesterday (although between the tower construction, and our forgetting to bring a guide book, we couldn't find the south skyline trail from the tower so we went both out and back by the North trail). Short, but still not an easy hike because of a few very steep sections. Excellent views of the hills during the hike, and of course great views of Boston from Eliot Tower. Well worth doing.

5 months ago

6 months ago

hiking
6 months ago

10 months ago

hiking
11 months ago

I hiked this in June from the main road. I had a hard time finding the small post to head up the Skyline South Trail. There's just one post and a steep incline. The path heads pretty much vertical for the first few minutes of the trail. The terrain starts out with low-level trees and leaves. Lots of loose dirt and dry (at least in June). Then the terrain quickly shifted to rocky with holders to climb over. The trail eased up, but there were quite a few rocks to climb rather than typical hiking. I was quite tired when I reached the top at Eliot Tower. I then took the Skyline North trail back town. I landed at the main trailhead where there is a restroom. The facility smelled but was otherwise clean! I did a quick tick check and then headed for the car. I think in total this loop I did was 5+ miles (South Skyline to Eliot Tower and back to North Skyline).

hiking
11 months ago

hiking
11 months ago

A nice place for a trail walk/ run near the city. A lot of different trails for a variety of needs /workouts.

hiking
1 year ago