Hike The Skyline Trail at Blue Hills

Massachusetts Skyline Trail Trailhead

Added by The Outbound Collective

This is an excellent hiking destination for those looking for a weekend day trip from Boston. There is an option for a longer hike with some good elevation gain - a great workout!

Beginning at the trailhead on the map, you can explore some amazing places just by sticking to the Skyline Trail and hiking around a mile or two. It's a relatively easy going trail, great for families and you can bring you dog along for the hike.

If you want to go on a longer, tougher day hike, take the Skyline trail about 6 miles to Elliot Tower where you'll have an unbelievable view of the surrounding area. That makes for a round trip of 12.75 miles and an elevation gain of 2,543 ft.

Photo: Bob P.B.

Pack List

  • Hiking shoes
  • Water
  • Snacks
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Skill Level:



Year Round

Trail Type:



2 Miles



Dog Friendly
Family Friendly

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How to Get There

3 months ago

Perfect in the fall

This is a beautiful spot to catch some foliage and go on a short hike in the fall months.

3 months ago

Great escape from the city!

I used to hike this trail with a full pack when I was training for backpacking trips. It is incredibly close to the city and an easy way to get out into nature. The views aren't spectacular, but it is definitely worth it! I went dozens of times.

4 months ago

10 months ago


Short, easy hike, usually relatively crowded.

10 months ago

Added by The Outbound Collective

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