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
Read More

Please respect the places you find on The Outbound.

Always practice Leave No Trace ethics on your adventures. Be aware of local regulations and don't damage these amazing places for the sake of a photograph. Learn More




Skill Level:



Year Round

Trail Type:



2 Miles



Dog Friendly
Family Friendly

Are we missing something?

Suggest an edit

How to Get There

6 months ago


Short, easy hike, usually relatively crowded.

6 months ago

Added by The Outbound Collective

Your Home For Adventure.

More Adventures Nearby

Walk the Arnold Arboretum Trail

Massachusetts / Arnold Arboretum Trail

Park in the lot off of Arborway (see map) to access the trail. Trail can be accessed from March to October, is dog-friendly, and is great for kids.

Hike the Pratt's Brook Conservation Area Loop

Massachusetts / Pratt's Brook Conservation Area Trailhead

Park on the shoulder of Parker street to access the trailhead. You can punch in the coordinates to a GPS if you need help finding it: 42.4545482, -71.4358192.

Hike along the Nashua River and the Oxbow National Wildlife Refuge

Massachusetts / Nashua River and the Oxbow National Wildlife Refuge Parking

Park in the lot on Tank Road to access the Nashua River trail. Keep your eyes peeled for turtles, chipmunks, birds, and other wildlife! This trail is open from April to October.  Photos: U.S.