Explore the most popular hiking trails in Blue Hills Reservation with hand-curated trail maps and driving directions as well as detailed reviews and photos from hikers, campers and nature lovers like you.

Not mind blowing or remote, but honestly, this is so great considering you're still in metropolitan greater Boston. There is some great elevation change and wonderful views. And 6 miles is 6 miles.

First trail I hiked in the blue hills, good view from the observation tower!

Beautiful views, great workout over up and down rocky trail. Not for a beginner. The right shoes (hiking boots) make all the difference.

This is an awesome not so trafficked trail, making you feel like you’re hiking in a remote area until you reach one of the small summits and see the city skyline reminding you’re not far from Boston at all.

Good quick hike, couple hours. The weather tower was the highlight.

hiking
23 days ago

The loop alone is about 5 miles of hiking. Very nice views.

Love this trail. Amazing views, and a great hike if you decide to do the whole trail.

hiking
23 days ago

I took my dog and it was a great hike! Perfect weather. A lot of people and there were a good amount of friendly dogs! One of my favorites in Mass!

Really nice loop early in the day. Half is pretty flat and woodsy, the other half has hills and rocks. The flat part was also nice because there was lighter traffic.

A very rocky trail that will get your heart pumping. The trail is very well marked. I felt that if I was ever in doubt of the path direction I could be confident that if there was a choice between a smooth path or a rocky path the correct choice would always be the rocky path. The views at the top of the hills are not spectacular enough to put up with dealing with the constant rockiness.

Good workout in a relatively short amount of time. Trail is well maintained and there are some nice views at the top. Tends to be very crowded.

Quick and easy...great views!

hiking
30 days ago

This trail should be rated hard. It is very very rocky and has many steep grades both up-and-down. It is beautiful but can be challenging. It felt more like I was rock climbing then hiking on many parts of the trail. It is much harder then another trail I took that is rated hard. I'm not sure who does these ratings. A trekking pole would have helped me on this hike.

Great hike and really fun in Spring. If you do the entire round trip, it's 3,160 feet of elevation. Not a moderate hike. How Wolcott gets rated hard, when it's no where's near as long or difficult is beyond me.

Parked on Randolph Ave and headed up Hawk Hill. Continued easterly to Barberry Bush Trail and the Great Cedar Swamp. Bushwacked a bit over to the direct route up Kitchamakin Hill. Turned westerly over Fenno Hill to Chickatawbut peak. Continued by the Education Center then headed down the Skyline Trail back to my car. This is a terrific trek and property. Just do it!

This was my first time at Blue Hills. It’s beautiful! While not all of this trail was marked great the trails were still pretty easy to follow. Only a few times did I lose the trail but easily picked it back up. My dog came with and he absolutely loves exploring! It was a pretty good hike for him too, nothing too difficult for him. He’s a small 25lb Pup that has no problem scaling large rocks. You could start to see some new life in the trees. I can’t wait to come back in a few weeks to see how much it’s grown in!

fantastic trail with beautiful views

beautiful views. Rocky.
difficult in winter.

Not too hard.

hiking
2 months ago

Nice hike, kinda crowded.

Really great hike. Packed snow, trail broken in. Some icy spots, but did great with poles and crampons. Good training for New Hampshire!

Great hike. Don't let the fact that it's in eastern Mass fool you. The round trip hike is all up and down and is more strenuous than you think.

March 4th 2018: This was a beautiful trail, an easy 5 miles. Some elevation at times. Beautiful views of the water. Currently the boardwalk into the water is damaged from the recent storm, and in many areas of the trail there are newly fallen trees. On the last mile of the trail around the pond the entrance is blocked by a giant cluster of fallen trees. I chose to walk on the main road and into the nearby neighborhood to gain access back to rest of the trail. I suspect as the warmest weather approaches the town will make the necessary upkeep from the off season. Highly recommend and would return to despite the current damage.

Some wide easy trails. Some steep & rocky. Very muddy in spots, but, hey, it was February.

hiking
2 months ago

The view was worth the hike

Great walk on this beautiful day!

Always an enjoyable day on this trail.

Great walk! If anyone finds a Fitbit along the trail please let Me know here!!!!

hiking
5 months ago

Easy, Peaceful Walk. It can, at times, be a bit crowded and there’s always the doggie “land mines” to look out for. Most people do pick up after themselves though.

hiking
5 months ago

Hiked this trail in the wintertime following a snowfall and was not disappointed. Tough to believe you can find a serene landscape like this tucked inside the I-95 corridor! Great views and well-marked trails, with a few rocky/scrambling areas and several challenging inclines and descents. Good footwear is a must. Will hike the longer variation next!

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