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.

amazing scenic view when you make it to the top

Nice range of inclines. Roller coaster hills make it “uphill both ways”. You can make this trail a really rigorous hike or at a slow pace still gives a good legs (and heart) workout. Nice range of pine and deciduous, and vistas. Now if they could just relocate Logan airport (flight noise) and Rte 128 it would be perfect.

trail running
18 days ago

Rugged challenging traverse, akin to some trails you might find in the Whites

This is a fun and interesting, mostly well-marked trail. The Skyline trail itself has the blue blazes which are easy to follow, but there are also some criss-cross smaller trails that this follows, which were nice for feeling like you’re really in the woods.

Nice moderately difficult hiking trail. Amazing views from the top.

Agree very rocky. Must wear sturdy shoes with good grip. A great workout though I love the varied up and down. Great hike to keep in shape for summer hikes in the Whites. Love that it’s so close. I’m 59 and not an athlete by any stretch. You can do this.

Really good. Easier than moderate except for a couple of steep climbs.

26 days ago

Good length trail for a dog walk but be aware the back side is wet and muddy in December and your dog will be caked in it. Perfect summer trail

Great view of Boston from Elliot Tower - pretty rocky for little kids

Great hike and views. Very rocky and steep. Coming down treacherous if you are not sure footed.

Loved this trail. Interesting with some good rougher landscapes and inclines mixed with easy trail. I didn’t have too much time so this shorter one was great. Took about an hour stopping for pictures. Want to go back soon to try the longer loop.
Looks like there was fresh Blue paint for trail marking. One tricky spot I almost took a wrong turn but the AllTrails app actually helped me out with that.

trail running
1 month ago

Parked along Chickatawbut Road near gate. Went up Buck Hill first then over to Hawk Hill but ran out of time. It was getting dark so couldn't quite make Chickatawbut Hill too. Was hoping these 3 peaks would net out at +1,000' elevation gain. This will have to wait for another day! Great trek, give it a try. Only tricky thing is crossing the road but friendly drivers will stop for you, just be careful. Cheers!

1 month ago

Got lost a few times (twice) because some markers aren’t as easy to spot but the trail is pretty good. Definitely recommend

I️ grew up right on this hill. I️ bring my dog all the time up there, and she runs freely. Just be careful because there are some horses on the trail some times.

There are two ways to go. You can take the shorter way which is a smaller loop of the hill. Or, you could continue straight down and do parallel to the road and do the bigger loop. Nice views, and I️ love being in the woods.

This trail is beautiful but it is definitely challenging!

2 months ago

I used to love this trail. The last time I was here to come to relax, I left the opposite of relaxed and was very unhappy. While on the trail, two different people allowed their large dogs to bolt at me, jump on me, and growl at me while their owners shouted “sorry” and practically crawled to my rescue. It was also a muddy day so needless to say, when the dogs jumped on me I had mud all over my clothes. Both times, I expressed that this wasn’t ok and to please leash the dogs, while the owners didn’t say anything to me and kept walking with their dogs unleashed. The first time this happened on my way towards the golf course, I was annoyed but thought it was a fluke since I hadn’t had this issue before. The second time this happened on the same hike and a different person I was thinking “Again? You’ve got to be kidding me.” I’m an animal lover, but this really isn’t ok. I can also see this as a huge problem for folks coming who have small children or a phobia of dogs... or who simply don’t want to have a dog charge and jump on them? Dog people - please leash your dogs here. It’s really not fair to the other hikers who are just trying to enjoy their hike.

Excellent Sunday hiking with no crowds.

This one is a more challenging hike (but I am a beginner) at points it gets very steep but the views at the end make it worth it

This trail starts at the Ponkapoag Golf Course. I liked the trail (green dot). It was mostly flat with a couple of little hills. It was very pretty and there is a spot to get close to the pond. It was exactly what I was looking for that day. Some of the signage could have been a bit better or there could have been more of it. I used AllTrails map with the GPS so I could mark our progress. I would take a picture of the display map in parking lot so you can match numbers at crossroads. Also, look for the green dots along the way to mark your route.

3 months ago

This is a nice walk. Be careful if you plan on parking near randolph street as that parking lot is very rocky and bumpy - seen signs of people scratching their oil pan!

The boardwalk is arguably the best part, the marshland is beautiful!

Rattlesnake hill has a great summit with a wide open view of Boston and the Golf Course. Wampatuck is a bit higher than Rattlesnake. Best to park by St Moritz pond and take the skyline to wampatuck, then turn around and take the green trail back to the parking lot.

This is a great hike, Buck hill has several great views, including a nice one of Boston. Recommend ascending Tucker hill first and ending your hike with the red trail back; takes 1-2 hours.

This is an awesome trail that will push you to your limits. There is multiple routes to explore that accommodate your level. Make sure to bring plenty of water.

Easy trail! love the company!!

Grew up hiking these trails with my family!!!

4 months ago

I love the Blue Hills. As a Boston resident, the Skyline trail at BH provides a nice challenging alternative to driving the distance to NH for more challenging hikes. I disagree that this is a moderate hike because the terrain is very rocky, one needs to be prepared to climb and descend jagged stairs at regular intervals on this trail. I would recommend bringing a Gatorade (or similar drink) because depending on where you end your hike, you are walking 9 to 11miles. I also recommend an early start (especially during the warmer months of the year).

I completed this hike by myself in 5 hours (from Quincy to Trailside Museum off 138) and in 6 hours when accompanied by a friend who is fit but is not a hiker.

The trail was kinda tough to follow, we ended up taking the wrong trail at the weather observatory. Make sure you bring a map with you!

I should have done it in clockwise direction. I did the trail starting at the skating rink and going counter clockwise. The first half is pretty flat, mundane. Half way through, the trail got steep and there was quite of bit of bouldering. I was pretty tired already. The trail offers little shade on the way back. Take lots of breaks! Views are pretty good, but again, this is only on the second half of the trail if going counter clockwise( lower part of loop).

A nice mix of terrain. Really relaxing and enjoyable. A few areas of moderate scrambling, but mostly an easy hike. There’s a few areas where trail markers could be better placed. The switchover from the skyline to the green dot trail is a bit vague.

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