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

Some trails could be better marked, but overall very good.

trail running
5 days ago

I run at the Fells frequently and Skyline is a good trail. Not marked that well in some spots as you get to the southern end of it. Definitely keep your pace expectations in check. Very technical in some spots so it leans on the more difficult side of "moderate" if you are running it for time. Probably the best trail in the Fells for a challenging hike.

Sound autumn view

One of the best hiking trail in the Boston area. The views is absolutely incredible and the sunset is wonderful too. This trail is relatively short so I usually combine it with other trail.

I also seldom complete this trail without a detour up Bear Hill as well. I enjoy the climb and the view from Bear Hill tower. And other times, I combine it with the trail that goes through the Middle and South Reservoir as well.

well marked, great for running & mountain biking.

I really enjoyed this trail. It’s difficult enough to be a challenge with some light rock climbing (nothing crazy) and steep hikes, but still moderate enough to be a nice leisure hike as well. Plenty of nice look out spots by the tower and the lake was a nice treat. There’s tons of trails connecting as well so it’s super easy to customize your hike if you don’t want to do the full course of one specific trail. Would totally hike it again.

hiking
26 days ago

The west side is nicer

hiking
26 days ago

The two towers are the highlights but it's still worth getting lost trying to go around the lake (skyline)

hiking
26 days ago

The classic here, nothing amazing but still worth doing if you can't get out of the city. The tower overlooking the city south, or up north, are the highlights

A nice stroll in a little wood. Nothing amazing but easy to reach from boston. Which trail you take doesn't matter much, and it's easy to "get lost" here

good little walk through the woods, but nothing too exciting. for mountain folk like us it was a bit mundane. No real hills or anything fun to climb. very easy

hiking
1 month ago

Came here for a quick hike and some Yoga. Not the best slice of nature because you're so close to the road. You can here all the cars, but great wildlife. Saw a snake and some beautiful birds!

Nice trail near the city, great views of Boston at Wright’s Tower, good rock scrambling. You’ll see lots of people on a nice day.

Many different trails. Followed skyline trail. Plenty of climbs. Good workout. Definitely recommend to bring good trail shoes or hiking boots, water. Trails are well marked.

Did this by accident because the rock circuit is poorly marked. Decent run.

pretty nice hike, paths aren't fully marked and lots of unleashed dogs.

By far my favorite place to go on my days off. I actually really enjoy how busy it can get - I do a full loop each time and cross over between several trails. On a weekend, I'd run into someone else maybe every 20 minutes... But by far my favorite trail to do from start to finish is the skyline trail. I would rate the skyline trail as moderate, but everything else is easy. It's very dog friendly. We always start at Sheepfold and go from there. Once you know the trails, it's easy to cut through - they're decently marked. I'm a relatively fit person but I like to take slow hikes with my dogs - the full loop and a little more takes us about 1.5 hours. I love it!!

I’m new to backpacking and I am in training for bigger ,longer hikes. This trail is serving me well. It has many ascents and descents as well as ledge. Well marked . It is taking me between 4-41/2 hours depending on size of my pack.

walking
2 months ago

Fairly easy trail, conveniently located. Long Pond is nice, but there aren’t many other interesting features.

This trail was a fun walk. The difficulty was easy to moderate at most. We found the trail markings to be insufficient, especially at some intersections. Surprisingly long given the location. Will likely hike it again in a different season.

hiking
2 months ago

We loved it, kids and parents.

hiking
2 months ago

Lots of variety. Beautiful trail without too much traffic on a Saturday.

hiking
4 months ago

Parking lot at (42.4496220,-71.1257951). Nice, short walk.

I’ve gone snowshoeing along this route, there are multiple solid rock climbing spots. The west side of the Fells is too crowded but this side is awesome

Great winter walk close to the city. Helps scratch the hiking itch.

I want to hit this trail for a winter hike. Would I be ok with just spikes? Or are snowshoes needed?

Great morning hike. Beautiful views of reservoirs. Keep an eye out to follow sineage!

Really nice hike and running trail, I’m a newbie and it was doable.

walking
7 months ago

Principally a pine forest on shallow soil over glacial stoney rubble. Mostly ~50 year old tree. Just few older. The trail rounds the small shallow lake mostly above. Petty views of that water. At the highest point a short detour to the west reveals an excellent vista. Pine forests, in my opinion, are a bit dull. The Fells are popular, this trail is less crowded than others.

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