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



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trail running

kid friendly

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dog friendly



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no dogs

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historic site

wheelchair friendly

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Massachusetts Map

Commenting on the entire park: As an avid hiker, both solo and with dogs, I can say that this is one of the nicest parks of its type I've ever explored. I've now been twice, and walked every trail in the system. You won't find challenging climbs here, or 360 degree views into the distance. What you will find are a variety of well maintained trails that are varied enough in length and difficulty (some may be classed as moderate, but that's just for the length, not the difficulty). My more recent visit was last week, and I noticed that the parks proximity to the ocean helps to keep the bug population down. There are some lower areas, so do bring repellent for your family and pups. Dogs are allowed off leash, except in a few small, clearly marked areas. I would add that the coyote population in Eastern Massachusetts has grown significantly in the past few years. Although coyote/human incidents are very rare, they have been known to go after small pets. If your puppy has a tendency to run off, I'd keep him leashed. (Not just here, but anywhere!) All in all, the entire park merits 5 stars!

The swamp at 0.9 mi on this trail was probably an outdated section. They changed the trail, so follow the marking on trees instead of the trail on this map, otherwise you might end up crossing the swamp and get all wet, just like me!

(Or maybe it was because it was raining heavily…)

I have a walking group and this is one of my favorite places to walk. The views are beautiful, but I think the serene feeling that you get when you are there makes it even more beautiful. My first visit I saw 16 deer, a blue gray heron, a family of turtles and of course the chickidies that ate from my hands topped it off. Then there is the cave and the climbing tower. All seasons are great walks there but late October the trails are filled with autumn colors. I am thrilled that we found this place.

Been going here since I was a kid. Now I bring my kids. Fantastic educational programming as well. Being a small bag of bird seed. The chickadees are super friendly. The restrooms are much appreciated for families and don't forget to bring cash or a check book to pay admission.

trail running
2 days ago

My short intense workout series starts here. I wasted a minute or 2 for sure on this run so I'm thinking I should be able to get this down to 14 minutes. Stay tuned ( like anyone is reading this... ).

Great hiking trail but is definitely NOT 6.6 miles! It's 8 miles give or take and 3 hours around. The view of the lake is beautiful! Wear hiking boots because you go thru muddy wet terrain.

Nice walk. Well planned park.

Haven’t been here in years - made my way back today. It’s excellent, my dog loved it!

Beautiful area, kid friendly, sounds of nature, well-groomed, highly recommend.

Amazing Place...great hike. but bring mosquito spray.....alot of them. lol

3 days ago

Great loop starting at the Sherborn playground parking lot. Started up through the Pine Hill Cemetery then headed over to the Pine Hill School before doing a big loop around the Town Forest. Came back around and found the Pine Hill peak then drained out via the south side of the cemetery admiring Pastor Dowse's awesome family gravestone along the way. The good Father was the Pastor of the Pilgrim Society and Mass Senate Chaplain back in the late 1800's. Good stuff!

Looking to see something different so headed out on the perimeter. Found my way down to Nauset Circle then looped around on Indian Hill Road. Returned via Indian Hill which requires a short bushwack. Not much of a hill really but you never know until you check it out.

trail running
5 days ago

Nice day for a hill run, beat the thunderstorms! Spooked 4 wild turkeys up in the Mumford Forest, they clucked their way into the wooded area.

A beautiful and easy loop. Took the 2 Labs with us and let them off-leash a little ways into the hike. They loved splashing in the reservoir and exploring one of the little waterfalls. Very easy, paved trail (as another reviewer mentioned, the unpaved parts are hard-packed dirt). Absolutely gorgeous views! Worth repeat visits to tack on some of the other Dogtown trails.

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.

6 days ago

Awesome trail with an amazing view towards the top.

6 days ago

Awesome trail!

Great hike, with one minor (?) problem when I followed this trail map this past Saturday. At the 1968 elevation (Money Brook Trail) the map appears to show a sharp turn to the left proceeding upward. At first, I searched for this non-existent V turn. I actually started climbing up the steep incline thinking I'd run into it. In reality, I had to backtrack on the -same- trail section (after viewing the magnificent waterfall) by about 30 or so feet, where a trail marker (not previously noticed) indicated a left turn to proceed. All in all I really loved this hike! I went back on Sunday and did the Mt. Prospect to Greylock hike, also a winner..

I would give it 5 stars if it was just a bit longer. It's a well marked, easily accessible trail and has a lot of beautiful things to see.

varied environments and tons of birds with observation huts to watch them. very easy trail to follow with boardwalks over mucky spots

My first 3-star review, I give most everything 5-stars. The problem with this property is three-fold. First, you run down one of the main drags and end up on Route 128. Second, you can't make a decent loop hike in here since the Shuttleworth side (over by the school) is behind marshland. Three, one of the main trails in the middle of the property (off Sandy Valley Road on the south side) is the Westwood sewer line and quite muddy. You can still have a nice run in here but this is likely my last.

Fun hike and great with younger kids. Saw herring run up the stream. Great to also cross the road and hike the bay.

Did the red trail with the family ( husband and boys age 13 and 8) loved it... beautiful views.. nice hike

7 days ago

Nice easy walk around the island. Yes, it can smell at certain points, but it’s not the entire walk. It was overcast today but still beautiful. Gorgeous Boston city skyline. Easy walk for the dogs with paved trail the entire way. Small parking lot. Would love to come back with sunny skies.

7 days ago

Great path, easy walk, great scenery.

Nice trails, no markers but the place is small enough so it doesn’t matter. Rated easy for sure, but fun nonetheless. We also came across about a dozen deer, a really nice surprise.

Great spot for pushing a stroller or taking young kids in a bike ride. Lakeside Picnic tables at the southern end.

7 days ago

Tons of dogs not on leashes as required. Lots of dog poop and trash. Would recommend you bring a trash bag and try to clean up.

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