Explore the most popular dog friendly 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.

mountain biking
3 hours ago

Starting from my home at the Dover side of Pine Street you've got 10 min to bike to the top of Snow Hill then another 10 min to get to the top of Cedar Hill (Rocky Woods) then another 10 min to get to the top of Noanet Peak. I got the first two, have to rethink my way up Noanet. I will add Pegan Hill next and give myself another 10 min to do Quatre Femmes! I'd add Miller Hill but somebody built a mansion up there.

This was our first time here and my kids and I loved it. I walked, they rode their bikes. My only issue was finding where to enter the trail. We started downtown and it wasn't marked, at least nothing I could see. I was able to ask someone walking by and they showed me where the path was.

Took a walk out while on vacation. Nice little stroll with plenty of spots to stop for a dip on a hot day. The trail is easy enough to do in your beach footwear. the views are great and include ocean birds and sail boats.
There are several smaller paths you can take that connect the loops 2 sides but no signage. Being a small peninsula you can't really get lost so if you want you can make the walk longer byzig zagging your way out.

This is by far my favorite trail in the Boston area especially for evening walk. The sunset view from here is simply sublime and the views is unbeatable. And on windy days you are treated to wind surfers doing stunts on the bay. There is a nice children's playground and a really cool clam shack called Sullivan. I also enjoy watching planes go by at really close level from here.

And from the pier you can see all kinds of boats go in and out of the harbor. I enjoy watching those dinner or party boat cruise go by. The only minus is that it gets much windier than anywhere else in Boston.

Beautiful ride under trees and along the river. The day I rode my bicycle weather was perfect.

Great first time here. Did the green trail. Didn't get lost. Will come back and try the red trail next. Trail markings were good.

This is not a moderate trail- the skyline trail as listed above is hard- it’s a long grueling walk from Quincy to the Blue Hill and back. Easily could consume a whole day- I’d advise starting before 9 if you plan to do the entire loop

A ton of stairs, jagged walkways, and numerous spurts of scrambling make doing this entire hike a pretty big challenge.

A bunch of great views- the best of which in my opinion all come from Buck Hill in the middle.

hiking
17 hours ago

Love this trail. Great quick workout, twisty and turny in places but well marked. Leads to Goat Peak and Eyrie Ruins, so fun stuff to explore at the top.

Great trail. The Skyline is a great quick trail for a weekend morning. We had a lovely day and it’s very clean despite the traffic. We did half the skyline trail for a 2 hour hike.

Lots of fun! There are some great views on this trail; however I was constantly surrounded by a group of gnats, so that was annoying.

Been awhile since I hiked this section of the Great Blue Hills. Love Hawk Hill and this entire section. I was looking to get some vertical training in and managed +900' elevation gain between peaks! Found quite a few nice vista points, really like the Hawk Hill vista. I'll be back!

Walk on this everyday...love it!

Wasnt a bad trail. was foggy so views were bad. otherwise would have a bad view. summit was marked by cairn, with some decent outlooks along the way.

nice little Trail not too bad bringing a baby stroller with you if you need to!

A very pleasant walk through woods, near marshes, and the Bass River (which looks like a lake). We saw several folks with their dogs and the dogs happily went for a dip in the river which was fun to see. Lots of nice views for photos.

High tide water slog, 18” deep! Right on!

This is a lovely walk around the fenced Fresh Pond reservoir. There’s a cute little dogs-only swimming area at Little Fresh Pond. Dogs are supposed to be on leash the rest of the walk, but unfortunately, most folks ignore that and let their dogs run loose. Not sure why it’s rated moderate here; the main trail is flat as a pancake and paved! A very nice walk for a day when you can’t get out of the city.

Nice, easy trail with a few hills involved. Not much access to the pond but i did find an area for the dogs to take a dip. Didn’t see many people on the trail. Bring bug spray!

Great hike. I parked at Jug End road and began my hike there. Unfortunately I picked a rainy so, it was slippery and muddy, and the trails were covered by the mist. At least it was chilly and not humid or muggy. I originally wanted to hike all the way to Bear Mountain but once I got to Mount Race I decided to go back cause it’s a long loop. If it was a one way, i would’ve done it. A loop hike to Mount Race alone was a total of 12.6 miles and by the time I was close to my car I was so sleepy and hungry lol. I almost wanted to crash at the Glen Brook shelter lol which btw it’s a beautiful shelter. There’s an outback, fire pit, bear box, table with a bench and a creek nearby. I got one clear scenic view but others were misty. The wooden stairs bolted on the rocks are pretty cool too. I was surprised at how many through hikers I met along the way some coming from Maine and others from Georgia. They were real nice people. Other than that, it was an awesome hike.

trail running
6 days ago

Kudos to the folks that take care of this place. The blocked trail from the fallen tree has been cleaned up. No overgrowth. Great for trail running with the pup.

I love the upper pond is nice peaceful hiking

I definitely enjoyed hiking here. lots of nice trails to explore

Fun for kids!

If you feel as though you aren’t seeing marks on the trees, don’t worry, keep looking...especially if you see many fallen trees around!

Great for a walk with beautiful lake views! ☺️

You can easily spend the entire day on this trail. Many difficult slopes and interconnecting trails. I cast my vote to categorize this trail as 'Hard'.

This trail was easy to get to, had plenty of parking and we only saw 2 other groups of people until we got back to the parking lot. The trail is fairly easy terrain for walking, but the roots are abundant so be careful. The trail was also very well marked. The pond and the streams are beautiful. Lots of photo ops. I would love to kayak here. We only did a couple of miles out, found a nice boulder to sit on, then walked back. Total did about 4 miles and took 2 hours (leisurely pace). I would love to do the whole loop however that’s a lot of time on foot. :(

Super fun place to explore! Tons of old foundations, walls and irrigation infrastructure. Wish there was more to indicate what had once been there. Highly recommend giving yourself extra time to explore.

beautiful trail, I wish it was slightly better marked but fantastically kept. bugs are out and it was swampy but fun

Did the loop as suggested and loved the waterfall! On the way back, had a spectacular view of the three peaks my friend and I climbed. My only complaint was the confusing signage along the way. We had to backtrack several times to find our way back to the correct trail. All in all an adventurous and fun day!

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