The Best Dog Friendly Hiking Trails Near Boston
Rounding up a list of the best hiking trails near Boston has been my pup’s favorite assignment of the year. We tested many areas, hiked trails, swam in ponds and mucked through swamps to bring you a list of the most beautiful parks to explore with your pooch.
So grab a leash and head out with your best friend.
Top 5 Best Hikes Near Boston:
1. Great Brook Farm State Park, Carlisle
Great Brook Farm State Park was my favorite of all of the parks we visited. It is such a serene area. The wide wooded trails have pine trees so tall that they sway in the wind, sounding like a creaky wooden door. There is a main trail that leads around a large pond called the Pine Point Loop. There is no getting lost and no maps needed because it is just one big circle.
There are many offshoots of this main trail, so you can explore more as you get to know the area. Since we were off the beaten track, we had the place almost all to ourselves. Having a place to swim is a must for my island dog and he loved being able to take a dip whenever he wanted.
I loved the diversity of walking from a pine forest, through a swamp, to a meadow and ending up at another pond. Bring a towel for your pooch, because he will come out dirty on the other end. This is also a great hike for kids, because it is pretty flat.
To find the trail head, follow North Road once you enter the park. Bypass the main parking area a quarter-mile and look for a small parking lot on your right hand side. This is also a canoe launch. You can pick up the trail system here. The cherry on top is that there is an ice cream stand on the property!
Address: 165 North Road, Carlisle, MA 01741
Click here for a trail map.
2. Noanet Woodland, Dover
Noanet Woodlands is owned by the Trustees of the Reservation, which means there is a $5 fee for a day pass. You can easily pay with a credit card at the self-serve machine and put the ticket on your windshield.
I would recommend parking at Powisset Street and walking the Peabody Loop (blue blaze) which takes about 45 minutes. The Trustees recommend the Caryl Trail (red blaze) for kids because it leads to an old mill site.

The Peabody Loop will lead you through some beautiful wooded trails passing three ponds along the way. Be sure to detour up Naonet Peak (yellow blaze), to get a beautiful view of the Boston skyline.
The trails are very well marked, but grab a trail map so you don’t get turned around. There are over 17 miles of trails to explore here, allowing you to visit again and again and still explore uncharted territory.
We were there in the late afternoon and heard a barred owl warming up his vocal cords for that night’s performance. It is amazing to be so lost in nature when you are just outside of a major city. Dogs much be kept on a leash at all times.
For more information, visit their website.
3. Rocky Woods, Medfield
This is another Trustees of the Reservation property, which means that same $5 parking fee apply.
This park is a part of the Green Dogs Program, which is an innovative approach to meeting dogs desire to have time off-leash, while sharing the space with other park users in the community. This means that there are designated trails for off-leash romping, which are usually located on the outskirts. You dog is welcome on the other trails, but must be on leash.
The rules of each trail are well-marked so there is no confusion. As someone who once walked a dog-aggressive dog, I can appreciate having a bit of both.
We chose to do the 1.5 mile yellow loop trail and loved crossing the narrow footbridge that cuts through Echo Pond. As my dog ran along the water’s edge, he caused a chain reaction of giant bullfrogs to jump off the bank back to the safety of the water. He thought it was the best game ever.
There are tables set up along the water’s edge that make a picture perfect spot for a picnic.
For more information, visit their website.
4. Callahan State Park, Framingham
This park is by far the most dog-friendly place I have ever visited. Dogs can run off-leash to their heart’s content, thanks to a dedicated group of people working to maintain this freedom.
The Callahan Dog Owners Group, whose board fittingly includes all dogs, is committed to making Callahan State Park the best multi-use park in the Massachusetts State Park System.
If a dog could imagine heaven, it would look like Callahan State Park. Callahan checks all the boxes for a perfect dog destination: nearly 100 acres of open fields to romp in, two rivers to splash in, an extensive network of trails to explore, and a lovely pond for swimming. With over 800 acres to explore, your dog will never get bored.
There are three parking areas for entering Callahan State Park, but for the dog park, use the south entrance on Millwood Street. Once you cross the field, you’ll see Packard Pond. Keep in mind that many of the park’s visitors have off-leash dogs, which is important to consider if your dog isn’t comfortable around other dogs.
Address: 311 Millwood Street in Framingham, MA 01701
Click here for a trail map.
5. Sabine Woods, Groton
In Groton, MA, there’s a serene wildlife sanctuary known as Sabine Woods. My usual route takes me to the right, across the field, and along a path that leads to the Nashua River.
The trail runs alongside the riverbank, where the trees gracefully lean over the water, their leaves reaching for sunlight. In spring, the forest comes alive with the serenade of tree frogs from the nearby vernal pools.
Scattered throughout the sanctuary are intriguing statues and monuments, all within a well-maintained park resembling a nature reserve. The public access trail eventually leads to the Groton Boat House, where you’ll turn back to retrace your steps.
On a warm day, it’s a delight to watch your dog run down to the riverbank to cool off.
Address: Route 225 or Long Hill Road, Groton, MA
I hope you enjoyed this list of the most dog-friendly hiking trails near Boston. I can’t wait to hear what your favorite is. Remember to be respectful and clean up after your dog. These are not places we want to spoil! Have fun exploring!



















