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

Nice little loop around the fort and the harbor. The hours to tour the actual fort are very limited. This is a fun walk especially if you combine it with other sections of the harbor walk.

walking
3 months ago

Nice place to walk around. Lots of people with dogs!

One of the best city park walks I’ve ever done! Fantastic! Beats Central Park, IMO.

Great, easy, paved walking path. Summer sunsets here are incredible.

on Millenium Park

bird watching
3 months ago

Enjoyed the wooded trails near the river so we got to almost 4 mi without staying on pavement

on Jamaica Pond

walking
3 months ago

very easy going and great for a pleasant walk. This would be a nice jogging path too.

Stars are for the fall foliage. Flat, easy to walk, very pretty but that’s about it

on Millenium Park

walking
5 months ago

Great place to walk your dog. Well trained, friendly dogs are off leash, less friendly dogs are kept on leash.

hiking
5 months ago

I’m

fun trail through the city of Boston. this is a mix of dedicated bike Lanes and crossings through major intersections. Better in the earlier part of a weekend due to traffic, both people and vehicle kind during a beautiful day.

I work in Boston and walking through or just a break after work is great! New Years Family fireworks are great! 7:00 pm

hiking
5 months ago

Mostly paved but a few grass trails as well. Awesome skyline and Boston harbor views. Also views and smells of the wastewater treatment plant.

road biking
6 months ago

Great place to ride and watch the planes land at Logan .

I would recommend this trail for someone looking for a dog-friendly trail or a trail with great picnic areas and views.

road biking
6 months ago

This paved trail connects Constitution Beach to Piers Park. The path is easy and is 2.4 miles in each way. Constitution Beach offers a generous size parking lot, water fountains, restrooms and snack bar. Piers Park has water fountain, restrooms and beautiful Boston harbor and skyline views. There are many people walking, biking and running this path and walking their dogs as well. There are emergency call boxes along the way and a couple of water fountains as well. The trail passes Bremen Street Park, Wood Island Train Station, a dog park, and the East Boston Library.

Out to castle island with stops to play and get ice cream

Great views of the water and a bit of history with Fort Independence to walk around. There was a nice breeze off the ocean and it was s relaxing easy walk. If your timing is right, Sullivan’s has great lobster rolls and it’s located at the parking lot adjacent to the trail and the fort.

hiking
8 months ago

Beautiful views of Boston skyline. Paved trails for biking. Grefor birding.

We went for a relaxed and leisurely stroll around the pond. We parked at Olmstead park and walked down to Jamaica pond. Beautiful views, shady pathway, dogs on leashes, lots of geese with their younglings. Highly recommend for families and the elderly. Easy stroll. Boat rentals are also available.

historical walk, parks, burying grounds, street performers.

hiking
no shade
10 months ago

Lots of doggos being walked. Beautiful view of Boston Harbor. Overall great walk. Perfect areas for a picnic.

walking
Mon Dec 17 2018

Very easy. Surface is a little bumpy in spots, but it is a nice walk in the fall.

on Jamaica Pond

walking
Sat Nov 10 2018

Jamaica Pond is a pretty and easy walk, especially in the fall. The trail around the pond is paved and relatively level. There is a small parking lot for the park on Willow Pond Road as well.

walking
Sun Oct 21 2018

Easy trail, pretty views. You do walk around a huge water treatment plant, but it didn’t bother me.

walking
Sun Oct 21 2018

I enjoyed the walk and the landscape was pretty on a fall day. The main paths are paved and there are a few smaller trails throughout the route that are unpaved but cleared. I had not walked there before and it was worth the trip.

Sun Sep 30 2018

Stunning views of Boston skyline.

hiking
Fri Aug 17 2018

This trail would is quite scenic especially at night. The view of Boston's skyline is really spectacular from here as I've caught it several times now. The major problem with this trail is that from time to time, the smell coming out of the sewage treatment is pretty strong. It's not constant so you may smell it or you may not on a given hike. If not for that, this trail would be so much nicer.

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.

I was in Boston for a conference and looking for a nice, easy trail to ride a rented bicycle. This was a perfect little excursion. It was very easy to get to, the trail is paved, and there are accessible beach areas. There are also public restrooms and a snack bar. Very nice!

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