Explore the most popular trail 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.

hiking
1 month ago

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!

Very pleasant, why not?

walking
4 months 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.

4 months ago

Great trail for walking, running, or just relaxing for a moment on one of the benches. Jamaica Pond is beautiful in the spring when the trees bloom and good for watching some of the waterfowl. Very dog friendly trail as well - you’ll see lots of puppies, runners, and families.

walking
4 months ago

can't believe I spent most of my life hearing about this place but hadn't visited. I really like it... water views, city views. nice place to picnic. play area for kids. paved paths. watch plane activity at Logan.

best views of the boston skyline at the top of north drumlin! great little hike. love the harbor islands so much!

trail running
7 months ago

I run this route regularly and love the ocean views. There were a few puddles along the route today that were leftover from (I'm guessing) a snowstorm that happened a few weeks ago. A lot of families will walk around this route when the weather is nice enough (e.g. today there were a lot of families and it was 45 degrees and sunny). I don't usually see wildflowers, but sometimes there are kite surfers (who can be carried maybe 20 feet up in the air) and Fort Independence is a cool place to visit too.

Nice walk around the parkway. Paved with some small hills but otherwise flat. No parking at the starting point. Will need to drive to the other side of the pond for street parking.

walking
9 months ago

Pretty flat paved trail along the edge of the water. Parking lot has about 20 spaces. Beautiful views of the city.

road biking
10 months ago

Great ride!

10 months ago

I prefer to go on the week days, as it can get quite crowded most weekends. Nice view of Boston and the harbor islands. I like to take the trails that are off the main trail for a more nature feel.

Boston Common is America’s oldest public park, and the Public Garden...the first public botanical garden. While living in the Boston suburbs as a child, I visited it with my family several times, usually during the spring when much of it was in bloom. I have also enjoyed returning as an adult during trips back to the city. Of course, riding the Swan Boats in the Lagoon was always a highlight in my younger days.

Tuesday, August 22, 2017

I love jogging here it's beautiful

walking
Monday, August 14, 2017

We bought tickets for the Boston Harbor Cruises Beergarden Sunday night and had an amazing time. There were only about 30 of us on the island and the sunset over the Boston skyline was gorgeous. The Perimeter trail is nice and flat and perfect for a little walk. I would recommend heading up onto the North Drumlin for the best views of the city!

Friday, July 21, 2017

A precious resource for Boston and a welcome relief from the stresses of city life. Gorgeous end to end.

walking
Thursday, April 20, 2017

Come see the planes overhead heading for Logan International Airport. The hike is easy and there is a parking lot at the entrance.

Tuesday, April 11, 2017

I went there last weekend and I had a blast. being from Winthrop I've been there plenty of times but every time is a new experience.

walking
Thursday, April 06, 2017

love the sunsets here, we come all the time, and when it's a full moon, it looks amazing on the water

walking
Monday, February 20, 2017

walking
Thursday, January 19, 2017

nice walk go views of Boston Harbor

walking
Tuesday, August 23, 2016

I walk this regularly (at least twice a week). here are some little trails off the beaten path hat nobody uses but the regulars. It can get pretty crowded but the ocean view is amazing, plus heading towards the city as the sun is going down is beautiful.

great for walks, biking, dog walking, jogging

Monday, April 11, 2016

Beautiful view to the city of Boston

walking
Wednesday, March 09, 2016

Around my school, it's a nice walk.

on Deer Island Trail

walking
Tuesday, September 08, 2015

Nice view if boston city center and harbor islands, especially at sunrise or sunset. Free parking but small. The bad side is that the path is around a sewage station so the smell and the view is quite bad...

walking
Monday, August 24, 2015

Nice walk around the park with multiple soccer fields. Many dogs off leash.

Friday, June 26, 2015

Great view! Not so great smell. Quite dynamic when the wind is right and the waves crash on the seawall.

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