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Best Trails near Boston, Massachusetts

38 reviews

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on Deer Island Trail
18 hours ago

walking

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.

on Deer Island Trail
18 hours ago

walking

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.

on Boston's Freedom Trail
11 days ago

hiking

Loved it. You have to consider it "Urban Hiking". Bring cash too. Half the spots you have to pay to get into, and the rest are requested donation. Great for the history buff. Did 10 miles from Copley Square to Breeds hill and back again.

on Exploring Boston's North ...
19 days ago

walking

Lots of wonderful Italian restaurants in the North End!

on Boston's Freedom Trail
1 month ago

walking

on Boston's Freedom Trail
1 month ago

walking

Great way to see Boston and learn all the history to go with it.

on Jamaica Pond and Victoria...
3 months ago

walking

great for walks, biking, dog walking, jogging

on Boston's Freedom Trail
3 months ago

walking

Amazing trail. Great historical trip and a must see, especially if you go on one of the tours where the guides are dressed in ye olde fashion.

on Boston's Freedom Trail
4 months ago

Great time in a great city

on Deer Island Trail
4 months ago

Beautiful view to the city of Boston

on Millenium Park
5 months ago

walking

Around my school, it's a nice walk.

on Boston's Freedom Trail
6 months ago

hiking

on Boston's Freedom Trail
6 months ago

I've done this several times with friends visiting from out of town. It's a great way to see a lot of historic spots in Boston. Highly recommend for tourists.

on Millenium Park
7 months ago

trail running

on Boston's Freedom Trail
8 months ago

hiking

Love this historic trail especially when I walk it with a costumed Freedom Trail guide

on Boston's Freedom Trail
8 months ago

Simply the best city walk !

on Boston's Freedom Trail
9 months ago

walking

on Jamaica Pond and Victorian Jamaica ...
9 months ago

trail running