My 5 favorite Boston trail running spots
Charles River Reservation Boston & Cambridge,MA
If you are looking for true trail running this isn't really a good place to go because it's impossible to escape pavement, but there is a lot of dirt trails right along the River's edge and the views of Boston and Cambridge are second to none. Plus it always feels like the unofficial running park of Boston since there is usually so many people regardless of the day or time.
Mystic River Reservations Various Cities North of Boston
I feel like this is the most overlooked park system in Boston, usually because people are too busy commuting right past you. What's nice is you can be that close but still feel really far away because you can't hear or see them at various points.
Franklin Park/Emerald Necklace Boston, MA
Lots of great trails and open space, it's really hard to feel like you are in the city despite being very close to downtown.
It's full of quite a few boulders but feels more like New Hampshire than just north of Boston. It's great way to escape the city and do a loop around one of it's ponds.
Blue Hills Boston, MA
Has miles of trails, a great view of the city, and you can take the T to get there.
I think I'll probably be in any or all of these at some point in the next 6 months!