Hiking Boston: Why should people in the back country have all the fun?

Miles Howard has created a guide to 25 miles of connected trails through Boston, from Mattapan and Hyde Park all the way up to Charlestown - complete with a variety of types of maps and step-by-step directions, along with lists of what you'll see as you hike Boston's own scenic countryside:

Connecting 14 Boston neighborhoods from the Neponset River to Bunker Hill, the Walking City Trail is a hiking path through Boston's most immersive parks, urban wilds, community gardens, and greenways.

The trail is divided into four segments that are accessible by public transportation and include frequent stopover points for food, drink, art and culture, and restrooms. You can section hike the trail, or traverse the whole thing in one day. (It's pretty much the same length as the Boston Marathon route.)