Live somewhere long enough, and you’re bound to start taking the elements for granted that give the place its magic. The antidote, of course, is to look at them from a new perspective. And when it comes to Boston, whether you’re newly arrived or learning the city’s history for the first time—or just trying to better understand and appreciate your own backyard—there’s no better way to do it than via human power. The following three urban adventures each connect a sampling of Boston’s most famous historic sites. From a bike path that traces Paul Revere’s ride to a running loop tagging three iconic Boston views, these routes will enhance any visit or at least help you see your hometown in a whole new light.
Run: The Boston Trifecta
Just shy of 6 miles, this road-running loop connects three of Boston’s most iconic attractions (Fenway Park, Boston Common, and the Charles River) via a system of verdant greenways. Along the way, you’ll pass the famous Good Will Hunting Bench in Boston’s oldest public garden, cruise by the spires of Trinity Church, and encircle the fragrant Kelleher Rose Garden.
To do the loop, start in Boston Common (if you’re taking the T, get off at the Boylston Stop). Head east to enter the Boston Public Garden. Here, you’ll jog around clockwise (keep an eye out for swans in the lagoon) until you gain the Commonwealth Avenue Mall, a long strip of tree-lined walks and monuments that stretches a little over a mile.
At the end of the mall, head south through Charlesgate Park and loop through the Back Bay Fens until you get to the rose garden. Here, head north to skirt around the Fenway Park field and try to catch a whiff of Cracker Jack and fresh-cut grass. Just northeast of the field, use a pedestrian bridge to cross Storrow Drive and gain the Charles River Bike Path. A little over a mile later, you’ll use another bridge to exit the bike path. This will take you south back toward Boston Public Garden and the start of the loop.