There are many ways to see Boston – by car, “T”, trolley, bike, boat, and walking – and any combination of these. The most famous walking path may be the Freedom Trail, but I personally enjoy the Harborwalk, which, as its name suggests, winds its way around the city via the Harbor.
The Harborwalk itself runs from Charlestown in the North, to Dorchester in the South. The stretch I frequent most is around Fort Point, which banks both sides of the Fort Point channel. In this area it’s a great option for shortcutting from one street to another especially when the weather is uncooperative (which happens quite a lot in the winter!), and the path is diverse and interesting – sometimes paved, other times wooden and skimming right over the channel, and even ducking under buildings. These underpasses provide some relief from the sun on hot days, or respite from rain (and snow!) on the less pleasant days. There are stairs leading up and down in this section, so it can provide a diverse workout when running the Harborwalk.
There are benches along the way as well – particularly in front of the Children’s Museum and the Intercontinental Hotel – both places I’ll stop at and eat lunch during the workday when the weather is nice, watching business folks and visitors alike navigate the city before resuming my walk along the Harborwalk back to my office.