Recommendations

Castle Island

During my trip to Boston, I stayed in South Boston in hopes of becoming a “Southie.” Although I’m not sure I fooled anyone, I did get to run out to Castle Island, a park on the coast just south of the city. Castle Island is the home of Fort Independence and has been the site of fortification since 1634. The …

Freedom Trail Tours

Although not a running or cycling route, Freedom Trail tours are a fun way to get some activity into your vacation or business trip while learning about Boston’s famous historical sites. The ninety-minute walking tour is approximately one mile long and is family-friendly, featuring sites such as the Boston Common, New State House, Old North Church, Fannieul Hall and Granary …

The Esplanade

Located along the famed Charles River in downtown Boston, The Esplanade is stretches three miles from the Museum of Science to the Boston University bridge. The park is over a century old and is entirely manmade, featuring many large trees, benches, and flat asphalt pedestrian and cycling pathways. Single-track trail runs along much of the pedestrian pathway and is available …

Emerald Necklace Conservancy

  Boston has done an exemplary job of preserving greenspace within the city limits, and the Emerald Necklace Conservancy is a prime example of this dedication. The Emerald Necklace is a greenway system made up of nine parks that stretches approximately seven miles from end to end in addition to numerous loops through the individual parks. Parks making up the …

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