From this point, it rises up Beacon Hill for a block where it meets Park Street in front of the Massachusetts State House.

From Kenmore Square, Beacon Street skirts the area around Fenway Park and follows a southwesterly slant through Brookline along either side of the MBTA Green Line trolley tracks to Cleveland Circle in Brighton.

Beacon Street initially formed the northern limit of Boston Common, and was extended over the Charles River Basin as a dam that would later form the shore between a narrowed river and the newly filled-in Back Bay neighborhood.

The part of Beacon Street west of Kenmore Square was originally laid out in 1850.

In July 2020, the state awarded $32,000 for a feasibility study and conceptual design of restoration of the original bridle path, which ran along the median of the Brookline portion.