The original Brookline Hills station opened in 1852 on the Highland branch, which at the time was a conventional commuter rail line.
After 1886, loop service was run via what is now the Framingham/Worcester Line and later the Needham Line.
In March 1892, a new station designed by Shepley, Rutan and Coolidge was opened.

The final trains on the line ran on May 31, 1958.
The line was converted to light rail by the M.T.A. and Brookline Hills reopened on July 4, 1959, along with the rest of the D branch.
The 1892 depot is no longer extant.
The original Brookline Hills station opened in 1852 on the Highland branch, which at the time was a conventional commuter rail line. After 1886, loop service was run via what is now the Framingham/Worcester Line and later the Needham Line. In March 1892, a new station designed by Shepley, Rutan and Coolidge was opened.
The final trains on the line ran on May 31, 1958. The line was converted to light rail by the M.T.A. and Brookline Hills reopened on July 4, 1959, along with the rest of the D branch. The 1892 depot is no longer extant.
Brookline Hills station