Westerly is one of a small number of Amtrak stations (along with Mystic and Aberdeen) on the Northeast Corridor that does not have high-level platforms for accessible boarding.

The original depot was a small wooden structure, similar to those still extant at nearby Noank and West Mystic.

[1] In 1912–13, the New York, New Haven and Hartford Railroad constructed the present station as part of a curve straightening project.

The line was rebuilt for three tracks from just east of the station to just west of Bradford, Rhode Island, with three-track bridges and cuts.

[9] Work began in early 2020 on accessibility improvements at Westerly, including two elevators to replace existing incline lifts in the stairways to the under-track passage.