There are numerous crossings of the Housatonic River, both by road and railroad bridge.
The following is a list of crossings of the Housatonic River in order of occurrence from the river mouth at Long Island Sound to its principal source streams in the Berkshire Mountains.
The following crossings refer to where the West branch of the Housatonic River splits, and the East branch begins: The following crossings are along the west branch of the Housatonic River: The following list contains Housatonic River crossings along its southwest branch: