Like many towns in the west, Boissevain's prosperity came with the railway, in this case the CPR line was the first to arrive in 1885. Three other additional railways in the area, including the Great Northern Railway through the railway's subsidiary organized under the name of the ""Brandon, Saskatchewan and Hudson Bay Railway"", which meant that farmers could now ship their goods to the United States in the south while also having a link with Brandon to the north. The railways began to decline during The Great Depression and with it the fortunes of Boissevain. The Great Northern line ended service in 1936.