H. H. Bennett began his career as a photographer in 1865, when he bought a portrait studio in Kilbourn City (now Wisconsin Dells) from local photographer Leroy Gates. Although there was little demand for portraits in the area, Bennett was able to achieve fame for a series of photographs he took of the nearby Dells of the Wisconsin River. As Bennett's pictures of local scenery became popular in cities across the nation, sightseers began to flock to Kilbourn City to view the Dells in person.
H. H. Bennett's photography career started in 1865 when he bought a portrait studio in Kilbourn City (now Wisconsin Dells) from local photographer Leroy Gates. Although there was little demand for portraits, his photographs of the nearby Dells of the Wisconsin River gained popularity and attracted tourists to Kilbourn City.