Collection consists of photographs of the family of Portland businessman Simon Benson and his second wife, Pamelia Loomis, including Simon Benson, his sons Chester Simon Benson and Gilbert Thereon Benson, and grandchildren Gilbert Thomas Benson and Margaret Benson Maradudin. Includes baby albums and portraits, as well as photographs depicting travel, boating, Stanford University, California, the Oregon Coast, the Columbia River Gorge, and Benson family residences in Portland as well as their summer cottage, Riverwood, in Lake Oswego, Oregon. Also included are unprocessed negatives, some or all of which may correspond to prints in the collection.