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The album contains photographs taken on a family trip to the west coast, including scenes in Niagara Falls, Minnesota, Washington, British Columbia, and Alberta (June-July 1915); also with friends and family at Newport, Fairfield, and New Haven (August-October 1915), White Sulphur Springs, West Virginia (March 1916), Newport (June-September 1916), and Fairfield (October-November 1916).

Three photographs of gardens at the summer residence of Annie Burr Jennings (1855-1939), the aunt of Annie Lewis; two of the views are by Mattie Edwards Hewitt. Also present are six printed postcards of the house and gardens, including one featuring Annie Jennings standing in her rose arbor.

Given by Grace Flandreau to Miss Porter's School in memory of Annie Lewis.

Twenty-one ferrotype photographs, primarily groups of young women, who are presumed to be family members. Nineteen are sixth-plate tintypes. Of the two half-plate images, one features eleven women and could be a school group (one holds a rolled document), and the second shows five women with a horse and carriage, and was captured on the street outside a clapboard building. There is one photograph of a child.

The album contains photographs taken at sea, in Egypt, France, Newport, Fairfield, Florida, and Farmington.

The album contains snapshot photographs taken in Italy (March-April 1921), Spain (1922), England (1923), France, Switzerland, Italy, and Fairfield (1924), North Africa (January 1925), and Connecticut and Newport (1925). Also in the album is a watercolor view of the Bridge of Sighs in Venice, signed at lower right "G Marini." The album was likely purchased by the Auchinclosses in Italy in 1921 and contains a number of commercial photographs published by Italian and Spanish firms.

The album opens with the Auchincloss-Lewis wedding announcements clipped from New York newspapers followed by snapshots from wedding trips to Rio de Janeiro, Brazil, and Italy (January-March 1928), images of friends and family in Farmington, Southampton (NY), and Newport (1928), Farmington and Newport (1929), Farmington (1930), Farmington, Newport, France, and England (1931), and Farmington, Newport, Fairfield, and England (1932). The latter year includes views at Strawberry Hill, and the album concludes with a printed menu from the 1931 Johnson Club dinner at Pembroke College, Cambridge. A graphite sketch by Patty Bacon is laid in at the end of the album. The tooled leather album was made in Italy for the New York luggage firm Crouch and Fitzgerald.

The album opens with two photographs of the interior of the New Library taken in 1933 by the Metropolitan Museum of Art's photographer, while he was in Farmington photographing collection material for Lewis's article "The Genesis of Strawberry Hill," published in Metropolitan Museum Studies 5, no. 1 (August 1934); the photographs were not included in the article. They are, followed by snapshot photographs of friends and family in Newport, England, and Farmington (1933); Newport, Salisbury, and California (1934); Farmington, England, and Newport (1935); Farmington, Charleston, Florida, Jekyll Island, England, and Scotland (1936); Farmington, Jekyll Island, New York City (from the Queen Mary), England, Newport, and Fairfield (1937); and Farmington, Jekyll Island, England, and Newport (1938). 1935 images include two documenting the visit of art museum directors to the Cowles House; 1936 images include six of partygoers attending Marie T. Bissell's dinner in Farmington prior to the Wadsworth Atheneum's Paper Ball; and 1938 images include views of Farmington following the great hurricane of that year.