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This collection is comprised of 14 illustrated letters that Henry Brevoort Eddy of Mamaroneck, New York, wrote to Louise Lyman, a friend living in Tarrytown, New York, and London, England. Eddy discussed his social life in Tuxedo Park, Mamaroneck, and New York City, and illustrated each letter with multiple (often humorous) ink drawings.

This collection is comprised of 14 illustrated letters that Henry Brevoort Eddy of Mamaroneck, New York, wrote to Louise Lyman, a friend living in Tarrytown, New York, and London, England. Eddy wrote 4 letters from New York City and Tuxedo Park, New York, between July and September 1895; he discussed a heat wave affecting Tuxedo Park and the surrounding area, as well as Sunday excursions in New York City, illustrated with cartoon portraits of beachgoers and a ferry boat. While in Tuxedo Park, he wrote of and illustrated sporting activities such as golf, bicycle riding, and tennis. A humorous drawing in his letter of August 12, 1895, shows a man and a woman quivering after a loud burst of thunder. In his other undated letters, he described and illustrated aspects of his social life and leisure activities, which included his frequent attendance at the Harvard Club in New York City. He often wrote his letters on Harvard Club stationery.

Eddy shared his observations on topics such as the effects of bicycling on women and commented on Lyman's letters and letter-writing habits. He occasionally mentioned his artistic work, including his upcoming posters for the New York Ledger and his desire to make his living drawing cartoons. Accompanying illustrations depict Eddy and others reading, and include several sketched cartoon portraits. Many of Eddy's drawings and observations were humorous, and on one occasion his work prompted him to depict himself as the devil drawing cartoons. Two illustrations show men fighting, and 3 refer to "Carl," an African-American acquaintance. One letter dated "July 8" includes a newspaper clipping of a poem Eddy composed, illustrated with several small, refined drawings and titled "This Is the House That Jack Built."

The Shelter Island (N.Y.) photograph albums contain portraits of young female vacationers, pictures of visitors enjoying leisure activities on and around a beach, and views from the steam yacht Meteor.

The Shelter Island (N.Y.) photograph albums contain 188 pictures taken during a visit to Shelter Island around the late 19th century. Volume 1 (26cm x 22cm) contains 98 photographs from an Original Kodak or Kodak #1 camera and Volume 2 (32cm x 28cm) contains 90 photographs from a Kodak #2 camera, mounted 4 to a page. Each album has black covers with the title "Kodak" originally printed in gold on the front; the title on the second album has faded.

Both albums contain similar photographs of people enjoying outdoor leisure activities, particularly on a beach. Many items are informal portraits of young women alone or in pairs, often identified in manuscript captions. Women, men, and children are shown sitting and walking along the beach, wading in the water, riding in carriages, and watching baseball at "Jim-town," among other activities. The seaside hotel Manhausett House appears as does "the Casino." Several images are of spectators at a tennis pavilion. Of note are a group of images in the second album from a trip on the steam-powered yacht Meteor, including shots of passengers relaxing on deck and crew members. A monkey appears in one photograph in each of the albums. A photograph vendor's wagon appears on the beach, and a man is posed with a camera on a stand.