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This photograph album, compiled by Eunice Kennedy, documents events in the lives of the Kennedy family from 1927 to 1946. An original typed inscription taped to the inside front cover reads, "I should appreciate it if no one remove pictures from this book. If you do so, it will not be so interesting for other people. Personally, I should like to keep all the pictures to look at myself, because as you know we lost all the moving pictures of you children. Many of these pictures have been lost in the past, due to the clamor of newspapermen, so please do not remove any more. Thank you. Rose Kennedy." Those pictured in photographs include Eunice Kennedy; her parents, Rose Fitzgerald Kennedy and Joseph P. Kennedy, Sr.; her siblings, Joseph P. “Joe” Kennedy, Jr., John F. “Jack” Kennedy, Rosemary Kennedy, Kathleen Kennedy, Patricia “Pat” Kennedy, Robert F. “Bob” Kennedy, Jean Kennedy, and Edward M. “Ted” Kennedy; her grandparents, John F. “Honey Fitz” Fitzgerald and Mary Josephine Hannon Fitzgerald; and family friends, including Tom Killefer, former Boston Police Commissioner Joseph F. Timilty, Patricia “Pat” Skakel, Ethel Skakel, Hugh Fraser, Torbert “Torb” Macdonald, John J. "London Jack" Kennedy, John Jacob "Jakie" Astor, and Tom Egerton. Of note are photographs of Joe, Jr., dressed in drag with his Harvard University football teammates; Rose, Jack, and Eunice in Rio de Janeiro, Brazil; Jack with his parents and grandparents on the night of his victory in the 1946 primary election for the Massachusetts 11th Congressional District; Joe, Jr., and Kathleen in Spain; the entire Kennedy family at the Hôtel du Cap-Eden-Roc in Antibes, France, and other locations during a trip to the French Riviera; and the family at their residence in Palm Beach, Florida. Original handwritten captions are written in blue ink on the leaves beneath some photographs. This photograph album contains 58 photographic prints.

This guest book contains signatures and handwritten notations in black or blue ink and pencil from visitors to the Kennedy family home in Hyannis Port, Massachusetts, from 1940 to 1947, including friends, family, and associates. The front cover features the engraved title, “Guest Log,” as well as a printed list titled, “Rules of This Tavern.” Those who signed the guest book include: George S. Seabury; Nancy Tenney; Cyrus R. “Cy” Taylor; Phyllis “Phyl” Childs; Blair Clark; Eben W. Pyne; Charlotte McDonnell; Marie Murray; Richard J. “Dick” Cotter; John “Johnny” Coleman, Jr. (also known as “Zeke”); Kirk LeMoyne “Lem” Billings; Danuta Zoltowska; Nelson Macy, Jr.; Muriel “Mew” Macy; Torbert Macdonald; Frazier L. O’Leary, Jr.; David O. Puckett; Phil Perabo, Jr.; Tom Killefer; Lenore Conway; Max O’Rell Truitt; Rosalind M. Fitzgerald; Joseph F. “Joe” Timilty; Mary Jo Gargan; Paul J. Chase; Harriet “Etsie” Wells; Robert W. “Mac” Macnamara; Peggy Edgerton-Bird; Peter L. “Pete” MacLellan, Jr.; James A. “Jim” Reed; Leonard “Lenny” Thom; George H. R. “Barney” Ross; Julia Read; Catherine “Kay” Thom; Ewell Sale; Diana Mowrer; Mary Cremmen; Walter J. Cummings, Jr.; Lydia Langer; Louise Tinsley “Tinnie” Steinman; Edith “Edie” Klugh; Mark J. Dalton; Peter W. Hoguet; Dean F. Markham; Mila Leslie Carolan; Betsy Flynn; Leo M. Flynn; Marjorie Cummings; Leonard Cummings; Wallace J. “Wally” Flynn; Cleo A. O’Donnell; Nicholas “Nick” Rodis; Thomas H. “Chip” Gannon; Edward “Ned” “Wewey” Dewey; Helen Sullivan; James F. “Jim” Noonan; Kenneth P. “Ken” O’Donnell; Charles R. “Chuck” Glynn; Alison “Ally” Pyne; and John T. “Jack” Fallon.

This photograph album, compiled by Kathleen “Kick” Kennedy, documents various moments in the lives of the Kennedy family between 1922 and 1944, with most materials dating between 1931 and 1944. The gold stamped title on the cover reads, “Photographs.” Photographs capture Kathleen with family and friends at the Kennedy family’s residences in Hyannis Port, Massachusetts; Bronxville, New York; and Palm Beach, Florida. Other photographs capture family members and friends in Plymouth, Massachusetts; at the American Embassy in London, England; aboard an ocean liner traveling from England to the United States; and at various other locations. In addition to Kathleen, those pictured include her parents, Joseph P. Kennedy, Sr., and Rose Fitzgerald Kennedy; her grandparents, John F. “Honey Fitz” Fitzgerald and Mary Josephine Hannon Fitzgerald; her siblings, Joseph P. “Joe” Kennedy, Jr., John F. "Jack" Kennedy, Rosemary Kennedy, Eunice Kennedy, Patricia “Pat” Kennedy, Robert F. “Bobby/Bob” Kennedy, Jean Kennedy, and Edward M. “Ted” Kennedy; her aunt, Agnes Fitzgerald Gargan, and uncle, Joseph Francis Gargan, Sr.; her cousins, John F. “Jackie” Fitzgerald, Marion Eunice Fitzgerald, Mary Jo Gargan, Joseph Francis “Joey” Gargan, Jr., and Ann Gargan; nanny to the Kennedy children, Katherine “Kicko/Kiko” Conboy; governesses to the Kennedy children, Alice Cahill and Elizabeth Dunn; nurse to the Kennedy children, Luella Hennessey; and Kennedy family friends, Edward E. Moore, Sally Bottomley, Anne McDonnell, Mary Frances "Sancy" Falvey, Grover Loening, Tom Killefer, Kirk LeMoyne “Lem” Billings, Max O’Rell Truitt, Paul Jerome "Boogie" Chase, Harriet “Etsie” Wells, David L. “Dave” Hackett, and Michael J. “Mike” Egan. Other friends identified in original captions and inscriptions include Mary Louise Ghert, Mary Hubbard, Donald “Donny” Cobb, Tommy Dean, Joey Crowley, Jean Duff, “Rita,” “Jimmy,” “Frances,” “Frankie,” and “Barbara,” as well as a woman named “Mrs. Greene,” identified as Jean’s godmother. Also pictured are horses and other animals, including two of the Kennedy family’s dogs, Fury and Spooky, as well as boats, including Joseph P. Kennedy, Sr.'s yacht, the “Davilis.” Original handwritten captions are written in blue and black ink and pencil on many of the leaves and on the versos of some photographs. This photograph album contains 191 photographic prints and three photographic postcards.

This photograph album, compiled by Kathleen "Kick" Kennedy, documents her life, travels, and social activities from 1939 to 1942. Photographs document time spent at the Kennedy family’s residences in Palm Beach in Florida, Hyannis Port in Massachusetts, and Bronxville in New York; aboard the S.S. Washington en route to New York City, New York, from Europe; at the 1939 New York World’s Fair; in Sainte-Marguerite-du-lac-Masson in Quebec, Canada; at the Maryland Hunt Cup near Reisterstown, Maryland; at the Berkshire Music Festival (now called the Tanglewood Music Festival) in Lenox, Massachusetts; at Bailey’s Beach in Newport, Rhode Island; as a bridesmaid in the wedding of Kennedy family friend, Anne McDonnell, to Henry Ford II, in Southampton, New York; at the Edgartown Regatta on Martha’s Vineyard, Massachusetts; on a camping trip in Wise River, Montana; on a trip to England; at the Beachcomber Lounge in Boston, Massachusetts; at Club Waikiki in New York City; at the Scranton family estate in Scranton, Pennsylvania; on Lake Minnetonka in Minnesota; at the Coleman and Schweppe family estates in Lake Forest, Illinois; and at parties at both Kathleen’s apartment and the apartment of Kennedy family friend Inga Arvad in Washington, D.C. Other locations pictured include Narragansett, Rhode Island; Greenwich, Connecticut; Lexington and Chatham, Massachusetts; Seminole, Florida; Philadelphia, Pennsylvania; and Charleston, South Carolina. Family members pictured in photographs include Kathleen’s parents, Joseph P. Kennedy, Sr., and Rose Fitzgerald Kennedy; her siblings, Joseph P. “Joe” Kennedy, Jr., John F. “Jack” Kennedy, Eunice Kennedy, Patricia “Pat” Kennedy, Robert F. “Bob/Bobbie” [sic] Kennedy; Jean Kennedy, and Edward M. “Ted/Teddy” Kennedy; her grandparents, John F. “Honey Fitz” Fitzgerald and Mary Josephine Hannon Fitzgerald; and cousin, Joseph Francis “Joey” Gargan, Jr. Over one hundred friends and acquaintances also appear in photographs, many of whom are identified in original captions. Those who appear more than once within the album include: Edward E. Moore and Mary Moore; Tom Killefer; Torbert "Torb" Macdonald; Richard J. “Dick” Cotter, Jr.; Nancy Van Vleck; Beverly A. “Bev” Bogert; C. Z. “Cizzie” Cochrane; John “Zeke” Coleman, Jr.; Nancy Tenney; Charlotte McDonnell; Francis Huger “Mac” McAdoo, Jr.; Cynthia “Cynth” McAdoo; Kirk LeMoyne “Lem/Leem” Billings; Thomas Henry “Harry” Dixon; John “Johnny” Pyne; Appie Whitney; Eben Pyne; Alison “Allie/Ally” Pyne; Cammann “Cam” Newberry; Constance “Connie” Shepard; James Ayer “Jim” Rousmaniere; Helen MacDonald; Marie Murray; Cyrus Robinson “Cy” Taylor; Nelson Macy, Jr.; William Fuller “Bill” Borland; George Morris Cheston; William Warren “Bill” Scranton; Abbott Widdicombe; Gaspard d’Andelot “Don” Belin; Harriet Bundy “Hattie” Belin; Stanley Rogers “Stan” Resor; Anne Reed; Charles Alfred “Chuckie/Chucky” Pillsbury; Jane "Pil" Pillsbury; Muriel Macy; Demarest "Demi" Lloyd, Jr.; George Houk Mead, Jr.; Richard R. “Dick” Flood; Elizabeth Wayne “Betty” Coxe; Charles “Chuck” Spalding; Inga Arvad; and Mary Dickey. Also pictured are industrialist Henry Ford, British Prime Minister Winston Churchill, and Clementine Ogilvy Spencer Churchill. Original handwritten captions are written in black ink on many of the leaves. This photograph album contains 636 photographic prints and two photo fragments.

This scrapbook, compiled by Joseph P. “Joe” Kennedy, Jr., documents his education, travels, and family life from 1938 to 1941. The gold stamped title on the cover reads, "Scrap Book." It contains photographs of and printed ephemera related to trips to Europe in 1938 and 1939; his election as a Massachusetts delegate to the 1940 Democratic National Convention; his enrollment at Harvard Law School in 1940; and time spent with family and friends at the Kennedy family residence in Palm Beach, Florida, and on trips to St. Moritz, Switzerland, and the French Riviera, including at the Hôtel du Cap-Eden-Roc in Antibes, France. Other destinations pictured in photographic prints and postcards include Mexico, Spain, Poland, Ireland, Bulgaria, Hungary, Italy, and California. Of note are photographs of the Argelès-sur-Mer concentration camp for Republican refugees in Argelès-sur-Mer, France, which Joe, Jr., visited before touring Spain in the final months of the Spanish Civil War, as well as a photograph of Rose Fitzgerald Kennedy christening the Esso Richmond, a new tanker ship, alongside her parents, John F. “Honey Fitz” Fitzgerald and Mary Josephine Hannon Fitzgerald, and her daughter, Eunice Kennedy. Printed ephemera pasted into the scrapbook include invitations to various parties, receptions, luncheons, dinners, weddings, meetings, and banquets, including an event at Buckingham Palace; fliers for discussions, rallies, and debates featuring Joe, Jr., that were held by organizations including College Men for Defense First, Brotherhood of Temple Ohabei Shalom, and the Young Democrats of Massachusetts; Spanish paper currency; and telegrams regarding political events and rallies sent by representatives of both State and National Democratic Committees. Other Kennedy family members and friends pictured in photographs and clippings include Joseph P. Kennedy, Sr.; John F. Kennedy; Rosemary Kennedy; Kathleen Kennedy; Patricia Kennedy; Robert F. Kennedy; Jean Kennedy; Edward M. Kennedy; Torbert Macdonald; Hugh Fraser; Tom Killefer; Tom Egerton; and Diana Maria Gerli. Loose materials include a photographic postcard from Sofia, Bulgaria and Shawmut Bank promotional material, possibly a bookmark. The scrapbook contains 133 photographic prints (including a contact print of a strip of three 35mm black and white negatives, and one photo fragment); 32 photographic postcards; and 62 pieces of ephemera, including invitations, correspondence, telegrams, tickets, newspaper clippings, calling cards, advertisements, programs, and fliers.