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This collection is made up of correspondence related to Ira Blake of Chester, Vermont, and his descendants, and is divided into three main groups: letters between Ira Blake and Mary Seamans, his future wife; letters to Frances Blake, their daughter; and letters by Ormond and Oscar Colony, Frances's sons. The Blake letters relate to Ira and Mary's courtship and to news of their families in New England, and the Colony letters pertain to the brothers' experiences traveling to and living in Colorado during the Civil War.

This collection (131 items) is made up of correspondence related to Ira Blake of Chester, Vermont, and his descendants, and is divided into three main groups: letters between Ira Blake and Mary Seamans, his future wife (8 items); letters to Frances Blake, their daughter (30 items); and letters by Ormond and Oscar Colony, Frances's sons. The Blake letters primarily concern courtship and family news in New England, and the Colony letters pertain to the brothers' experiences traveling to and living in Colorado during the Civil War.

The Blake correspondence (38 items) relates to Ira Blake's immediate family. In 1807, during their courtship, Ira Blake and Mary Seamans exchanged 8 letters about their relationship and separation. The remaining 30 items are mostly letters to Frances Blake (later Colony) containing personal and family news, with the exception of one letter by [G.]S. Barstow to "Mr. Stutevant" relating to information about local deaths from 1859-1861 (December 30, 1864). The majority of the letters are from Mary Blake (later Mary Moore), Frances's mother, and Cyrus Blake, a friend who wrote of life in Roxbury and Boston, Massachusetts, and who provided a list of items he purchased for Frances, along with each item's cost (August 12, 1831).

The Colony correspondence (103 items) chiefly consists of letters that Ormond and Oscar Colony wrote to their family in Keene, New Hampshire, while living in Central City, Colorado, during the Civil War. Winslow J. Howard wrote the earliest letter to the twins' brother Lewis; he described the city of Santa Fe, New Mexico (May 16, 1859). Oscar and Ormond Colony wrote the remainder of the letters. Ormond departed from New Hampshire in the summer of 1862 and wrote several letters from Saint Joseph, Missouri, before embarking on an overland journey to Colorado. He traveled in covered wagons across the Great Plains, which he described in a lengthy composite letter composed after his arrival in Central City, Colorado (June 3, 1862). His first work in Colorado required occasional journeys in the mountains to survey potential routes for the Pacific Railroad. He wrote about his daily life in the town, mentioning its gold mines and describing the surrounding scenery.

Oscar joined Ormond in early December 1862, and the brothers continued to provide their family with updates on their everyday lives and local news, including at least one report of a trial (October 20, 1863). On December 25, 1862, Ormond drew a detailed picture of their home and shop, complete with sketches of their merchandise, which included stuffed mountain birds and fiddles. Oscar shared a related drawing of a covered wagon pulled by two mules, captioned "…our gilded chariot, and we are inside, but you can't see me" (October 16, 1863). The pair also took several trips throughout the surrounding area. On two occasions, they described the perils of cross-country railroad travel, which included fatal Indian attacks (December 6, 1864), causing Ormond to remark that he wanted the Indians "wiped out" (December 11, 1864). The twins also occasionally commented on the Civil War and contemporary politics. While in Missouri, Ormond mentioned a local military unit and the effects of martial law, and in Colorado they occasionally saw military recruiters and wrote about the public's view of the war. On January 8, 1864, Ormond shared his belief that future politics would be difficult because of problems posed by African Americans, Native Americans, and Mormons. In his final letters, written in or around 1865, he revealed his plans to return to New Hampshire following the closing of his business ventures in Colorado.

Undated material includes several letter fragments and drawings. Among the latter are a valentine and a poem; a surreal drawing depicting "A Dream;" a picture of a man driving a mule behind two men carrying long guns; and a drawing of the Pikes Peak Stage labeled "Mr. Aged Individual Candidate for Pikes Peak." Other items include a newspaper clipping regarding Howard & Colony's jewelry products and a printed advertisement for Winslow J. Howard's jewelry business in Santa Fe.

Marion Shipley compiled this volume while a pre-adolescent and teenager in Portsmouth, New Hampshire. She made collages and colored pencil drawings of domestic scenes, exteriors of residences and gardens, animals, and more. The volume also includes diary entries relating to her social life, humor, and experiences at a school at or near the Naval Academy in Portsmouth. She wrote about getting in trouble in class, passing notes, and flirtatious or romantic relationships. Shipley also pasted and laid in correspondence sent to her by young men courting her, and she added brief comments in the volume speaking to her current romantic interests. Several newspaper clippings also feature male actors and royalty, providing additional information about teenage romantic exploration.

Marion Shipley compiled this volume while a pre-adolescent and teenager in Portsmouth, New Hampshire. She made collages and colored pencil drawings of domestic scenes, exteriors of residences and gardens, animals, and more. The volume also includes diary entries relating to her social life, humor, and experiences at a school at or near the Naval Academy in Portsmouth. She wrote about getting in trouble in class, passing notes, and flirtatious or romantic relationships. Shipley also pasted and laid in correspondence sent to her by young men courting her, and she added brief comments in the volume speaking to her current romantic interests. Several newspaper clippings also feature male actors and royalty, providing additional information about teenage romantic exploration.

The first page is inscribed "Marion Shipley's Picture Book. Naval Academy, November 1898," and is followed by a section of drawings and collaged scenes. The collages include colored pencil drawings of the exterior of residences and gardens; a river scene with boats, bridges, and monuments; a church; a tent (an exhibition tent?); a circus; a kitchen; and living rooms. These have printed clippings of animals, furniture, boats, women and children, crowds, circus entertainers, cars and wagons, and vegetation pasted in. One loose page tipped into the volume is titled "THE FAMILY NEXT DOOR!!!" and features clippings of young children crying, swearing, and being spanked, with added pencil annotations. Other pages are filled with colored pencil drawings of birds and animals, a fishing boat, a horse-drawn vehicle, buildings, a decorated tree, and faces.

Shipley also documented the social life of adolescent boys and girls in her circle, in particular their play at school and their emerging romantic interests. Page 35 is dated June 1, 1907, and is labelled "PRIVET. NO TRESPASSING. ALL RIGHTS RESERED [sic]. For Spelling & Writing." It is followed by a diary entry dated June 7, 1907, describing Shipley's day at school, where she commented on having a substitute teacher, getting in trouble, disliking spelling, and drawing pictures of each other's backs and passing it in the class. The passed note is laid into the volume, featuring six pencil drawings of the back of girls' heads to show their hairstyles, each identified by the girl's names and age. One is of Shipley. She used rebus drawings and numerical substitutes to replace foul language (e.g. "7734" for "Hell"). On page 39, Shipley recorded her favorite expression of 1907, "23 SKIDOO & STUNG," and noted students in her school passing slips pairing boys and girls who apparently liked each other. She claimed to not "like any of the boys in the whole school" of about 400 students. This is followed by two columns of names, one for boys and the other for girls.

Shipley included a number of love letters sent to her. On pages 37 and 38 she affixed five letters (by pasting in the envelopes) from Ralph Dana, sent during his stay at the Hawthorne Inn of Gloucester, Massachusetts, from July to September, 1906. He wrote of local entertainments, engagements with friends, his romantic interest in her, guarded concerns about her activities and who she was spending time with, and his suspicion that she did not reciprocate his feelings. Shipley wrote beneath the letters: "These are some letters I got from who was my best fellow. He is not now. My letter were just as bad to his as his were to me. Now I just love H. S. C. (His picture is in the back of my watch) & have every since June of 1907 & this is Jan. 1908." Shipley also laid in nine pieces of correspondence from a suitor named John, mostly dated from early February 1908. They profess his love for her, ask if she loves him, and request kisses. One is on a piece of paper cut in the shape of a heart, and three others include hearts and arrows painted in gold metallic paint. One letter signed "Fred" is addressed to "K," expressing excitement about her upcoming visit and requesting a photo of a beautiful girl. A doily and a page from a calendar with a quote from the Merchant of Venice is also tipped into the volume.

The final diary entry is written on page 41, where Shipley notes attending Hamlet, which she mentioned liking almost as much as Peter Pan. Elsewhere in the volume, Shipley tipped in newspaper clippings of the actor E. H. Sothern and Dom Manuel II, King of Portugal.