Three of the four items in this group are pocket diaries of the daily calendar type, kept by Shepherd for the years 1854, 1855, and 1859. Shepherd maintained his diaries faithfully; taken together, the three volumes bear entries for all but 23 days. Individual entries typically run from 25 to 40 words, though many are shorter and a few longer. Many of the entries treat the immediate events of Shepherd's life: his health, work, and occasional trips to Boston; news of his children and other acquaintances; memorable local events; the weather and other aspects of nature. There are also a good many observations on state and national politics, informed as a rule by Shepherd's own sympathies (he aligned himself with the Know Nothings and later with the Republicans, and was an ardent Abolitionist). Much of this commentary is supplemented by clippings pasted or inserted into the volumes. Finally, the diaries contain a good deal that is essentially introspective; most of this content is of a religious nature, bearing on themes of sin, salvation, and death. The diaries were also used for accounts and other personal financial data. The fourth volume in the group (1851-56) seems to be a kind of mourning notebook, with entries and clippings on the deaths of local and national figures (including Henry Clay and Daniel Webster).