| 1 | 1 | Correspondence — Family (1863-1949) |
| 2 | Correspondence — Winston Churchill (1919, 1930) |
| 3 | Correspondence — S.B. Hoskins, Incoming (1917-1918) |
| 4 | Correspondence — S.B. Hoskins, Incoming (1920-1923, ca. 1930, 1944-1948, 1957) |
| 5 | Correspondence — S.B. Hoskins, Outgoing (1917) |
| 6 | Correspondence — S.B. Hoskins, Outgoing (1918) |
| 7 | Correspondence — S.B. Hoskins, Outgoing (undated) |
| 8 | Correspondence — Postal and Greeting Cards (1917-1943) |
| 9 | Correspondence — Miscellaneous Covers |
| 2 | 1 | Military Documents (1917-1919) |
| 3 | 1 | Diaries & Daybooks (ca. 1913) |
| 2 | Diaries & Daybooks (1917-1918) |
| 3 | Diaries & Daybooks (1927-1928) |
| 4 | Diaries & Daybooks (1944-1945) |
| 5 | Diaries & Daybooks — Manuscript |
| 6 | Diaries & Daybooks — Typescript |
| 7 | Diaries & Daybooks — Review |
| 4 | 1 | Printed Matter — General (1890-1949) |
| 2 | Printed Matter — Genealogy (1917) |
| 5 | 1 | Newspaper clippings (1918-1946) |
| 6 | 1 | Miscellaneous — General (1918-1960) |
| 2 | Miscellaneous — Financial Items (1911-1949) |
| 3 | Miscellaneous — Scrapbook Items |
| 4 | Miscellaneous — Drawing (1916 ) |
| 7 | 1 | Photographs — Loose snapshots, Hoskins Family (1861-1930) |
| 2 | Photographs — Loose snapshots, New Haven, Connecticut (1907) |
| 3 | Photographs — Loose snapshots, France (1917-1918) |
| 4 | Photographs — Loose snapshots, Tampa, Florida (1920) |
| 5 | Photographs — Loose snapshots, Medical (1915-1920) |
| 6 | Photographs — Loose snapshots, Miscellaneous (1907-1935) |
| 7 | Photographs — Loose snapshots, album source, New Haven, Connecticut (1900-1937) |
| 8 | Photographs — Loose snapshots, album source, France (1917-1918) |
| 9 | Photographs — Loose snapshots, album source, Washington, D.C. (1916) |
| 10 | Photographs — Loose snapshots, daybook source (undated) |
| 11 | Photographs — Album source, Mrs. P.T. Hoskins (ca. 1860-1890) |
| 12 | Photographs — Album, New Haven, Connecticut (1907) |
| 13 | Photographs — Album, Washington, D.C. (1915-1917) |
| 14 | Photographs — Album, France (1917-1918) |
| 15 | Photographs — Loose album sheets (undated) |
| 16 | Photographs — Photographic postal cards (1918-1920) |