Many of the letters concern Winter's work for the Gazette. Most on letterhead of the Saturday Evening Gazette.

Several concern papers Stoddard asks Winter to write. (1-2) Addressed from Mattapoisett, Massachusetts; (3) on letterhead of the Office of The Aldine, New York; (4-5) on letterhead of the Department of Docks, New York; (6) addressed from New York; (7) no location included.

Many concern writings of both Webb and Winter; several refer to a library in Nantucket. Many on letterhead of Nantucket and various clubs in New York.

(1) Regarding the copyright of Thistle-down; (2) on a bill sent to Winter. Both on letterhead of Houghton, Osgood and Company, Boston.

The letters concern Winter's writings, several on a book about the Wallacks.

He encloses a transcript of a poem that was published December 20, 1861 (no longer enclosed). Letter initialed from D.N.H. On letterhead of the Transcript Office, Boston.