The letters mostly concern Winter's writings. Many items undated (years from acquisition information). Mostly addressed from New York; two items addressed from Blue Hill, Maine.

Krehbiel is sorry to hear about Winter's troubles. He will be in New York in time for the testimonial. Includes an envelope.

Krehbiel has heard of the death of Winter's son (probably Arthur Winter) and apologizes for missing the funeral. Includes envelope.

The letters mostly concern Winter's professional relationship with Lyman and the Tribune. Many addressed from or on letterhead of the New York Tribune and other locations in New York. Some items addressed to Winter in New York or in Mentone, California. (25) manuscript verse signed from H.L. (Hart Lyman). At top of leaf: To W.W. & H.E.K. (probably referring to Henry Edward Krehbiel). First line: I will not join this strife in rhyme. Undated; acquisition information indicates year of 1898.

Thanks Winter for his kind thoughts and mentions an annual book for the library. Includes an envelope.

Discusses working for the Tribune. Unsigned.