These are the books (and other media) which makes up the Callahan's Series by Spider Robinson.

The "full set" of Callahan's books includes the following:

In addition to the Callahan's books, there were two other set in the Callahan's universe centered around Lady Sally's Place:

The Lady Sally's books both place before Callahan's Secret in parallel with the stories in Callahan's Crosstime Saloon and Time Travelers Strictly Cash. The narratives and characters merge in Callahan's Secret and staring in that book there is only a single narrative. The video game also takes place in the same general timeframe.

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