A Tangled Web is a novel by L. M. Montgomery. It is one of the few books she published that was written mainly for adults. It centers on a community consisting mainly of two families, the Penhallows and the Darks. Over three generations, 60 members of the Penhallow family have married 60 members of the Dark family, creating a tangled web of relationships and emotions.

The book was not as financially successful as Montgomery's earlier works as it was released after the Wall Street crash of 1929.[1] Parts of the book were adapted from a short story that L.M. Montgomery had released earlier: "A House Divided Against Itself" which appeared in The Canadian Home Journal in March 1930.[2] The Penhallow family is also mentioned in "The Winning of Lucinda" from Chronicles of Avonlea (1912).