A review in Publishers Weekly refers to Lucky and Squash as almost being "Emma meets Ferris Bueller's Day Off with wagging tails" and states that Birdsall's "genial, intimate storytelling instantly establishes a bond with readers".

[1] A Booklist reviewer compares the story's dog characters to Pyramus and Thisbe, lovers in Ovid's Metamorphoses who, frustrated by being separated by a wall, conspire to run away together.

A Publishers Weekly review refers to Lucky and Squash as almost being "Emma meets Ferris Bueller's Day Off with wagging tails" and states that Birdsall's "genial, intimate storytelling instantly establishes a bond with readers".

[1] An article in Kirkus Reviews suggests that Lucky and Squash is similar to a fairy tale in its narrative structure, language, and romantic wedding scene conclusion.

The reviewer calls the illustrations "pretty and sweet", but argues that they are too understated in their depiction of the dogs going on improbable adventures, such as snorkeling at the beach and riding in a hansom cab in Manhattan.

[7] Similarly, the Kirkus reviewer calls the illustrations charming and writes that they "have all the clever details that are Dyer's signature touch", noting specifically the lavender frames of Miss Violet's eyeglasses and the inclusion of the dogs' names on their collars.