Marvin Gaye's biography Divided Soul, the album is cited as a favorite and an inspiration for his posthumously released "ballad" album Vulnerable along with Billie Holiday's Lady in Satin. Claus Ogerman considered In the Wee Small Hours to be "the pinnacle of everything in pop music." Cover artwork In the Wee Small Hours' cover artwork has been subject to many interpretations and homages over the years. Andy Williams' 1959 album Lonely Street features Williams posing for the cover art of his album in a similar fashion as Sinatra did for In the Wee Small Hours; the release also features a recording of Williams performing "In the Wee Small Hours of the Morning". Tom Waits has named In the Wee Small Hours one of his favourite albums. His second album, The Heart of Saturday Night, released in 1974, features a cover artwork painted by Lynn Lascaro that is based on In the Wee Small Hours'. When Harry Nilsson's 1973 album A Little Touch of Schmilsson in the Night was reissued in 1988, its title was updated to A Touch More Schmilsson in the Night and a new cover artwork was painted by Steve Russell, based on In the Wee Small Hours'. The New Bomb Turks' 1993 split 7-inch vinyl with Sinister Six features a black and white photo manipulation of In the Wee Small Hours' original album artwork. Subsonics' 1993 album Good Violence features a new interpretation of In the Wee Small Hours' cover art, painted by band members Buffi Aguero and Ronald Skutt, but with Sinatra holding a syringe instead of a cigarette. In the Wee Small Hours' album cover appears in the 2001 Cameron Crowe film Vanilla Sky during the final scene when Tom Cruise's character David Aames jumps off a building and sees his life flashing by. Kurt Elling's 2007 album Nightmoves' cover art features Elling posing for a photograph with the same pose as Sinatra did on In the Wee Small Hours; the release also features a recording of Elling performing "In the Wee Small Hours of the Morning". Ogham Waite and The Amphibian Jazz Band's 2011 live album Live at the Gilman House features a cover art painted by Darrell Tutchton that is based on In the Wee Small Hours'. Canadian-American melogaze band Vision Eternel also based the cover artwork of their 2020 concept extended play For Farewell Of Nostalgia on In the Wee Small Hours',