40 Dates and 40 Nights

About 40 Dates and 40 Nights

Ready to quit the dating scene altogether, burned-out Leah accepts her grandmother's outrageous challenge—40 dates in 40 nights in exchange for a year's rent—only to discover amidst the awkward dinners and unexpected sparks that her biggest obstacle to love is herself.

Andy Delaney's 40 Dates and 40 Nights is a 2026 comedy romance film. Bailee Madison stars as Leah Jones, Joel Courtney as Mason, Jack Schumacher as Jackson, and Luxy Banner as Bianca.

At 101 minutes long, it arrived in June 2026. Written by Sarah Howard. It was produced by Rebellium Films.

Shelv files it under true love, aunt niece relationship, grandmother granddaughter relationship, and wager.