After securing The Inn at Longshore, director Jonathan Smith rewrote numerous scenes to fit the grounds, like the golf and kayak scenes.
After reading the script, multiple cast and crew members asked, "When does the film take place?" Director Jonathan Smith would always simply reply, "April 1st."
Cinematographer Jason Merrin shot the film while in town for his own wedding.
For a prop in one scene, director Jonathan Smith purchased a used triple stroller. After the shoot, he resold it for a $75 profit. Jonathan likes to joke that, if nothing else, the film earned $75.
Both the jail and courthouse scenes were shot at the Old Town Hall in Stamford, Connecticut. The basement of the building included an old drunk tank, but because the space had been turned into a storage unit, director Jonathan Smith shot the scene in the opposite direction and made the hallway to the holding cell look like the holding cell instead. Jonathan discovered the Old Town Hall because of its jail cell, but, because the building also happened to include an old courthouse, he also shot the marriage license scene there.