Although the story is set in Massachusetts, the main filming took place in Wilmington, North Carolina, and the surrounding areas. This included locations such as Fort Fisher, the Cape Fear Country Club (for the Debutante ball), Wrightsville Beach, Padgett Station (the bus station for Taylor), Russell's Quik Stop (a convenience store), and the Porters Neck area.
The debutante ball plot-line is not present in the first book; it was created exclusively for the first season of the show. Jenny Han, the author of the books, mentioned that she appreciated the concept of a debutante ball as a symbol of Belly's transition into womanhood, which is its traditional significance.
On June 8, 2022, it was announced that Season 2 had been greenlit nine days before Season 1 aired.
Taylor Swift released the song "This Love (Taylor's Version)" in conjunction with this show's trailer, which features the song. The song is the second track released from the forthcoming re-recording of her '1989' album.
Lola Tung fractured her foot while filming a flashback scene in the first episode. She had to wear a boot while filming some scenes afterwards.