Lindsay Lohan as Sierra Belmont

Chord Overstreet as Jake Russell

George Young as Tad Fairchild

Jack Wagner as Beauregard Belmont

Olivia Perez as Avy

Alejandra Flores as Alejandra Carlisle

Sean J. Dillingham as Ralph

Chase Ramsey as Terry Carver

Bus Riley as Chestnut Vendor

Aliana Lohan as Bianca

Kate Rachesky as Heather

Oscar Rudecindo as Darius

Lonzo Liggins as Mayor Anand

Antonio D. Charity as Sheriff Borden

Blythe Howard as Dr. Layla Monroe

Allan Groves as Deputy

Cat Hammons as Louise

Sila Agavale as Howard

Rebecca Flinn-White as Additional Voices (voice)

Jane Autumn Bonner as Kid

McKenzie Steele Foster as Media #1

Elizabeth Adeola as Media #2

Robert Daniels as Curtis

Anthony Starzynski as Bodi

Camelia Somers as Skylar

Dakota Lohan as Belmont Guest (uncredited)