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| Oak Cast | Pine Cast | |
| Cinderella | Juliet Schonhoff | Emma Foughty |
| Jack | Joshua Patterson | Jonathan Rizzo |
| Jack’s Mother | Layla Rorem | Kendall Cousins |
| Baker | Jack Schonhoff | Geoffrey Choate |
| Baker’s Wife | Lydia Long | Sarah Jensen |
| Little Red Riding hood | Lainey Gerard | Christine Sullivan |
| Witch | Maren Flechsig | Arianna Sy |
| Cinderella’s Mother/Granny | Hannah Patterson | Phoebe Choate |
| Narrator/Mysterious Man | Kevin Hyland | A’myeh Fisher-Jeff |
| Rapunzel | Skyler Gerard | Olivia Smith |
| Steward | William Choate | Aidan Laird |
| Stepmother | Juliet Eidson | Darron Choate |
| Florinda | Sabra Armstrong | Olivia Yarbrough |
| Lucinda | Avery McElya | Allie Turner |
| Rapunzel’s Prince/Cinderella’s Father | Isaiah Baumann | Andrew Sullivan |
| Cinderella’s Prince/Wolf | Noah Sowalskie | Cade Sturgeon |
