Oliver Warbucks – David Marshall

Grace Farrell – Ruth Choate

Lily St. Regis – Megan Record

Annie – Anna Whitestone

Agatha Hannigan – Colleen Mahan
Rooster Hannigan – Danny Gay
Orphans:
Molly 1 – Jackie Senft
Molly 2 – Ava Degen
Kate 1 – Ilanna Gray
Kate 2 – Leah Charland
Tessie 1 – Ayla Gungor
Tessie 2 – Evelyn Smith
Pepper 1 – Greer Slater
Pepper 2 – Amara Beganny
July 1 – Riley Fyfe
July 2 – Josie Charland
Duffy 1 – Maeve Burgess
Duffy 2 – Hannah McAdam Ensemble:
Bonnie Boylan – Kathryn Ross
Ronnie Boylan – Phoebe Armillotti
Connie Boylan – Heather Pape
Dog Catcher – Zachary Hodge
Ickes/Bundles – Henry Quintal
FDR – Tim Ryan
Frances Perkin – Cindy McAdam
Annette – Maya Veilleux
Maid – Alec Lyons
Apple Seller – Dayla Davis
Usherette – Sinead Callahan
Morganthau – Jocelyn Gray
Howe – Nancy Kenneally
Woman 2 – Amy Hamlin
Cecille – Alexa Gallant
Bert Healy – Jim Wright
Mrs. Greer – Cindy Dunham
Mrs. Pugh – Ginger Smith
Sophie – Amy Griswold
Hull – Rebecca Singer
Drake – Andy Tolman Kids Ensemble:
Assistant Dog Catcher – Joseph “Jo” Cothen
pickpocket – Avery Hamlin
Wacky – Oliver Hamlin
pickpocket – Mackenzie Barton
pickpocket – Lydia Griswold

pickpocket – Kya Robitaille