Into the Woods


Music & Lyrics by Stephen Sondheim | Book by James Lapine

Happily-ever-after comes at a price when classic fairy tales collide in Into the Woods!

What do a cow as white as milk, a cape as red as blood, hair as yellow as corn, and a slipper as pure as gold have in common? A baker and his wife’s wish for a child lead them Into the Woods on a magical journey to reverse a curse. Along the way they meet two princes, Red Riding Hood, Jack (and the Beanstalk), Rapunzel, and Cinderella, each pursuing their own wish, in Stephen Sondheim’s magical tale of love and adventure.

Friday, March 18, 2022 at 7:30 PM
Saturday, March 19, 2022 at 7:30 PM
Sunday, March 20, 2022 at 3:00 PM
Maryland Hall | 801 Chase Street, Annapolis, MD

Annapolis Opera Into the Woods

Post-Performance Conversation

We invite you to join Annapolis Opera’s Artistic and Music Director, Craig Kier, with members of the cast for a brief conversation following the Sunday matinee performance. This conversation will commence shortly after the performance concludes. Guests are encouraged to move downstage to the front of the theater where the Q&A will be held. We look forward to seeing many of you after the performance!

The Annapolis Opera is committed to providing our patrons, staff, and performers the safest environment possible. To create a safe space for all, the Opera requires all patrons to provide proof of vaccination card or a negative PCR/Rapid Antigen Test taken within 48 hours of entry to all Opera events. This may be provided as a picture of your vaccination card or test results dated on your cell phone or showing your card or documented test results in paper form at the check in desk prior to entry. The Opera requires all staff and performers to meet these standards. Directional signs will assist patrons to locate the entry points for check in.

In addition, and in compliance with each venue’s COVID-19 policy, audience members are required to wear masks in all indoor spaces, regardless of their vaccination status.

Please note that if you do not have proof of vaccination or proof of a negative test taken within 48 hours, you will not be allowed to attend.


Dean Anthony

Dean Anthony
Narrator/Mysterious Man

Emma Grimsley

Diana DiMarzio
Jack’s Mother

Patrick Kilbride
The Baker

Erin Ridge
Tim Mix

Colleen Daly
The Baker’s Wife

Natasha Ramirez Farr
Cinderella’s Stepmother

Patricia Hengen

Erin Ridge

Timothy Mix
Cinderella’s Father

Kylee Hope Geraci
Little Red Riding Hood

Arianna Zukerman
The Witch

Jesse Mashburn
Cinderella’s Mother/

Paul La Rosa
Wolf/Cinderella’s Prince

Denique Isaac

Brandon Lockhart
Christopher Hartung

Brandon Lockhart
Rapunzel’s Prince

Christopher Hartung
The Steward

Alicia Woodberry
Snow White

Daisha Togawa
Sleeping Beauty


Craig Kier
Dean Anthony
Glenn Avery Breed
Christopher Brusberg Annapolis Opera

Craig Kier

Dean Anthony

Glenn Avery Breed
Costume Designer

Chris Brusberg
Lighting Designer

Costumes Provided By: Wardrobe Witchery
Set Provided By: Stagecraft Theatrical

Music and Lyrics by STEPHEN SONDHEIM | Book by JAMES LAPINE

Originally Directed on Broadway by James Lapine
Orchestrations by Jonathan Tunick

Original Broadway production by
Heidi Landesman – Rocco Landesman – Rick Steiner – Anthony Fisher – Frederic H. Mayerson – Jujamcyn Theaters
Originally produced by the Old Globe Theater, San Diego, Ca.

Into the Woods is presented through special arrangement with Music Theatre International (MTI). All authorized performance materials are also supplied by MTI.



Speakers: Sarah Kilduff & Kelly Topita

Saturday, February 26, 2022 at 3 PM
Maryland Hall, Room 308 | 801 Chase Street, Annapolis, MD

For thousands of years people of all ages have been transfixed by fairytales, but what gives these stories their unique power of enchantment? Compare how the stories of Little Red Riding Hood, Jack and the Beanstalk, Rapunzel, and Cinderella have changed over time as we explore the common themes and symbols of fairytales serving as touchstones for societal values across different cultures.


Speaker: Craig Kier, Annapolis Opera Artistic & Music Director

Saturday, March 5, 2022 at 3 PM
Maryland Hall, Room 308 | 801 Chase Street, Annapolis, MD

Artistic and Music Director Craig Kier leads a discussion that explores the uniqueness of the late Stephen Sondheim and his Tony Award winning musical, Into the Woods. Part of an oeuvre that reinvented the American Musical, Into the Woods premiered in 1987 on Broadway where it ran for 764 performances. Maestro Kier discusses how Sondheim and librettist-director James Lapine use familiar fairy tales in entirely new ways with a delightfully twisted plot and gorgeous music that leaves us all considering others more deeply, while affirming the importance of community values.


Speaker: Hannah Epstein

Friday, March 18, 2022 at 6:30 PM | Sunday, March 20, 2022 at 2 PM
Maryland Hall, Room 308 | 801 Chase Street, Annapolis, MD

Please note that there will be no Pre-Show Talk on Saturday, March 19.

Musical theater aficionado, Hannah Epstein will unveil the underlying elements and messages of Into the Woods. What was the impetus for the creative team of Stephen Sondheim and James Lapine, for using beloved fairy tales for the context of their storytelling? Discover details about the plot, interesting musical elements of the score, and the storytelling of this acclaimed production.