Sunset Playhouse

With her boundless optimism, red curls, and unforgettable voice, Little Orphan Annie has charmed audiences for generations.
Set in 1930s New York City, this beloved Broadway classic follows Annie’s journey from the tough life at Miss Hannigan’s orphanage to the lavish home of billionaire Oliver Warbucks. Along the way, she proves that hope, heart, and a little bit of courage can change lives—even during the hardest times.
Featuring iconic songs like “Tomorrow” and “It’s the Hard Knock Life”, Annie is a joyful, family-friendly musical reminder that brighter days are always just around the corner.

An unforgettable musical adventure the whole family will cherish together!

Local Event: Annie

Milwaukee County

Wauwatosa

Wisconsin

Annie

With her boundless optimism, red curls, and unforgettable voice, Little Orphan Annie has charmed audiences for generations.
Set...

With her boundless optimism, red curls, and unforgettable voice, Little Orphan Annie has charmed audiences for generations.
Set in 1930s New York City, this beloved Broadway classic follows Annie’s journey from the tough life at Miss Hannigan’s orphanage to the lavish home of billionaire Oliver Warbucks. Along the way, she proves that hope, heart, and a little bit of courage can change lives—even during the hardest times.
Featuring iconic songs like “Tomorrow” and “It’s the Hard Knock Life”, Annie is a joyful, family-friendly musical reminder that brighter days are always just around the corner.

An unforgettable musical adventure the whole family will cherish together!

With her boundless optimism, red curls, and unforgettable voice, Little Orphan Annie has charmed audiences for generations.
Set in 1930s New York City, this beloved Broadway classic follows Annie’s journey from the tough life at Miss Hannigan’s orphanage to the lavish home of billionaire Oliver Warbucks. Along the way, she proves that hope, heart, and a little bit of courage can change lives—even during the hardest times.
Featuring iconic songs like “Tomorrow” and “It’s the Hard Knock Life”, Annie is a joyful, family-friendly musical reminder that brighter days are always just around the corner.An unforgettable musical adventure the whole family will cherish together!Two Performances: 2PM &amp; 7:30PM

November 16-17Rehearsals: Monday-Friday 7-10PM
Director: Brian Zelinski Stage Manager: Jan Szczepanski
All people auditioning will need to complete an audition form and bring it to the audition.

Local Event: AUDITIONS - The Play That Goes Wrong

AUDITIONS - The Play That Goes Wrong

November 16-17Rehearsals: Monday-Friday 7-10PM
Director: Brian Zelinski Stage Manager: Jan Szczepanski
All people auditioning...

Auditions: November 22 &amp; 23, 2026 Call Backs:&nbsp; November 24, 2026 Performances: March 4 – March 21, 2027 &nbsp; &nbsp;Director: Donna Daniels PRODUCTION TEAM:&nbsp;TBD

Local Event: AUDITIONS - Always a Bridesmaid

AUDITIONS - Always a Bridesmaid

Auditions: November 22 & 23, 2026 Call Backs:  November 24, 2026  Performances: March 4 – March 21, 2027    Director: Donna...

‘TWAS THE MONTH BEFORE CHRISTMAS by local playwright and actor, Doug Jarecki, takes a unique look at Joseph and Mary, The Three Kings, and the innkeeper leading up to that magical night in Bethlehem. We all know the story, but this play uses humor to re-imagine some of the lesser-known details. Did anyone have any doubts or fears? How did they overcome them? With a lighthearted look at ideas like faith, finding your place, and opening your heart, this story is a silly and sweet reminder of the true reason for the season.
‘TWAS THE MONTH BEFORE CHRISTMAS is sure to put you in the holiday spirit.&nbsp;
Suggested for ages 13 and up.

Local Event: 'Twas the Month Before Christmas

'Twas the Month Before Christmas

‘TWAS THE MONTH BEFORE CHRISTMAS by local playwright and actor, Doug Jarecki, takes a unique look at Joseph and Mary, The Three...

“Take Me Home” for the holidays with our tribute to one of one of your favorite singer-songwriters.

Local Event: Rocky Mountain High: A John Denver Christmas

Rocky Mountain High: A John Denver Christmas

“Take Me Home” for the holidays with our tribute to one of one of your favorite singer-songwriters.

“Take Me Home” for the holidays with our tribute to one of one of your favorite singer-songwriters.Two Performances: 2PM &amp; 7:30PM

“Take Me Home” for the holidays with our tribute to one of one of your favorite singer-songwriters.Two Performances: 2PM & 7:30PM

Johnny Rodgers presents treasured favorites and unexpected gems.
Join SideNotes superstar Johnny Rodgers for a festive musical journey filled with beloved classics, delightful surprises, and plenty of holiday spirit.
Added 2PM Matinee on Saturday, December 12, 2026.
<h6>Note: Due to&nbsp; a scheduling issue, the BoyGirlBoyGirl SideNotes Cabaret has been replaced by ‘TIS THE SEASON.&nbsp;</h6>
We thought you might like more information about Johnny Rodgers, our ‘TIS THE SEASON headliner. We are honored to have him perform on the Sunset stage once again.
Johnny Rodgers is an award-winning singer, pianist, songwriter and Broadway performer who has shared the stage with some of the world’s most celebrated entertainers.
He served as pianist and musical director for legendary performer Liza Minnelli, touring internationally with her and appearing in her Tony Award-winning Broadway production Liza’s at The Palace…! as a featured singer, dancer and songwriter. Rodgers also wrote the original song “I Would Never Leave You” for the production.
His career has taken him to Carnegie Hall, Lincoln Center and stages around the world.
Now a Waukesha resident, Johnny continues to perform and bring his extraordinary musical talents to audiences throughout the Milwaukee area.

Local Event: 'Tis The Season! Johnny Rodgers

'Tis The Season! Johnny Rodgers

Johnny Rodgers presents treasured favorites and unexpected gems.
Join SideNotes superstar Johnny Rodgers for a festive musical...

Johnny Rodgers presents treasured favorites and unexpected gems.
Join SideNotes superstar Johnny Rodgers for a festive musical journey filled with beloved classics, delightful surprises, and plenty of holiday spirit.
Added 2PM Matinee on Saturday, December 12, 2026.
<h6>Note: Due to&nbsp; a scheduling issue, the BoyGirlBoyGirl SideNotes Cabaret has been replaced by ‘TIS THE SEASON.&nbsp;</h6>
We thought you might like more information about Johnny Rodgers, our ‘TIS THE SEASON headliner. We are honored to have him perform on the Sunset stage once again.
Johnny Rodgers is an award-winning singer, pianist, songwriter and Broadway performer who has shared the stage with some of the world’s most celebrated entertainers.
He served as pianist and musical director for legendary performer Liza Minnelli, touring internationally with her and appearing in her Tony Award-winning Broadway production Liza’s at The Palace…! as a featured singer, dancer and songwriter. Rodgers also wrote the original song “I Would Never Leave You” for the production.
His career has taken him to Carnegie Hall, Lincoln Center and stages around the world.
Now a Waukesha resident, Johnny continues to perform and bring his extraordinary musical talents to audiences throughout the Milwaukee area.
TWO PERFORMANCES: 2pm&nbsp;&amp;&nbsp;7:30pm

Tosa Lover

Milwaukee Metropolitan Area

Waukesha County

Brookfield

Milwaukee

New Berlin

Greenfield

Menomonee Falls

Whitefish Bay

Shorewood

Greendale

Fox Point-Bayside

Sussex

Gazebo Park

HALLOWINGS Returns to Greendale’s Gazebo Park October 27–November 1!
Scary fun, nearly 600 glowing pumpkins, family activities, live music, a Halloween parade, and a little Ghostbusters magic are coming to Historic Downtown Greendale Village!
Greendale, WI — Gift of Wings is excited to announce the return of HALLOWINGS, bringing six days of Halloween fun to Gazebo Park in Historic Downtown Greendale Village from October 27 through November 1, 2026!
This beloved community tradition promises something for everyone, from glowing pumpkins and spooky kites to family-friendly games, delicious treats, and a Halloween parade featuring some unforgettable surprises.
Nearly 600 Pumpkins Will Light Up Gazebo Park!
Bring your creativity and carve a pumpkin to display at HALLOWINGS — pumpkins are FREE! Leave your creation on display, and Gift of Wings will illuminate it each evening, creating a spectacular display of nearly 600 glowing pumpkins through November 1.
Visitors can also enjoy Pumpkin Bowling, Gourd Golf, live music, food, and beverages Thursday through Sunday. Spooky kites and colorful spinners will add to the Halloween atmosphere as they fly in and around Gazebo Park.
Kids can enjoy free candy, and everyone should keep an eye out for the Giant Pumpkin glowing in the park each night!
The HALLOWINGS costume contest will take place following the Halloween parade on Sunday, November 1, at approximately 3:15 p.m. Come dressed in your Halloween best and join the fun!
PUMPKINS OVER GREENDALE: Watch Pumpkins Fly!
On Saturday, October 31, Gift of Wings will present PUMPKINS OVER GREENDALE at Greendale High School from 11 a.m. to 2 p.m.
Watch as the Gift of Wings trebuchet launches pumpkins through the air before they smash to the ground in spectacular fashion! The current record flight is an impressive 250 feet. A smaller trebuchet will also be on hand to launch gourds.
It’s pumpkin smashing at its finest — and a Halloween spectacle you won’t want to miss!
A Halloween Parade with Ghostbusters Magic!
The Gift of Wings Halloween Parade will bring together children, families, and plenty of creative costumes for a festive celebration through Greendale.
Returning for the second time, the parade will feature a replica of the famous Ghostbusters car, the ECTOMOBILE (ECTO-1), and the Original 1938 Greendale Fire Engine, along with a towering, 25-foot Stay Puft Marshmallow Man and other festive floats.
With plenty of Halloween spirit, colorful costumes, and larger-than-life surprises, this is sure to be a parade to remember!
Who ya gonna call? Ghostbusters!
Come Hungry — The Gift of Wings Grill Is Ready!
No Halloween celebration is complete without great food! The Gift of Wings Grill will serve up crowd favorites, including brats, hot dogs, hot chocolate, and what we believe is the best ice cream in Greendale.
Be sure to save room for our famous Apple Cider Mini Donuts, made fresh and served hot right on-site!
A Greendale Community Tradition
HALLOWINGS is proudly sponsored by Gift of Wings, Greendale Park and Recreation, and GrandHaven LLC.
“We’re excited to bring HALLOWINGS back to Gazebo Park
and continue this wonderful community tradition,” said Scott Fisher of Gift of Wings. “From the glowing pumpkins and family activities to the trebuchet launches and Halloween parade, there’s something for everyone. We invite the entire community to come out, join the fun, and celebrate Halloween with us!”
We would greatly appreciate your help in sharing this event with the community by including HALLOWINGS in your community calendar or considering a feature story about this unique Greendale tradition.
For interviews or additional information, please contact:
Scott Fisher 
Gift of Wings 
Phone: 414-305-3145

Local Event: Hallowings

Hallowings

HALLOWINGS Returns to Greendale’s Gazebo Park October 27–November 1!
Scary fun, nearly 600 glowing pumpkins, family activities,...

Brookfield Lutheran Church

Get a jump start on your holiday shopping and support a great cause at our 9th Annural Craft &amp;&nbsp;Vendor Fair!&nbsp; All proceeds from this event benefit support our incredilble Comfort Dog Program, which utilizes the unique characteristics of Golden Retrievers named Charity and Believe to provide comfort and support to those in need in our community and nation wide.&nbsp; Join us for a day of unique finds including handmade crafts, homemade goodies, delicious food and fun.&nbsp; With 75+ vendors, you are sure to find something for everyone on your list.&nbsp; Enjoy lunch from Cuppa Tosa or a bite of kettle corn from Sky Mountain Kettle Corn.&nbsp; Bring your friends and family and make a day of it! We can wait to see you there!

Local Event: Craft & Vendor Fair!

Craft & Vendor Fair!

Get a jump start on your holiday shopping and support a great cause at our 9th Annural Craft & Vendor Fair!  All proceeds from...

REMEMBRANCE FESTIVAL | JANUARY 9–10, 2027 | MADISON, WI
A Sacred Living Arts Gathering of Music, Movement, Creativity &amp; Authentic Human Connection
Remembrance Festival invites you to step out of the ordinary and into an unforgettable experience at the beautiful WYSO Center for Music in Madison.
Featuring DJ Drez &amp; Marti Nikko, this inaugural gathering brings together live music, dance, yoga, conscious breathwork, meditation, sound journeys, healing arts, inspiring conversations, and creative experiences that awaken the senses and bring us together.
Whether you're drawn to the music, curious about exploring something new, or simply longing for genuine human connection, there's something here for you.
Come curious. Leave inspired.
✨ The full festival schedule is LIVE!
🎟️ EARLY BIRD TICKETS END NOVEMBER 1!
Explore the schedule and reserve your place at <a href="https://www.RemembranceFestival.org" rel="nofollow noopener" target="_blank">www.RemembranceFestival.org</a>
Gather. Connect. Awaken. Remember.

Local Event: Remembrance Festival

Dane County

Madison

Remembrance Festival

REMEMBRANCE FESTIVAL | JANUARY 9–10, 2027 | MADISON, WI
A Sacred Living Arts Gathering of Music, Movement, Creativity &...

Nearby Communities

State Edition

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Posting Activity

Annie

OCT

31

7:30 PM

Sunset Playhouse, 700 Wall St, Elm Grove, WI

Annie

NOV

1

2:00 PM

Sunset Playhouse, 700 Wall St, Elm Grove, WI

Annie

NOV

5

7:30 PM

Sunset Playhouse, 700 Wall St, Elm Grove, WI

Annie

NOV

6

7:30 PM

Sunset Playhouse, 700 Wall St, Elm Grove, WI

Annie

NOV

7

2:00 PM

Sunset Playhouse, 700 Wall St, Elm Grove, WI

Annie

NOV

8

2:00 PM

Sunset Playhouse, 700 Wall St, Elm Grove, WI

AUDITIONS - The Play That Goes Wrong

NOV

16

7:00 PM

Sunset Playhouse, 700 Wall St, Elm Grove, WI

AUDITIONS - Always a Bridesmaid

NOV

22

7:00 PM

Sunset Playhouse, 700 Wall St, Elm Grove, WI

'Twas the Month Before Christmas

DEC

3

7:30 PM

Sunset Playhouse, 700 Wall St, Elm Grove, WI

'Twas the Month Before Christmas

DEC

4

7:30 PM

Sunset Playhouse, 700 Wall St, Elm Grove, WI

'Twas the Month Before Christmas

DEC

5

7:30 PM

Sunset Playhouse, 700 Wall St, Elm Grove, WI

'Twas the Month Before Christmas

DEC

6

2:00 PM

Sunset Playhouse, 700 Wall St, Elm Grove, WI

Rocky Mountain High: A John Denver Christmas

DEC

7

7:30 PM

Sunset Playhouse, 700 Wall St, Elm Grove, WI

Rocky Mountain High: A John Denver Christmas

DEC

8

2:00 PM

Sunset Playhouse, 700 Wall St, Elm Grove, WI

'Twas the Month Before Christmas

DEC

9

7:30 PM

Sunset Playhouse, 700 Wall St, Elm Grove, WI

'Twas the Month Before Christmas