Holiday 2025 Shows!
Don’t miss The Peppermint Patties in their annual holiday cabaret—this time with a classic twist. A Christmas Carol Cabaret blends the group’s signature close vocal harmonies (inspired by The Andrews Sisters) with lessons from Charles Dickens’s classic story.
Join them on a journey through Christmases past, present, and future in a heartfelt quest to uncover the true meaning of the season.
This 90-minute Christmas special is family-friendly and full of nostalgia, joy, and laughter! The program features holiday favorites, musical theater gems, timeless jazz standards, and covers spanning various musical genres. It’s a cabaret with a heaping dose of theater-kid energy.
The Peppermint Patties were founded in 2018 by Anna Caldwell, Laura Smalley, and Daina Fischer. They welcomed Nikki Krzebiot to the group in 2023. The show is accompanied by Sarah Jenks.
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*- Please note: There is a $14 minimum purchase at this event.
The Check-Out is located at: 4116 N. Clark st, Chicago, IL
Join them on a journey through Christmases past, present, and future in a heartfelt quest to uncover the true meaning of the season.
This 90-minute Christmas special is family-friendly and full of nostalgia, joy, and laughter! The program features holiday favorites, musical theater gems, timeless jazz standards, and covers spanning various musical genres. It’s a cabaret with a heaping dose of theater-kid energy.
The Peppermint Patties were founded in 2018 by Anna Caldwell, Laura Smalley, and Daina Fischer. They welcomed Nikki Krzebiot to the group in 2023. The show is accompanied by Sarah Jenks.
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*- Please note: There is a $14 minimum purchase at this event.
The Check-Out is located at: 4116 N. Clark st, Chicago, IL
Join The Peppermint Patties and friends for a 90-minute show featuring close harmony arrangements of your favorite Christmas songs like White Christmas, Jingle Bells, and Cool Yule, as well as jazz standards, retro hits, a cappella numbers, and musical theatre favorites!
Featuring singers: Ross Matusda, Savannah Sinclair and Kiki Russell
The show is accompanied by long-time friend and Pattie pal, Michael Oldham, one of Chicago’s finest pianists and composers.
Featuring singers: Ross Matusda, Savannah Sinclair and Kiki Russell
The show is accompanied by long-time friend and Pattie pal, Michael Oldham, one of Chicago’s finest pianists and composers.
Past Events
2024
2023
Get ready for an unforgettable evening of holiday music and fun as The Peppermint Patties return to Venus Cabaret and Hey Nonny for our 5th season of Christmas Shows!
Christmas with The Peppermint Patties is accompanied by the pianist Michael Oldham and features a special performance by The Feathered Beaus.
The 90-minute shows include nostalgic throwbacks, musical theater gems, timeless jazz standards, and covers celebrating many musical genres.
Christmas with The Peppermint Patties is accompanied by the pianist Michael Oldham and features a special performance by The Feathered Beaus.
The 90-minute shows include nostalgic throwbacks, musical theater gems, timeless jazz standards, and covers celebrating many musical genres.
2023
"Sing,Sing,Sing"
August 19th, 2023
At Venus Cabaret
The Peppermint Patties return to the Venus Cabaret Theatre with a 90-minute lineup of classic close-harmony hits made famous by The Andrews Sisters, Lennon Sisters and more.
Hey Nonny!
Opening for The Feathered Beaus- May 17th, 2023
The Patties are thrilled to join their friend The Feathered Beaus for their concert at Hey Nonny in Arlington Heights.
Valentine's Shows 2023!
Two chances to see The Peppermint Patties Valentine's day show!
"Won't You Be My Galentine? An Evening of Love Songs" featuring close harmony classics, musical theater favorites, jazz standards and more.
"Won't You Be My Galentine? An Evening of Love Songs" featuring close harmony classics, musical theater favorites, jazz standards and more.
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Roger's Park Social
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Borelli's Restaurant
The Patties will perform from 7:30 to 9:15 PM with a brief intermission.
Tickets are Pay-What-You-Can with a suggested offering of $15 per person. Please register on Eventbrite to secure seats for your party. The show will start at 7:30 PM so if you plan to order food, we recommend arriving at 7:00 PM. |
2022
Watch Our Virtual Holiday Cabaret!
Christmas with The Peppermint PattiesStream Starts Dec. 22nd at 6:00 PM
Please register to receive a link to the event page. Once registered, you can watch the stream anytime until December 31st.
Recorded live at The Venus Cabaret Theater on December 3rd.
The Venus Cabaret Theater (part of The Mercury Theater complex) seats 85 and is located in the vibrant Southport corridor. It offers an intimate theatrical experience complemented by specialty cocktails.
The show is accompanied by Sarah Jenks and features guest artist Isaac Frishman.
The show is accompanied by Sarah Jenks and features guest artist Isaac Frishman.
Christmas with The Peppermint Patties 2022
December 3rd & 16th at 7:30PM
Venus Cabaret Theater
The Peppermint Patties return to the Venus Cabaret Theatre with a 90-minute lineup of holiday favorites and classic close-harmony hits made famous by The Andrews Sisters, Lennon Sisters and more.
The Chicago-based vocal trio was founded in 2018. They are classically trained singers who delight in singing all genres of music. Patties’ shows are packed with nostalgic throwbacks, broadway favorites, jazz standards, and quirky covers.The family-friendly show is co-produced by vocal trio members Anna Caldwell, Daina Fischer, and Laura Smalley. The show is accompanied by Sarah Jenks.
Two performances will take place at The Venus Cabaret Theatre (3745 N Southport Ave, Chicago, IL) on Saturday, December 3 at 7:30 PM and Friday, December 16th at 7:30 PM.
The Chicago-based vocal trio was founded in 2018. They are classically trained singers who delight in singing all genres of music. Patties’ shows are packed with nostalgic throwbacks, broadway favorites, jazz standards, and quirky covers.The family-friendly show is co-produced by vocal trio members Anna Caldwell, Daina Fischer, and Laura Smalley. The show is accompanied by Sarah Jenks.
Two performances will take place at The Venus Cabaret Theatre (3745 N Southport Ave, Chicago, IL) on Saturday, December 3 at 7:30 PM and Friday, December 16th at 7:30 PM.
Holiday Cabaret Show
December 1st, 2022 at 6:45PM
Dorothy Downstairs
Dorothy is a friendly lesbian cocktail lounge for every friend of Dorothy. Join The Patties in an evening of holiday favorites, jazz standards, and much more!
Live Show: The Borgata in Cleveland, OH
August 13th, 2022
The Peppermint Patties are thrilled to perform as guests of The Borgata Bar in Little Italy for Cleveland's historic Feast of the Assumption celebration.
Live Show: Sing, Sing, Sing!
July 31st at 6:30PM
Venus Cabaret Theater
The Peppermint Patties are excited to announce our return to performing in Chicago with a lineup of classic close harmony arrangements including reimagined Andrews Sisters covers, jazz standards, retro hits, acapella numbers, musical theater favorites and more. Patties’ shows have something for everyone. They are packed with nostalgia, comedy and plenty of heart.
The Patties will perform in The Venus Cabaret Theater part of The Mercury Theater complex. The 85-seat Venus Cabaret Theater is located in the vibrant Southport corridor and offers a unique intimate theatrical experience complemented by specialty cocktails.
The 90-minute show is accompanied by Wes Dziedzic. One performance will take place on July 31st at 6:30 PM at 3745 N Southport Ave, Chicago, IL.
Tickets are available at www.mercurytheaterchicago.com/the-peppermint-patties
The Patties will perform in The Venus Cabaret Theater part of The Mercury Theater complex. The 85-seat Venus Cabaret Theater is located in the vibrant Southport corridor and offers a unique intimate theatrical experience complemented by specialty cocktails.
The 90-minute show is accompanied by Wes Dziedzic. One performance will take place on July 31st at 6:30 PM at 3745 N Southport Ave, Chicago, IL.
Tickets are available at www.mercurytheaterchicago.com/the-peppermint-patties
March Song Release: "Moon River"
March 19th 2022 at 3 PM CST
The Peppermint Patties are releasing their version of "Moon River" with guest artist Robin West.
"Moon River" is a song composed by Henry Mancini with lyrics by Johnny Mercer. It was originally performed by Audrey Hepburn in the 1961 movie Breakfast at Tiffany's, winning an Academy Award for Best Original Song. The song also won the 1962 Grammy Awards for Record of the Year and Song of the Year.
"Moon River" is a song composed by Henry Mancini with lyrics by Johnny Mercer. It was originally performed by Audrey Hepburn in the 1961 movie Breakfast at Tiffany's, winning an Academy Award for Best Original Song. The song also won the 1962 Grammy Awards for Record of the Year and Song of the Year.
February Song Release: "Shoo Shoo Baby"
Watch on YouTube February 14th at 3 PM CST
The Peppermint Patties are ready to kick of 2022 with a brand new virtual song release just in time for Valentine's Day.
"Shoo Shoo Baby" is a popular song written by Phil Moore. The song was made famous by The Andrews Sisters, who sang it in the 1943 film Three Cheers for the Boys.
Subscribe to our YouTube and follow us on social media to watch our performance of "Shoo Shoo Baby."
"Shoo Shoo Baby" is a popular song written by Phil Moore. The song was made famous by The Andrews Sisters, who sang it in the 1943 film Three Cheers for the Boys.
Subscribe to our YouTube and follow us on social media to watch our performance of "Shoo Shoo Baby."
2021
December Song Release: "Jing-A-Ling, Jing-A-Ling"
December 1, 2021 on YouTube
The Patties are kicking off the holiday season with a festive song release made famous by The Andrews Sisters in 1950!
October: Virtual Song Release - "Bei Mir Bist Du Schön"
The Peppermint Patties present "Bei Mir Bist Du Schön" -- watch on YouTube.
"Bei Mir Bist Du Schön" was a popular Yiddish song written by Jacob Jacobs (lyricist) and Sholom Secunda (composer) for a 1932 Yiddish language comedy musical.
It is widely regarded as the he world's best-known and longest-reigning Yiddish theater song of all time.
Five years later in 1937, The Andrews Sisters recorded it under a Germanized title. This is one reason you'll hear different pronunciations and see different spellings of this classic hit.
"Bei Mir Bist Du Schön" was a popular Yiddish song written by Jacob Jacobs (lyricist) and Sholom Secunda (composer) for a 1932 Yiddish language comedy musical.
It is widely regarded as the he world's best-known and longest-reigning Yiddish theater song of all time.
Five years later in 1937, The Andrews Sisters recorded it under a Germanized title. This is one reason you'll hear different pronunciations and see different spellings of this classic hit.
September Classical Music Month - Art Song Series
September is Classical Music Month. To celebrate we are featuring three of our favorite arts songs.
Art Songs are compositions typically written for one voice with piano accompaniment and often (but not always) sung in the classical tradition.
Art Songs are compositions typically written for one voice with piano accompaniment and often (but not always) sung in the classical tradition.
Part 1 - "Wait Until Tomorrow" Ft. Laura Smalley
"Wait Until Tomorrow" in and English art song for mezzo-soprano from Lugubrious Portraiture, or "Art Songs for Those on the Peripheries of Love" is a new art song series.
Words, music, and piano by Michael R. Oldham
Sung by Laura Smalley of The Peppermint Patties
More music from Michael on YouTube, Spotify, and Apple Music.
Copyright 2021 by Michael R. Oldham (ASCAP), Impostor's Thought Balloons Publishing (ASCAP)
Words, music, and piano by Michael R. Oldham
Sung by Laura Smalley of The Peppermint Patties
More music from Michael on YouTube, Spotify, and Apple Music.
Copyright 2021 by Michael R. Oldham (ASCAP), Impostor's Thought Balloons Publishing (ASCAP)
Part 2 - "Amor" Ft. Daina Fischer
Amor by William Bolcom, sung by Daina Fischer
Part 3 - "Élégie" Ft. Anna Caldwell
Élégie music by Jules Massenet, lyrics by by Louis Gallet, sung by Anna Caldwell
August: Virtual Song Release - Dream a Little Dream of Me
Join us on YouTube August 21st, 3 PM (CST) for our dreamy rendition of this classic song.
"Dream a Little Dream" was written in 1931 by Fabian Andre and Wilbur Schwandt (music) and Gus Kahn (lyrics.) It has been recorded more than 60 time by artists like The Mamas & The Papas in 1968.
A rendition by Steve Martin and Bernadette Peters was featured in the 1979 movies The Jerk.
"Dream a Little Dream" was written in 1931 by Fabian Andre and Wilbur Schwandt (music) and Gus Kahn (lyrics.) It has been recorded more than 60 time by artists like The Mamas & The Papas in 1968.
A rendition by Steve Martin and Bernadette Peters was featured in the 1979 movies The Jerk.
July: Virtual Song Release - "The Star-Spangled Banner"
The Patties celebrate July 4th with this arrangement of The National Anthem. Our recording premiered on YouTube on July 3rd, 3PM CST!
June: Virtual Song Release - Somewhere Over the Rainbow
In honor of #pridemonth The Patties present: Somewhere Over the Rainbow
This original arrangement was written for us by our dear friend Heidi Joosten and premiered on YouTube on June 26th at 3pm CST!
This original arrangement was written for us by our dear friend Heidi Joosten and premiered on YouTube on June 26th at 3pm CST!
May: Virtual Song Release - Sing, Sing, Sing!
The Peppermint Patties present: "Sing, Sing, Sing!" by Louis Prima. The arrangement was originally sung by The Andrews Sisters in 1952.
Our recording premiered live on YouTube on May 29th at 3pm CST!
Our recording premiered live on YouTube on May 29th at 3pm CST!
April: Virtual Song Release - Lollipop
Join the Patties for their rendition of the popular hit "Lollipop" made famous by The Chordettes in 1958!
The song was created when Julius Dixon was late for a songwriting session with Beverly Ross. Dixon explained that his daughter had gotten a lollipop stuck in her hair, causing him to be late. Ross was inspired by the story and sat down right away to pen the famous tune.
Our recording premiered live on YouTube on April 26th at 3pm CST!
The song was created when Julius Dixon was late for a songwriting session with Beverly Ross. Dixon explained that his daughter had gotten a lollipop stuck in her hair, causing him to be late. Ross was inspired by the story and sat down right away to pen the famous tune.
Our recording premiered live on YouTube on April 26th at 3pm CST!
March: Virtual Song Release - Don't Sit Under The Apple Tree
"Don't Sit Under the Apple Tree (With Anyone Else but Me)" is a popular song that was made famous by Glenn Miller and by the Andrews Sisters during World War II. Its lyrics are the words of two young lovers who pledge their fidelity while one of them is away serving in the war, or in our case being in a lockdown due to a global pandemic.
Our recording premiered live on YouTube on March 20th at 3pm CST!
Our recording premiered live on YouTube on March 20th at 3pm CST!
February: Virtual Song Release- Boogie Woogie Bugle Boy
Featuring:
Guest artist, Dovas Lietuvninkas on trumpet
Pianist, Michael Oldham
Our recording premiered February 13th at 3PM CST!
Guest artist, Dovas Lietuvninkas on trumpet
Pianist, Michael Oldham
Our recording premiered February 13th at 3PM CST!
Home For The Holidays: A Virtual Concert
Streamed FREE on Youtube December 5th at 7PM (CST)
Featuring:
Guest Artist, Wesley Taylor
Pianist, Michael Oldham
Guest Artist, Wesley Taylor
Pianist, Michael Oldham
Won't you be my Galentine?
February 13 at 7:30 PM
Febuary 16 at 6:00 PM
Featuring:
Guest Artist, Wesley Taylor
Pianist, Michael Oldham
February 13, 2020
7:30 PM
Borelli's Pizza
$15 cover
February 16, 2020
6:00 PM
Borelli's Pizza
$15 cover
Venue: https://borellipizza.com/
Guest Artist, Wesley Taylor
Pianist, Michael Oldham
February 13, 2020
7:30 PM
Borelli's Pizza
$15 cover
February 16, 2020
6:00 PM
Borelli's Pizza
$15 cover
Venue: https://borellipizza.com/
A Very Christmas Cabaret
December 19 at 8:00 PM
