The Caroling Party

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The Caroling Party Simply the best carolers anywhere. The Caroling Party provides beautifully costumed carolers throughout the holiday season.

Working from a book of over a hundred arrangments, our singers are available for strolling, casual caroling and stage shows. Whether you call us Christmas Carolers, Dickens Carolers, Elizabethan Carolers or Madrigals, we are fully rehearsed and ready to provide you with the best caroling experience available anywhere. The Caroling Party is based in Chicago and has more than sixty singers, performi

ng as quartets and double quartets at country clubs and corporate and private parties all around the Chicago area.

20/09/2024

The Caroling Party, Chicago’s premier professional caroling group, announces auditions for singers in all voice ranges. We are looking for attractive, energetic performers who know how to “sell it”. We need good singers who work in a pop style (rather than a classical or legit approach).

For the audition, please prepare two a ca****la Christmas solos of your choice.

You must have a car and provide your own costume. All jobs are paid.

Auditions will be held Thursday, October 10th via Zoom.
For an audition appointment time and further information, please reply to [email protected] with your name and phone number. We will contact you.

Please note: this is not an entry-level position for people who think it would be fun to sing Christmas carols. This is a seasonal opportunity for experienced working professionals who are willing to invest the considerable study and rehearsal time required to master our admittedly large holiday repertoire.

Rehearsals will be held in Wilmette on November 4th, 12th, 20th and December 2nd from 7:00 pm to 10:00 pm

The Caroling Party stopped by MeTV to be part of Bill & Toony's Carol Singalong Spectacular.
03/01/2024

The Caroling Party stopped by MeTV to be part of Bill & Toony's Carol Singalong Spectacular.

28/12/2023

It's always a special moment when the table just starts singing along. We LOVE that!

28/12/2023

If Jingle Bells seems a little slow, let's mix in a little sugar and see how that affects things!

28/12/2023

A highlight of the evening: when the kids take the stage and sing along with The Caroling Party!

28/12/2023

Audience participation for Medinah Country Club's 12 Days Competition has always been heated, but this year's contest seemed particularly hard fought. Tables staked out their days weeks in advance and props again proved to be an important component of each table's performance.

28/12/2023

Actually, this song is not part of our Christmas repertoire, but then again, it's not every day that a couple gets engaged. So Chapel of Love it is! Congratulations and Best Wishes from The Caroling Party!

28/12/2023

Hope we "made your wish come true" when you sang All I Want For Christmas Is You with us. A magical moment. You rock!

28/12/2023

We've sung at the Deublin Company's Christmas Celebration for some thirty years. One of our favorite "end of the season" traditions! Thanks to Matt Boutelle for the video.

Just "the guys"
28/12/2023

Just "the guys"

Holiday Family Buffet Night at one of our favorite clubs!
28/12/2023

Holiday Family Buffet Night at one of our favorite clubs!

The ladies of The Caroling Party strike a pose just before serenading Christmas merrymakers in Oconomowoc.
28/12/2023

The ladies of The Caroling Party strike a pose just before serenading Christmas merrymakers in Oconomowoc.

The season was unusually warm this year, with no snow at all during December. Now that we have completed our caroling, ...
25/12/2023

The season was unusually warm this year, with no snow at all during December. Now that we have completed our caroling, we welcome Winter and her beautiful displays of white. The Caroling Party says “Let It Snow, Let It Snow, Let It Snow!”

Wait a minute! Didn't this exact same quartet just sing in Winnetka? Well, yes we did. But it's only a car ride to Oa...
23/12/2023

Wait a minute! Didn't this exact same quartet just sing in Winnetka? Well, yes we did. But it's only a car ride to Oak Park, where we sang for another all-men event. Two male-only Christmas parties on the same day? How does that happen?

A unique event: we sang in the mens' locker room for a Father & Son holiday smoker.
23/12/2023

A unique event: we sang in the mens' locker room for a Father & Son holiday smoker.

After all have arrived safely in Wisconsin, The Caroling Party poses for a picture, just before it's time to sing to the...
23/12/2023

After all have arrived safely in Wisconsin, The Caroling Party poses for a picture, just before it's time to sing to the tables.

Back in the green room, a quick pic with a life-size Santa doll.
23/12/2023

Back in the green room, a quick pic with a life-size Santa doll.

Presents? For us? Not really, we were just posing with holiday decor at one of our favorite suburban clubs.
23/12/2023

Presents? For us? Not really, we were just posing with holiday decor at one of our favorite suburban clubs.

Another great night of caroling at Wisconsin's Westmoor Country Club.
23/12/2023

Another great night of caroling at Wisconsin's Westmoor Country Club.

Another great night of caroling in Oak Park!
21/12/2023

Another great night of caroling in Oak Park!

21/12/2023

Melissa thrilled the room (and us!) with her take on the Mariah Carey classic! And thanks to the club member who sent us their video.

Great fun singing at Neiman-Marcus on Saturday. We thought we'd hide in plain site with the Christmas mannequins. But ...
19/12/2023

Great fun singing at Neiman-Marcus on Saturday. We thought we'd hide in plain site with the Christmas mannequins. But you could see our lips move...

19/12/2023

Guess who won the 12 Days Competition on Friday night!

We're LOVING this kind of snow! The regular kind can wait until Christmas!
19/12/2023

We're LOVING this kind of snow! The regular kind can wait until Christmas!

19/12/2023

It's Dominick The Donkey!

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It's always a special moment when the table just starts singing along. We LOVE that!

If Jingle Bells seems a little slow, let's mix in a little sugar and see how that affects things!

A highlight of the evening: when the kids take the stage and sing along with The Caroling Party!

Audience participation for Medinah Country Club's 12 Days Competition has always been heated, but this year's contest seemed particularly hard fought. Tables staked out their days weeks in advance and props again proved to be an important component of each table's performance.

Actually, this song is not part of our Christmas repertoire, but then again, it's not every day that a couple gets engaged. So Chapel of Love it is! Congratulations and Best Wishes from The Caroling Party!

Hope we "made your wish come true" when you sang All I Want For Christmas Is You with us. A magical moment. You rock!

We've sung at the Deublin Company's Christmas Celebration for some thirty years. One of our favorite "end of the season" traditions! Thanks to Matt Boutelle for the video.

Melissa thrilled the room (and us!) with her take on the Mariah Carey classic! And thanks to the club member who sent us their video.

Guess who won the 12 Days Competition on Friday night!

It's Dominick The Donkey!

EVERYBODY stands and sings this one!

White Christmas
White Christmas

Traditionally, The Caroling Party kicked off every season by singing at The Rehabilitation Center of Chicago (now The Shirley Ryan AbilityLab). The pandemic prevented us from singing for the patients for three years. But this year, we were back. And so glad to be! Thank you, Michael!

The highlight of the evening is ALWAYS the Twelve Days Competition.

Rudolph is always a big hit on family night.

The TCP Junior Auxillary enjoyed singing along with Mariah Carey's monster hit!

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