Your Chicago Curated Weekend: 12/22 – 12/25

Whether you are doing some last minute shopping or tireless crafting for the various holidays going on this weekend, you know you need a break. Luckily your curated weekend is here to help you relax with some movies and music that will fill you with winter cheer. So whatever you’ll be doing this weekend, I hope that you spend it safely and have a little fun.

Let’s get to you curated (albeit short) weekend.


The 33rd Annual Music Box Christmas Double Feature & Sing-A-Long @ Music Box Theatre, 3733 N Southport Ave., Various Times

WHAT: Holiday movies for your weekend

SO WHAT: Who could have predicted on that snowy Christmas Eve in 1983, when the operator of a vintage movie theater in Chicago decided to show two old holiday movies and sing a few Christmas carols during the intermission, that more than 30 years later the Music Box Christmas Show would become a nine-day extravaganza that grows more popular with each passing year? Holiday revelers are greeted by Santa Claus, live and in person, who welcomes the audience and, accompanied by Music Box organist Dennis Scott, leads them in the singing of the most cherished Christmas songs of all time, with the lyrics projected on the theater screen. The sing-a-long is followed by double-feature screenings of White Christmas (with timeless lyrics by Irving Berlin) and It’s A Wonderful Life, starring Jimmy Stewart.

This is the final weekend of Music Box Theatre’s Christmas film showings that you truly should see on the big screen. On Sunday at 6:30pm  there will be a special screening and sing a long of Fiddle on the Roof, which is another  film that deserves a watch at the Music Box!

NOW WHAT: Tickets and showtimes are available here so go celebrate this winter holiday with some fun films.


Taylor Bennett’s Holiday Bash @ Metro, 3730 N Clark St, 7:00PM

WHAT: Chicago hip hop for the holidays

SO WHAT: Taking a few from his older brother, Taylor Bennett has been flourishing as a performer in his own right, opening for NAS and Vic Mensa. Bennett will be taking over the Metro for a fantastic Holiday bash that will feature Sus.Life, Elz the DJ, Supa Bwe, Morocco Brown, Evie The Cool, and special unannounced guests (maybe even family members…maybe).

NOW WHAT: Tickets are $16 in advance and $18 at the door.

Holiday Extravaganza @ Empty Bottle, 1035 N. Western Ave., 9:00PM

WHAT: An extravaganza of holiday music

SO WHAT: Jimmy Whispers may have moved to LA earlier this year, but he has been coming back home and gracing his hometown with some great music recently. Whispers’ shows are always a treat full of ludicrous stage presence and great songs. This big event will also feature former Smith and Westerns’ frontman Cullen Omari, the never ending hit machine that is Today’s Hits, and Bobby Burg of Love of Everything and Joan of Arc will be DJomg throughout the night.

NOW WHAT: Tickets are $5. Five dollars. Five. Just go!


The Krampus is Coming @ Emporium Arcade Bar, 1366 N. Milwaukee Ave., 8:00PM

WHAT: Videogames, liquor, and Krampus

SO WHAT: Emporium will be celebrating Christmas Eve Krampus style with a guy in Krampus costume hanging out around the bar so you can take your pic with him. You can also dress up like a Krampus yourself to enter their costume contest & win some great prizes. Plus there will be drink specials on all dark liquor/beer & $3 naughty or nice shots.

NO WHAT: Head to Emporium and spend Christmas Eve amidst flashing video game lights and Krampus.


Julian Ramirez
Julian Ramirez