Santa is Coming to Crestwood!
On Saturday, December 6, 2025, Santa is Coming to Crestwood!
Plan to join us for an afternoon and evening of holiday fun and giving!
2:30 p.m. — Santa Car Cruise
Our car cruise will include a myriad of vehicles that will bring smiles and Santa to Crestwood. Traveling through all four wards in Crestwood, the route will feature Crestwood Fire and Police vehicles escorting Santa as well as an entourage of classic cars and decked out vehicles. Enjoy the caravan of fun from your front yard or along a nearby street.
The Car Cruise will start at Crestwood City Hall. It will end at the Crestwood Community Center.
Interested in being in the Santa Car Cruise?
We welcome Crestwood businesses, churches, neighborhood associations, and local car clubs to participate.
CLICK HERE TO REGISTER. (Single vehicles, no trailers, decorations encouraged.)
For the Car Cruise flyer, click here.
2025 Santa Car Cruise Route Map:
Click map image for larger image.
Click the back button to return to this page.
To download a printable PDF, click here.
3:45 to 6:00 p.m. — Winter Wonderland
This year, Santa’s Winter Wonderland is at the Crestwood Community Center!
Brought to you in part by the generous Crestwood Business Community, the magic includes fun activities for kids and snapshots with Santa! More details will be added as soon as they become available
This is a great way to start December, be jolly, and make great family memories. Be sure to bring your camera.
3:45 to 5:45 p.m. — Pictures with Santa
Santa will be available for pictures starting at 3:45 pm (after he arrives from the Car Cruise). This is a free take-your-own photo opportunity. Please remember to bring your own photographic device. A professional photographer will not be present.
And with the Winter Wonderland and Kids’ Workshop will be in full swing so there will be plenty of activities and things to enjoy while you wait for your group’s allotted time frame.
Pre-registration is recommended to guarantee a photo opportunity.
Only one household member needs to register.
To make sure as many families as possible can get their photo with Santa, each family will have two minutes. One photo configuration per family, please.
3:45 p.m. — Goody Bag Food Drive
Starting at 3:45 pm (upon entering the gym), trade five (or more) non-perishable food items for one children’s goody bag filled with kid-friendly trinkets, simple non-perishable treats, small toys, and more — donated from businesses throughout Crestwood!
The Goody Bag Food Drive allows us to continue to support local food pantries while providing children with our traditional goody bag of Crestwood fun! Available to the first 100 donators.
(no glass containers please; goody bags exchanged on a first-come basis)
6:30 p.m. — Holiday Movie
The Muppet Christmas Carol. The fireworks have been replaced this year with the viewing of a family holiday classic. The movie is sponsored by Streib Company. Their support year after year helps the Winter Wonderland shine.
The 85 minutes movie will begin at 6:30 pm. Chairs will be available, but you can also bring a blanket to spread out on the floor.
! PARENTS ! This year we are conducting an Ugly Sweater Contest for parents. The prize will be awarded before the movie. So pull out that gem you’ve had hidden all year and show off your holiday cheer!