2025 — Our 12th Year

Jollification SpecialistsEveryone Can Be a Jollification Specialist!

Each year since our founding, Christmas in Crestwood volunteers strive to provide opportunities for children, families, and adults to join the fun and enjoy our community while discovering Crestwood businesses and all our community has to offer.

Crestwood was established as a Village on November 12, 1947. The spirit of Crestwood is an endorsement of the City’s rich history beyond its Sappington, Long, Eddie, and Park heritage. Crestwood, its businesses, and its residents continue to proudly build a community of strong neighbors, memorable programs, and dynamic firsts at the City, County, Region, and State levels. Time and again Crestwood has proven itself a gem in the St. Louis region, earning a special place in the hearts of anyone who find themselves within its boundaries.


Light up Crestwood with Color and Cheer!

Let’s Light Up Crestwood with Color and Cheer: We are not having organized decorating contests this year, but we encourage everyone — businesses and residents — to decorate and light up Crestwood with joy and friendship this holiday season.


Programs and Activities


December 6th - Santa is Coming to Crestwood!

An afternoon and evening of holiday fun and giving!
  • SANTA CAR CRUISE through Crestwood. Our car cruise will include a myriad of decked out vehicles escorting Santa throughout Crestwood. Time and route TBD. Interested in being in the car cruise? Car Cruise registration coming soon. (Single vehicles, no trailers, decorations encouraged.)

  • WINTER WONDERLAND and KIDS’ WORKSHOP. Brought to you in part by the generous Crestwood Business Community! Join us at the Crestwood Community Center in Whitecliff Park starting at 3:45 after the Car Cruise drops of Santa.

  • 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.

  • GOODY BAG FOOD DRIVE. 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! Available to the first 100 donators. Collected food is donated to the First Baptist Church of Crestwood’s food pantry. (no glass containers please; goody bags exchanged on a first-come basis)

  • HOLIDAY THEMED MOVIE To replace the fireworks, this year we are hosting a viewing of “The Muppet Christmas Carol” starting at 6:30 pm. The movie is sponsored by Streib Company. Their support year after year helps the Winter Wonderland shine.
    PARENTS: This year we are conducting an Ugly Sweater Contest for parents. The prize will be awarded before the movie.

Click here (or follow the link in the right-hand navigation) for more December 6th details.



Community Support

Shop Crestwood for the Holidays!

We continue to thank our Christmas in Crestwood sponsors and supporters. In our Shopping Guide, we highlight gift ideas and specials from our wonderful Crestwood businesses. These great gift ideas help you shop local and keep your gift-giving creative (they will never guess what they are going to get). Shopping in Crestwood supports our local businesses, which supports our community, which keeps our taxes from rising — win, win, win.

Click here (or follow the link in the right-hand navigation) for more Shopping Guide details.