Santa is Coming to Crestwood, December 3rd

On December 3, 2022, Santa is Coming to Crestwood!
Plan to join us for an afternoon and evening of holiday fun and giving!

Winter Wonderland and Kids Workshop

2019 Winter WonderlandIn 2019, hundreds of families delightfully walked through Santa’s Winter Wonderland.

This year, Santa’s Winter Wonderland is back! Once again, hosted at St. Raymond-St. Elizabeth Church, inside the gymnasium, families find themselves immersed in fun and Christmas cheer.

Brought to you in part by the generous Crestwood Business Community, the magic includes fun activities and give-aways for kids, face painting, clowns, raffles, treats, and snapshots with Santa!

This is a great way to start December, be jolly, and make great family memories. Be sure to bring your camera.

2022 Pictures with SantaSanta will be available for pictures starting at 1:10 pm. 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.

Special thanks to our friends at Crestwood Parks & Rec.

Food Drive

Goody Bag Food Exchange

Starting at 1:00 pm, 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!

Thanks to our generous Crestwood Businesses, the bags keep getting better and better each year!

2022 Goody Bag Supporters

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 200 donators. (no glass containers please; goody bags exchanged on a first-come basis)

Food Trucks

Food Trucks FOOD TRUCK SERVICE begins at 2:00 pm and continues until 7:00 pm. Loot’s Lunch Cart and Roll-n-Stone Wood Fired Pizza are back by popular demand. Attendees can look forward to delecious pizza, bread knots, sandwiches, appetizers, and more.

Car Cruise

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.

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.)

2022 Santa Car Cruise Route Map

2022 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.

Santa will be cruising through all four wards in Crestwood and he will make a short stop in each ward to say hello to kids and families. Look for the Santa Stops Here sign near these four locations:

  • Ferndale Park — Corner of Briarton Drive and Liggett Avenue
  • Whitecliff Park — near the Community Center
  • First Baptist Church — East Watson at Crest Oak Lane
  • Rayburn Park — on Rayburn Avenue near the bee sculpture

Car Cruise Viewing:
We want everyone to be safe viewing Santa and his friends. If you need to drive to view the route, there are several locations where you can safely park and view the car cruise including:

  • Crestwood Elementary School — 1020 Sappington Road
  • Sappington House — 1015 Sappington Road
  • Victory Raceway — 8800 Watson Road, with a short walk
    to Grant Road in front of Crestview Senior Living
  • Crestwood Community Center — 9245 Whitecliff Lane
  • Southgate Church — 9820 E Watson Road
  • First Baptist Church — 9916 E Watson Road



The evening will be topped off with a spectacular fireworks display by Brilliant Skies Fireworks, sponsored by Tom Streib and Streib Company at 6:30 in the St. Raymond-St. Elizabeth Church ball field. Pick your favorite vantage point in Crestwood to enjoy a spectacular show while still appropriately social distancing.

Viewing the Fireworks:
We want everyone to be safe (and warm) while viewing the fireworks. If the St. Raymond-St. Elizabeth parking lot fills up, there are several additional parking locations in Crestwood where you can safely park and view the fireworks from your vehicle including:

  • City Hall — 1 Dejten Drive
  • Sappington House — 1015 Sappington Road
  • Crestwood Elementary School — 1020 Sappington Road
  • Kohls — 9701 Watson Road
  • Watson Plaza (Watson Road west of Sappington) — Aldi’s/Walgreens/America’s Best
  • Sappington Square (Watson Road east of Old Sappington) — First Community/Great Clips/Starbucks
  • Crestwood Commons (Watson Road east of Old Sappington) — Schnucks/Woodard/Planet Fitness
  • and we have heard the very end of Watson Industrial Park is a good viewing spot

Special thank you to Brilliant Skies Fireworks for their bright and cheerful pyrotechnics again this year.