Santa waves to fans at last year’s car cruise through the city of Crestwood. 

For the fifth year, Christmas in Crestwood is lighting up the city with color and cheer during the holidays.

Festivities will kick off on Saturday, Dec. 1, with the arrival of Santa Claus via fire truck. He will make his grand entrance at 11:30 a.m. at Crestwood City Hall, located at 1 Detjen Drive. The first 200 kids on hand to greet Santa will receive a goody bag. Activities will include photos with Santa, firehouse tours, furry friends to pet and adopt, cookies and holiday music.

This year pre-paid photo packages are required and can be ordered online at https://goo.gl/forms/0BLNIJdHBe6sgQkm1. Photo packages benefit Toys for School Kids. New toys and nonperishable food items will be collected for Toys for School Kids and Prince of Peace Food Pantry.

Classic Santa Car Cruise

After Santa greets youngsters at city hall, he’ll cruise through Crestwood from 2 to 3 p.m. in a vintage Willys Jeepster convertible. He’ll be accompanied by other classic automobiles. The route is available on the Christmas in Crestwood Facebook page and the city’s website at www.cityofcrestwood.org.


As in past years, the Christmas in Crestwood Car Show will be held at Watson Auto Care Plaza, 8750 Watson Road.

Car Show

The 3rd Annual Car Show will follow Santa’s cruise from 3 to 6 p.m. Fairway Automotive will present and host the car show at the Watson Auto Care Plaza, 8750 Watson Road. Join Santa for fun, food, games, raffles and other surprises. Coats, hats and mittens will be collected for Toys for School Kids.


A fireworks display will conclude the day’s festivities at 7 p.m. Provided by Brilliant Skies Fireworks, it will be held at St. Elizabeth of Hungary Catholic Church, 1450 S. Sappington Road. Overflow parking will be available at city hall.

Tree Decorating Contest

The 5th Annual Holiday Tree Decorating Contest begins on Dec. 1 and runs through Christmas Day, Dec. 25. Individuals are invited to visit participating businesses and rate their holiday trees. Each ballot is an entry into a weekly drawing for a gift basket. The Grand Prize is a basket valued at over $5,000.

Holiday Lights Decorating Contest

The Crestwood Holiday Lights Decorating Contest runs Dec. 1-31. Crestwood residents are invited to decorate their home for the chance to be named the best decorated house in Crestwood. There will be one winner per ward and a final Grand Prize winner.

For more information on these events, visit www.cityofcrestwood.org