2026 — Our 13th 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 everything 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 encourage everyone — businesses and residents — to decorate and light up Crestwood with joy, friendship, and fellowship. Crestwood is beloved by thousands in the region and it shows in every conversation, at every event, and all throughout the year.


Programs and Activities

— Check back throughout the year as details become available. —

July 24th and 25th - Christmas in July

In conjunction with Crestwood Parks & Recreation. Check back for details.


Fall date TBD - 4th Annual Trivia Night Fund Raiser

An evening of general trivia and a lot of fun! Join in the fun as we raise funds to support Christmas in Crestwood’s Big Celebration on December 5, as well as other programs and events!

  • Silent Auction and 50/50 Raffle
  • Attendance Prizes
  • Featuring St. Louis Classic Rock’s game “Six Buckets of Fun”
  • Location: TBD
  • Trivia starts at 7:00 p.m., door open at 6:00 p.m.
  • $200 per table of eight
  • 15 mulligans for $20
  • 1st Prize: $250 | 2nd Prize: $125
  • Soda, water, beer, and light snacks provided

December 5th - Santa is Coming to Crestwood!

An afternoon and evening of holiday fun and giving!
  • Santa Car Cruise through Crestwood.
  • Winter Wonderland and Kids’ Workshop.
  • Pictures With Santa
  • Goody Bag Food Drive
  • Holiday Themed Movie

Click here (or follow the link in the right-hand navigation) for more December 5th 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.