Holiday Walk 2026
Stroll, Shop & Sparkle in Downtown Kirkwood!
Kirkwood’s Holiday Walk & Santa's Arrival on the Train
Saturday, November 21
Kick off the holiday season in Downtown Kirkwood with Santa and Mrs. Claus, holiday shopping, free entertainment, and festive refreshments! Enjoy photos with Santa, special offers at local shops, and a performance by the Lucille Rapp Tumblers and Dancers. See the schedule below for details.
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Holiday Walk Schedule of Activities 2026
8:39 am: Santa Claus arrives in Downtown Kirkwood by Amtrak train
9 am - 12 pm: Santa poses for pictures with children, Bring your camera for photos
9 am - 12 pm: Mrs. Claus stories and songs in Ken Connor Park
9 am - 12 pm: Youth-in-Action—cookies for donations at Ken Connor Park (Cookies donated by Pioneer Bakery)
10 am - 4 pm: Explore the Winter Wonderland of decorated trees and wreaths created by local businesses and organizations. Find your favorites and purchase raffle tickets for a chance to take one home while supporting participating organizations at the Kirkwood Performing Art Center.
10 am: Holiday Shopping begins, Downtown Kirkwood stores open
11 am - 1 pm: Caroling St. Louis carol all around Downtown Kirkwood
1 pm: Santa visits the Kirkwood Performing Arts Center for pictures.
1 pm: Lucille Rapp Dancers perform at Station Plaza
4 pm: Stretch your Spirits at 4 Hands & Peacemaker--Keep the Kirkwood holiday magic going with a tree lighting and ugly sweater contest at 5 pm. Seasonal cocktails and photos with The Grinch!
All Day: Shop and Eat at your favorite DTK businesses!
