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Holiday Festival

  • Gazebo Park 4 East Lockwood Avenue Webster Groves, MO, 63119 United States (map)

A Full Day of Shopping, Celebration & Seasonal Magic

The 3rd Annual Old Orchard Holiday Festival is returning—and with it comes a full day of festive charm, local shopping, and neighborhood tradition. On Saturday, December 6th, Old Orchard transforms into a cheerful holiday destination, inviting families, friends, and neighbors to experience the best of the season together.

Throughout the day, each business in the district will be celebrating in its own special way. From thoughtful gifts and cozy dining to pop-in surprises and seasonal treats, it’s the perfect opportunity to explore everything Old Orchard has to offer.


Festival Schedule

10:00 AM – Close
Shopping and dining throughout Old Orchard

11:00 AM – 2:00 PM
Visits with Santa & Mrs. Claus in the Gazebo

4:00 PM
Hixson Advanced Choir Holiday Performance

4:30 PM
Gateway Center for Performing Arts’ Show Starters Holiday Performance

5:00 PM
“Flip the Switch” — Gazebo Park Light-Up Celebration

More holiday happenings will continue to be added, making the day even more magical.


The festival spans from Summit Avenue on E. Lockwood, stretching east through Big Bend Boulevard to Dale Avenue, as well as the adjoining portions of S. Old Orchard Avenue. Whether you spend the morning shopping or the evening taking in performances, the Old Orchard Holiday Festival offers something for everyone—a joyful way to welcome the holiday season in the heart of our community.

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November 28

Find the Elf Sweepstakes

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December 11

Friends Night Out