Chesterfield Christmas Markets 2026

Bakewell hosts a weekend Christmas Market with over 100 stalls offering crafts, foods, and local produce. Live music, street entertainment, and gift shopping are featured. Admission is free.

Experience the magic of the holiday season at the annual Winter Market Festival in City Park. Browse unique gifts from over 100 local artisan vendors, enjoy festive live music, and meet Santa Claus himself, who arrives in a firetruck. The...

Step into a world of yuletide nostalgia and fantasy at St. Charles Christmas Traditions®, a festival that brings the holiday spirit of the past to life. For half a century, this event has captivated visitors with its blend of storytelling,...

Step back in time at the St. Charles Christmas Traditions festival, a beloved 50-year celebration that revives the magic of holidays past. Wander through a historic district alive with yuletide nostalgia, where international Santa figures share their customs and Victorian...

Discover unique, locally-made treasures at the Holiday Pop-Up Shop, hosted at the beautiful Laumeier Sculpture Park. This festive event brings together talented area makers to showcase their handcrafted goods, perfect for finding special holiday gifts. Enjoy delicious food and warm...

Discover unique, handmade treasures at the Timothy Lutheran Church Christmas Market. This annual community event offers a wonderful opportunity to find one-of-a-kind gifts and soak in the festive holiday spirit. It's the perfect place to connect with local artisans and...

Discover a unique shopping experience at the Long Row Lavender Autumn & Holiday Market. This event showcases a curated selection of artistry and talent from local makers, offering a wide array of handmade crafts and holiday gifts. Explore diverse vendor...

Step into a festive European wonderland at the Belleville Christkindlmarkt. This authentic German Christmas market brings the charm of Nuremberg to Illinois, featuring unique handcrafted items from international vendors and delicious traditional German food and beverages. Experience the magic of...

Discover unique handmade treasures and festive gifts at the Union Middle School Holiday Craft Fair. This event showcases over 100 vendors, with a special emphasis on handcrafted items. Find personalized crafts and enjoy convenient food options while you shop for...

Get into the holiday spirit at the Downtown Country Christmas Festival! This family-friendly event features Santa's arrival by helicopter, opportunities for photos with Santa, and a special North Pole Post Office for kids to write letters. Enjoy hayrides, games, and...