Most people know Chesterfield, Missouri, as a thriving West County suburb filled with top-rated schools, beautiful neighborhoods, and great shopping. But beyond its well-known amenities and family-friendly vibe, Chesterfield has a fascinating backstory and a few surprises up its sleeve. From historic landmarks to cultural quirks and natural treasures, there's much more to this St. Louis County gem than meets the eye.
Here are some of the most interesting, unexpected, and delightful things you might not know about Chesterfield, MO.
1. Chesterfield is a Merger of Two Historic Communities
What we now call Chesterfield was once a collection of smaller communities, including Bellefontaine, Lake, Gumbo, Bonhomme, and others. In 1988, these communities formally incorporated into the City of Chesterfield to better manage growth and services in the area. Today, you can still see nods to these original settlements in local road names, schools, and neighborhood developments.
2. It Has Deep Roots in Missouri River History
Chesterfield's position along the Missouri River made it a vital area for early settlers. Native American tribes once inhabited the land long before French traders and later German immigrants began farming and building homes here in the 18th and 19th centuries. The area's fertile soil, river access, and scenic bluffs made it a natural choice for settlement.
3. Chesterfield Valley Was Once Underwater
If you’ve visited Chesterfield Valley, home to Chesterfield Commons and the region’s largest retail center, it may be hard to imagine that this area was completely flooded in the Great Flood of 1993. After the flood, major reconstruction and the building of an extensive levee system helped transform the area into the thriving business district it is today. It’s now a success story in resilience and revitalization.
4. It Has One of the Longest Levee Trails in the Region
Speaking of Chesterfield Valley, the Monarch-Chesterfield Levee Trail is a local favorite. Stretching over 10 miles along the Missouri River, it’s perfect for walking, jogging, or biking. The trail offers scenic views of farmland, wetlands, and distant bluffs. Many residents use it for daily exercise or family outings, and it's a testament to Chesterfield's dedication to green space and healthy living.
5. The Chesterfield Amphitheater Hosts Major Events
Located in Central Park, the Chesterfield Amphitheater is an outdoor venue that hosts live music, movie nights, and cultural festivals. Its modern design, comfortable seating, and intimate vibe have made it one of the best-kept secrets in local entertainment. It’s a popular gathering spot for residents who want to enjoy high-quality performances without heading downtown.
6. Faust Park is a Treasure Trove of History
Faust Park isn’t just a place to take your kids to the playground or carousel. It’s also home to the Historic Village, a preserved 19th-century community that includes authentic homes, barns, and a blacksmith shop. The park is also home to the Missouri Botanical Garden's Butterfly House, which features hundreds of tropical butterflies in a climate-controlled conservatory.
7. It’s Home to One of the Largest Strip Malls in America
Chesterfield Commons, located in Chesterfield Valley, is one of the largest open-air shopping centers in the United States. With over 2 million square feet of retail space, it features big-box stores, local boutiques, restaurants, and more. The development has helped establish Chesterfield as a shopping destination for people across the region.
8. A Hotspot for Art and Culture
Chesterfield fosters a vibrant arts scene that many don’t expect from a suburban community. The Chesterfield Arts organization (formerly active in public art initiatives) helped launch local murals, sculptures, and installations. Today, you can see public art displayed in parks, city buildings, and along trails. The city also supports local artists with gallery space and community events.
9. It's a Corporate Hub with a Small-Town Feel
While Chesterfield is home to large employers like Reinsurance Group of America, Bayer Crop Science, and Mercy Hospital, it maintains a community-oriented, small-town atmosphere. Residents love the balance of career opportunities and relaxed suburban living. Chesterfield is proof that you can have the best of both worlds.
10. It Hosts One of Missouri's Top Balloon Glow Events
The Chesterfield Chamber of Commerce organizes an annual Balloon Glow and Glow Run that draws thousands of visitors. The event features tethered hot air balloons, live music, food trucks, and family fun. It's one of the most anticipated events of the year and showcases Chesterfield’s strong community spirit.
11. Parks and Recreation Are a Big Deal Here
Chesterfield boasts over 500 acres of parkland and recreation facilities. From pickleball courts and playgrounds to hiking trails and athletic fields, the city’s commitment to outdoor living is evident. The Chesterfield Parks, Recreation, and Arts Department regularly hosts events, camps, and programs for all ages.
12. Chesterfield Airport Has a Unique Legacy
Spirit of St. Louis Airport in Chesterfield serves corporate and private aviation and plays a vital role in regional commerce. It’s also the site of the annual Spirit Air Show, which draws aviation enthusiasts from across the Midwest. The airport helps position Chesterfield as a hub for business and innovation.
13. It Was Once Called "Gumbo Flats"
Before becoming Chesterfield Valley, this area was affectionately known as Gumbo Flats due to its rich, clay-heavy soil. While the name has fallen out of common use, it still pops up in local lore and trivia. It's a quirky reminder of the area's agricultural past.
14. A Favorite Place for Wine Lovers
While not technically within Chesterfield limits, the city offers quick access to Missouri's wine country. The nearby towns of Defiance and Augusta are just a short drive away and make for perfect day trips. Many Chesterfield residents enjoy weekend getaways to local wineries along the Missouri Wine Trail.
Discover the Real Chesterfield with Kim Jones
Chesterfield is more than just a great place to live — it's a community rich with history, culture, and character. If you're considering buying or selling a home here, working with someone who knows the ins and outs of the area can make all the difference.
Kim Jones, a West County real estate specialist, brings local knowledge and personalized service to help you make the most of your real estate journey. Ready to find your home in one of the St. Louis region's most dynamic communities?
