THINGS TO DO IN CHESTERFIELD

Welcome to Chesterfield! Check out the latest events in town. Explore by location, trending searches, top organisers, and more. Whether you're a local, new to the area, or cruising through, there's no shortage of unique things to do.

Chesterfield's top activities

Your plans, made easy. Check out Chesterfield's most popular things to do.

Route 66 Submerged: A Sunken Road. A story Resurfaced

Mon, Aug 3, 11:30 AM + 56 more events

Lake Springfield Marina • Springfield, IL

Free

Lake Springfield Marina with Visit Springfield

28 followers

Chicago Day Escape from St. Louis | Obama Pres. Center Museum & Riverwalk

Sat, Sep 12, 4:30 AM

North Hanley Transit Center • Carsonville, MO

Free

SavvySoul Travels

Miles of Possibility 11th Annual Route 66 Conference October 8-11, 2026

Thu, Oct 8, 10:00 AM

President Abraham Lincoln Springfield - a DoubleTree by Hilton Hotel • Springfield, IL

Starts at 28,52 $

Route 66 Miles of Possibility

54 followers

9/13 - St. Peters, MO - Autumn in Normandy

Sun, Sep 13, 5:00 PM

5300 N Service Rd • St. Peters, MO

Starts at 79,00 $

Cooper's Hawk Winery & Restaurants

20.6k followers

St. Louis Locomotion Scavenger Hunt

Today at 11:00 AM + 311 more events

The Gateway Arch • St. Louis, MO

Starts at 27,42 $

Kat Nelson, Owner of Alley Kat Adventures

8.3k followers

Gateway Trail Ride and Field Party w/ Cupid performing live (Saturday)

Sat, Aug 22, 8:00 AM

36 Delano Dr • Sauget, IL

Starts at 25,00 $

Liquid Assets Events...

372 followers

Rooster's Farm Day Camp

Mon, Aug 3, 8:00 AM

Rooster's Farm Pumpkin Patch • Jonesburg, MO

Starts at 268,61 $

Patty and Thomas Ludy

21 followers

Lost Hill Lake Open Lake Day Vendor Market - Sunday, August 2

Sun, Aug 2, 10:00 AM

Lost Hill Lake Wedding & Events • Saint Clair, MO

Starts at 28,52 $

Lost Hill Lake Events

201 followers

Chesterfield's top activities

Your plans, made easy. Check out Chesterfield's most popular things to do.

Route 66 Submerged: A Sunken Road. A story ResurfacedRoute 66 Submerged: A Sunken Road. A story Resurfaced

Chicago Day Escape from St. Louis | Obama Pres. Center Museum & RiverwalkChicago Day Escape from St. Louis | Obama Pres. Center Museum & Riverwalk

Miles of Possibility 11th Annual Route 66 Conference October 8-11, 2026Miles of Possibility 11th Annual Route 66 Conference October 8-11, 2026

9/13 - St. Peters, MO - Autumn in Normandy9/13 - St. Peters, MO - Autumn in Normandy

St. Louis Locomotion Scavenger HuntSt. Louis Locomotion Scavenger Hunt

Gateway Trail Ride and Field Party w/ Cupid performing live (Saturday)Gateway Trail Ride and Field Party w/ Cupid performing live (Saturday)

Rooster's Farm Day CampRooster's Farm Day Camp

Lost Hill Lake Open Lake Day Vendor Market - Sunday, August 2Lost Hill Lake Open Lake Day Vendor Market - Sunday, August 2