Things to do in Chesterfield

Activities, attractions and tours

A town with a prominent church spire, residential buildings, and a hill in the background.
A sunset over a body of water with a silhouette of trees in the foreground.
A calm river flanked by dense greenery and a wooden fence.
A sunset over a frozen river with a forested shoreline.
A river, a grassy field, and a forested hill.

Things to do

St. Louis Narrated Trolley Tour

St. Louis Narrated Trolley Tour

S$38
per adult
90% of travellers recommend
St. Louis Narrated Trolley Tour
The Gateway Arch National Park & Museum

StL's Signature "Sights and Bites" - Private Tour in St. Louis

S$223
per adult
StL's Signature "Sights and Bites" - Private Tour in St. Louis
St. Louis: Museum of Illusions Entry Ticket

St. Louis: Museum of Illusions Entry Ticket

S$44
per adult
90% of travellers recommend
St. Louis: Museum of Illusions Entry Ticket
Downtown St. Louis Smartphone Guided Audio Walking Tour App

Downtown St. Louis Smartphone Guided Audio Walking Tour App

S$10
per adult
100% of travellers recommend
Downtown St. Louis Smartphone Guided Audio Walking Tour App
St. Louis: Gateway Ghouls and Hauntings Walking Tour

St. Louis Ghost Tour: Sinister Sins & Shadows

S$31
per adult
100% of travellers recommend
St. Louis Ghost Tour: Sinister Sins & Shadows
Saint Louis Self Guided Driving and Walking Audio Tour

St. Louis & Gateway Arch NP Self Guided Drive & Walk Audio Tour

S$22
per traveller
St. Louis & Gateway Arch NP Self Guided Drive & Walk Audio Tour
The Boom Boom Room St. Louis Burlesque and Cabaret Show

St. Louis Burlesque & Nightlife Experience at The Boom Boom Room

S$76
per adult
St. Louis Burlesque & Nightlife Experience at The Boom Boom Room
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What to do in Chesterfield

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St. Louis Premium Outlets

8.8/10 (369 reviews)
You can find the perfect gifts to bring home at St. Louis Premium Outlets during your stay in Chesterfield. Discover the top-notch restaurants and great live music in this family-friendly area.
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A calm lake reflecting trees with autumn foliage, a clear sky, and a distant shoreline.

St. Charles

Frequently asked questions

Is Chesterfield worth visiting?
One of the most popular things to do in Chesterfield is explore Museum of Transportation. Check this leading sight off your list, then experience more of this area's shopping and golfing.
How do I spend a day in Chesterfield?
Start your adventures with a visit to Museum of Transportation and Chesterfield Sports Fusion. Then, tour other parts of Chesterfield for local dining and some souvenir shopping.
What is the top tourist attraction in Chesterfield?
The top tourist attraction in Chesterfield is Museum of Transportation, so make sure to put it on your agenda.
Is three days enough to stay in Chesterfield?
Three days will give you time to tick off popular city highlights, such as Chesterfield Sports Fusion, Sky Zone Indoor Trampoline Park - St. Louis and Historic Aircraft Restoration Museum. The average stay in Chesterfield is two days. If you feel the urge to extend your break, St. Louis isn't far away.
Is Chesterfield a walkable city?
If discovering on foot sounds like your type of holiday, Chesterfield is an ideal place to visit. Find major sights, including Chesterfield Sports Fusion, within walking distance of downtown. You can also enjoy a stroll around Clarkson Valley, a hip neighbourhood located about 5 kilometres from the city centre.
What are some activities to do in Chesterfield with kids?
Planning what to do in Chesterfield with kids has never been so simple. Whether you're holidaying with little ones or teenagers, there's no shortage of family-friendly tours and activities to keep everyone busy here.

What to do in Chesterfield for adults?
From regional food and cultural attractions to outdoor adventures and unique experiences, there's no shortage of fascinating things to do in Chesterfield for adults.
Are there free things to do in Chesterfield?
One of the best ways to find free things to do in Chesterfield is to speak with a local tour guide. You'll get insider advice on hip neighbourhoods, parks and other attractions you can enjoy without opening your wallet. Lou Fusz Soccer Complex is one sight that doesn't have an admission fee.