Chesterfield, MO

Travel Guide

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.
Drury Plaza Hotel St. Louis Chesterfield

Drury Plaza Hotel St. Louis Chesterfield

3 out of 5
355 Chesterfield Ctr Chesterfield MO
$136 nightly
The price is $158 total per night from Sep 13 to Sep 14
$158 total
Sep 13 - Sep 14
Total with taxes and fees
Book a stay at this business-friendly hotel in Chesterfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.6/10 Exceptional! (1,259 reviews)
"We had a wonderful stay! Staff was great! Loved the breakfast and happy hour mixer! Would definitely stay there again!"

Reviewed on Sep 7, 2026

Drury Plaza Hotel St. Louis Chesterfield
Sonesta ES Suites St. Louis - Chesterfield

Sonesta ES Suites St. Louis - Chesterfield

3 out of 5
15431 Conway Rd Chesterfield MO
$109 nightly
The price is $126 total per night from Sep 13 to Sep 14
$126 total
Sep 13 - Sep 14
Total with taxes and fees
Stay at this hotel in Chesterfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8/10 Very Good! (1,065 reviews)
"We arrived at 3:20 p.m. with check-in at 4 p.m. Our room was not ready, but they moved us to another room, The attitude of the staff was poor. We also needed ice and asked if they had ice for our cups. We were told yes, in the kitchen but did not offer to get us any. After waiting several minutes ..."

Reviewed on Sep 5, 2026

Sonesta ES Suites St. Louis - Chesterfield
Holiday Inn Express & Suites St. Louis - Chesterfield by IHG

Holiday Inn Express & Suites St. Louis - Chesterfield by IHG

2.5 out of 5
11 Arnage Boulevard Chesterfield MO
$110 nightly
The price is $128 total per night from Sep 13 to Sep 14
$128 total
Sep 13 - Sep 14
Total with taxes and fees
Book a stay at this business-friendly hotel in Chesterfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Holiday Inn Express & Suites St. Louis - Chesterfield by IHG
See all 2,296 properties in Chesterfield
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
White House at Grand Central

White House at Grand Central

3.5 out of 5
3805 Lindell Blvd St. Louis MO
Stay at this apartment in St. Louis. Enjoy free WiFi, a 24-hour front desk, and a garden. Popular attractions St. Louis Union Station and Busch Stadium are located ...
8.4/10 Very Good! (152 reviews)
"Absolutely amazing"

Reviewed on Aug 8, 2026

White House at Grand Central
2 Queen Beds | Non-Smoking, Kitchen

2 Queen Beds | Non-Smoking, Kitchen

St. Louis MO MO
Stay at this apartment in Maryland Heights. Enjoy free WiFi, cable/satellite TV service, and air conditioning. Popular attractions Westport Plaza and Hollywood ...
9.6/10 Exceptional! (39 reviews)
"This place was gross and not like the pictures."

Reviewed on Aug 21, 2026

2 Queen Beds | Non-Smoking, Kitchen
Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!

Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!

St. Louis MO
Stay at this vacation home in St. Louis. Enjoy free breakfast, free WiFi, and a garden. Popular attractions St. Louis Zoo and St. Louis Union Station are located ...
9.8/10 Exceptional! (197 reviews)
"Great stay! Thank you!"

Reviewed on Sep 6, 2026

Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!
See all properties in Chesterfield
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Chesterfield attractions

St. Louis Premium Outlets

8.8/10 (369 reviews)
You can enjoy retail therapy at St. Louis Premium Outlets during your stay in Chesterfield. Discover the top-notch restaurants and great live music in this family-friendly area.
See properties

Things to do

The Gateway Arch National Park & Museum

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

$175
per adult
StL's Signature "Sights and Bites" - Private Tour in St. Louis
St. Louis: Gateway Ghouls and Hauntings Walking Tour

St. Louis Ghost Tour: Sinister Sins & Shadows

$24
per adult
100% of travellers recommend
St. Louis Ghost Tour: Sinister Sins & Shadows
Lemp Haunted Neighborhood Walking Tour

Lemp Haunted Neighborhood Walking Tour

$25
per adult
84% of travellers recommend
Lemp Haunted Neighborhood Walking Tour
Forest Park E-Bike Tour with Optional Saint Louis Zoo Visit

Forest Park E-Bike Tour with Optional Saint Louis Zoo Visit

$105
per adult
Forest Park E-Bike Tour with Optional Saint Louis Zoo Visit
St. Louis: Lemp Haunted Neighborhood Ghost Tour

St. Louis: Lemp Haunted Neighborhood Ghost Tour

$27
per adult
St. Louis: Lemp Haunted Neighborhood Ghost Tour
Landmarks Downtown-West Walking Tour

Landmarks Downtown-West Walking Tour

$20
per adult
Landmarks Downtown-West Walking Tour
See all activities in Chesterfield

Frequently asked questions

Is Chesterfield worth visiting?
Chesterfield is worth visiting for its diverse dining scene, offering delicious Italian and Asian cuisines. Travelers can also enjoy shopping at St. Louis Premium Outlets and find entertainment at The Factory, providing a variety of experiences.
When is the best time to visit Chesterfield?
The best time to visit Chesterfield is from April through June, when the weather is typically mild and comfortable for exploring. For travelers seeking fewer crowds and potentially better value, the quieter months of November through February offer a cooler experience, ideal for a more relaxed trip.
What is Chesterfield known for?
Chesterfield, known as 'Chesterfield MO', is known for its shopping at St. Louis Premium Outlets and entertainment at The Factory. Travelers can also explore Babler State Park and enjoy a strong Italian food culture in this riverside city on the Missouri River.
What is a good itinerary length for Chesterfield?
A good itinerary length for Chesterfield is two to three days to explore attractions like St. Louis Premium Outlets, catch an event at The Factory, and enjoy nature at Babler State Park. An extended stay of four to five days allows for more leisurely visits to these spots and to sample the local Italian, Asian, and North American cuisine.
What are the top things to do in and around Chesterfield?
In Chesterfield, travelers can enjoy shopping, nature, and fun indoor activities. Some top things to do include:


How do I plan a trip to Chesterfield?
To plan your trip to Chesterfield, search for places to stay on Expedia and book your flights and rental car in advance. Consider visiting attractions like St. Louis Premium Outlets, The Factory, and Babler State Park. For outdoor activities, plan for early morning or late afternoon to make the most of your time.
What cuisines can you find in Chesterfield?
In Chesterfield you can find Thai cuisine, with dishes like Pad Thai, green curry, and Tom Yum soup. Travelers can also enjoy Italian favorites, various Asian options including Chinese, Japanese, and Indian, and Latin American dishes such as tacos. You'll also find North American choices like New American and Southern soul food.
Can I book a refundable hotel in Chesterfield?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Chesterfield by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Chesterfield with Expedia?
Expedia makes it easier to plan your Chesterfield trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Chesterfield?
The best choice depends on your travel style. Hotels in Chesterfield can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Chesterfield trip on Expedia?
Once you've booked your Chesterfield trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Chesterfield trip?
Expedia offers customer support before, during, and after your Chesterfield trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Chesterfield?
If it's your first trip to Chesterfield, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Chesterfield hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Chesterfield hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

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