Chesterfield Holidays

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Your Chesterfield Holiday

Spend less time planning and more time having awesome adventures with a Chesterfield holiday package. The neighbourhood of Valley Park, which is good for golfing and nature, makes a wonderful base for your city stay. You'll want to do some exploring during your trip to Chesterfield. Make time for top attractions such as St. Louis Premium Outlets, Lou Fusz Soccer Complex and Chesterfield Sports Fusion. Stop daydreaming and start travelling. Browse the broad range of options on Expedia today and put your Chesterfield holiday plans into motion!

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Chesterfield Holiday

Chesterfield Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Lambert-St. Louis Intl. Airport (STL)
Population
47,900
Max Temp Winter
4ºC
Max Temp Summer
32ºC
Top Sights
Six Flags St. Louis, Magic House - St. Louis Childrens Museum and Route 66 State Park

Our pick of the best Chesterfield Hotel Deals

Sonesta ES Suites St. Louis - Chesterfield
Sonesta ES Suites St. Louis - Chesterfield
3 out of 5
15431 Conway Rd, Chesterfield, MO
Fully refundableReserve now, pay when you stay
The price is AU$161 per night from 16 Dec to 17 Dec
AU$161
includes taxes & fees
16 Dec - 17 Dec
8/10 Very Good! (1,000 reviews)
"Easy check in, clean and quiet."

Reviewed on 18 Nov. 2024

Sonesta ES Suites St. Louis - Chesterfield
Drury Plaza Hotel St. Louis Chesterfield
Drury Plaza Hotel St. Louis Chesterfield
3 out of 5
355 Chesterfield Ctr, Chesterfield, MO
Fully refundableReserve now, pay when you stay
The price is AU$218 per night from 1 Dec to 2 Dec
AU$218
includes taxes & fees
1 Dec - 2 Dec
9.6/10 Exceptional! (1,000 reviews)
Best hotel in the area
"The desk staff, Jim and Gabe, were amazing and friendly. Attentive to a slight room mishap and provided care packages. The free dinner, happy hour and breakfast was great. New favorite hotel in the area!"

Reviewed on 16 Nov. 2024

Drury Plaza Hotel St. Louis Chesterfield
Hyatt Place St. Louis/Chesterfield
Hyatt Place St. Louis/Chesterfield
3 out of 5
333 Chesterfield Center East, Chesterfield, MO
Fully refundableReserve now, pay when you stay
The price is AU$234 per night from 24 Dec to 25 Dec
AU$234
includes taxes & fees
24 Dec - 25 Dec
9.4/10 Exceptional! (1,004 reviews)
"Great room and Staff"

Reviewed on 25 Nov. 2024

Hyatt Place St. Louis/Chesterfield
See all 2,220 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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Chesterfield holiday package cost?
Customize your Chesterfield holiday package from as little as . Choose from any combination of flights, hotels and rental cars to put together the escape you’ve been dreaming of. Remember to add on some activities and experiences!
How do I get a cheap travel package to Chesterfield?
Creating your own Chesterfield holiday package with Expedia is one of the best ways to save. We have over 550 air carriers and 1 000 000 hotel options spread across the globe. With such a wonderful range to select from, you’ll have no worries creating your dream escape.
Where should I stay in Chesterfield?
With loads to discover in Chesterfield, it’d be handy for you to secure a room in a hotel near its attractions. St. Louis Premium Outlets, Chesterfield Sports Fusion and Sophia M. Sachs Butterfly House are some interesting ones to add to your must-see list.
What are the top hotels in Chesterfield?
Get your escape off to a good start by reserving a room at 2 Connecting Suites At A Hotel. It’s one of most sought-after properties in Chesterfield. Another comfortable option is Residence Inn by Marriott St. Louis Chesterfield.
How far in advance should I book my Chesterfield holiday?
It can be tricky to know exactly when the best time is to book your Chesterfield trip. But typically the earlier you book, the lower the prices. Sometimes, you can lock in your flights and hotels nearly 12 months prior to departure. If you’re considering a last-minute getaway, no need to fret! There are terrific bargains featured on Expedia all the time.
What does an Expedia Chesterfield travel package include?
From hotels and flights to rental cars, Expedia can help you shape a Chesterfield package that’s right for you. Heading away for a week or longer? Consider a flight, rental car and hotel bundle. If your break is short, a hotel and airfare deal may be more your style. Experiences can also be added once you’ve made your booking. Our holiday packages make it a cinch to save and plan.
What should I know before booking a Chesterfield travel package?
So many places to go, so many things to experience. With a package, you can check more of them off your list. Bundle your flights, hotels and rental cars and make big savings.
Can I choose my airline with a Chesterfield Expedia holiday package?
With a holiday package, you’re in control. Whether you’re hoping to fly to Chesterfield in coach or first class, simply choose from the available airline options. Expedia has access to more than 550 partner airlines globally.
If I'm not able to travel, can I cancel my Chesterfield holiday package?
We understand — life can throw you the odd curveball. If you’ve locked in a Chesterfield holiday package and have to cancel or change it, we’re here to help. We suggest looking up our Customer Service Portal first for information. But generally, if you’ve booked your package within 24 hours, you may be able to cancel or amend your itinerary free of charge. If it’s more than 24 hours, your airline, hotel or car rental company may charge a fee.

Discover the most popular places to visit in Chesterfield

Gateway Arch which includes skyline, a city and modern architecture

Gateway Arch

4.5/5(9 reviews)

Visit the Museum of Westward Expansion, then ascend to the top of the tallest man-made monument in the US for breathtaking views of St. Louis.

Gateway Arch

What to do in Chesterfield

St. Louis: Gateway Ghouls and Hauntings Walking Tour

St. Louis: Gateway Ghouls and Hauntings Walking Tour

AU$40
Per adult
St. Louis: Gateway Ghouls and Hauntings Walking Tour
Private and Group training for all level of skills

Bullets & BBQ at Indoor Shooting Range in St. Louis County

AU$271
Per adult
Bullets & BBQ at Indoor Shooting Range in St. Louis County
St Louis: 75-Minute City Trolley Tour

St Louis: 75-Minute City Trolley Tour

AU$46
Per adult
St Louis: 75-Minute City Trolley Tour
See all activities in Chesterfield
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.