Chesterfield Vacations from $229

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Your Chesterfield Vacation

With everything organized before you head off, our Chesterfield vacation packages let you simply focus on having a good time! One place to base yourself in this captivating city is Valley Park, which is good for golfing and nature. Fill your days with tours of St. Louis Premium Outlets, Chesterfield Sports Fusion and Lou Fusz Soccer Complex, some of the attractions you simply have to see during your trip to Chesterfield. Stop dreaming and start adventuring. Explore the wide range of options on Expedia today and put your Chesterfield vacation plans into motion!

The Latest Chesterfield Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Bell's Extended Stay and Suites

Bell's Extended Stay and Suites

2 out of 5
per person
Jun 21 - Jun 24
Roundtrip flight included
Philadelphia (PHL) to St. Louis (STL)
9.2/10 Wonderful! (399 reviews)
Really secured and comfortable

Reviewed on Apr 29, 2024

The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
per person
Jul 6 - Jul 8
Roundtrip flight included
Newark (EWR) to St. Louis (STL)
8.8/10 Excellent! (1,278 reviews)
I didn't like the fact that I made reservations well in advance of my stay, and when I arrived, I was told that the two rooms that I had reserved were on different floors. One young man at the desk asked me if we wanted a room near the other one in our reservation. I said yes, and the other man at the desk said I could not because the other rooms on that floor were already spoken for. It was 4:15 in the afternoon and my reservation should have made one of those rooms mine. the woman at check out said "Oh sorry!"

Reviewed on May 20, 2024

Ameristar Casino Resort and Spa

Ameristar Casino Resort and Spa

4.5 out of 5
per person
Jul 6 - Jul 8
Roundtrip flight included
Newark (EWR) to St. Louis (STL)
8.2/10 Very Good! (1,003 reviews)
Clean, easy, and full of stuff to do.

Reviewed on May 19, 2024

Hollywood Casino & Hotel St. Louis

Hollywood Casino & Hotel St. Louis

3.5 out of 5
per person
Jul 6 - Jul 8
Roundtrip flight included
Newark (EWR) to St. Louis (STL)
8.2/10 Very Good! (1,186 reviews)
Love coming for concerts with the shuttle service and staff is always friendly and helpful.

Reviewed on May 19, 2024

Days Inn by Wyndham Downtown St. Louis

Days Inn by Wyndham Downtown St. Louis

2 out of 5
per person
Jun 23 - Jun 29
Roundtrip non-stop flight included
Philadelphia (PHL) to St. Louis (STL)
4.6/10 (1,000 reviews)
There was people racing driving doing burnouts and had people not staying at the hotel in the parking lot around our vehicle

Reviewed on May 19, 2024

Chesterfield Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Lambert-St. Louis Intl. Airport (STL)
Population
47,900
Max Temp Winter
40ºF
Max Temp Summer
90ºF
Top Sights
Six Flags St. Louis, Magic House - St. Louis Childrens Museum and Route 66 State Park

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 $103 per night from Jun 18 to Jun 19
$103
per night
Jun 18 - Jun 19
8.2/10 Very Good! (1,000 reviews)
quality place
"Excellent and we will stay again. The only negative was that we got to breakfast very late (10 minutes before close) and they were out of a number of things. Still an excellent experience overall and we will be back."

Reviewed on May 20, 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 $133 per night from May 27 to May 28
$133
per night
May 27 - May 28
9.4/10 Exceptional! (1,003 reviews)
"Clean rooms, Great food and a happy hour!"

Reviewed on May 13, 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 refundable
The price is $131 per night from May 29 to May 30
$131
per night
May 29 - May 30
9.4/10 Exceptional! (1,001 reviews)
"The staff here are top notch for me! From my first interaction via phone with Katie at the Front Desk to every member of the service teams (cleaning, breakfast, etc) they were friendly, helpful and wonderful to deal with. I arrived late and my boyfriend even later and the night staff member was helpful ..."

Reviewed on May 21, 2024

Hyatt Place St. Louis/Chesterfield
See all 2,345 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.

Explore other types of vacation packages

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All Inclusive Vacations

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Frequently asked questions

How much does a Chesterfield vacation package cost?
Customize your Chesterfield vacation package from as little as $229. 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 vacation 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 vacation?
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 vacation 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 vacation package?
With a vacation 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 vacation package?
We understand — life can throw you the odd curveball. If you’ve locked in a Chesterfield vacation 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

Image for St. Louis Union Station

St. Louis Union Station

4/5(615 reviews)

You can learn about the local history of St. Louis when you make a stop at a well-known site like St. Louis Union Station. Experience the area's great live music or attend a baseball game.

St. Louis Union Station
Image for Gateway Arch

Gateway Arch

4.5/5(2,511 reviews)

Enjoy 360-degree views and learn about the history of St. Louis at this world-famous landmark.

Gateway Arch
Image for St. Louis Zoo

St. Louis Zoo

4.5/5(1,212 reviews)

In the middle of St. Louis, meet the exotic and endangered animals that live in meticulously recreated ecosystems from all over the world.

St. Louis Zoo

What to do in Chesterfield

Image for The Dinner Detective Murder Mystery Dinner Show - St. Louis, MO

The Dinner Detective Murder Mystery Dinner Show - St. Louis, MO

$86
Per adult
The Dinner Detective Murder Mystery Dinner Show - St. Louis, MO
Image for Scavenger Hunt in St. Louis by Crazy Dash

Scavenger Hunt in St. Louis by Crazy Dash

$10
Per adult
Scavenger Hunt in St. Louis by Crazy Dash
Image for St. Louis Locomotion Scavenger Hunt

St. Louis Locomotion Scavenger Hunt

$22
Per adult
St. Louis Locomotion Scavenger Hunt
See all activities in Chesterfield

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.