Chesterfield Vacations from $502
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Your Chesterfield Vacation
Let our vacation packages to Chesterfield inspire your next great escape. There's a whole lot to love about this amazing city, starting with the neighborhood of Valley Park, which is great for golfing and nature. Make your trip to Chesterfield even more enjoyable by going sightseeing. St. Louis Premium Outlets, Lou Fusz Soccer Complex and Westfield Chesterfield Mall are some of the leading attractions worth exploring. Whatever your travel plans or budget, organizing a tailored Chesterfield vacation is a cinch with Expedia.
The Latest Chesterfield vacation packages
Price found within the past 48 hours. Click for updated prices.
HoteLumiere at the Arch - A Caesars Rewards Destination
Downtown St. Louis
Price was $674, price is now $502 per person
$502
per person
Dec 26 - Dec 29
found 6 hours ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
13.2/10 Exceptional! (1,001 reviews)
Very nice and convenient location
Reviewed on Oct 29, 2025
The Wildwood Hotel
Price was $767, price is now $507 per person
$507
per person
Dec 26 - Dec 29
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
18.4/10 Exceptional! (1,600 reviews)
The service was a success and great breakfast. Rooms were clean and comfortable and bathroom was clean and well organized and stocked. I will have to come back to stay again for a little bit longer next time
Reviewed on Nov 18, 2025
Hilton Garden Inn St. Louis/O'Fallon MO
Price was $1,022, price is now $791 per person
$791
per person
Dec 30 - Jan 5
found 7 hours ago
Roundtrip flight included
Boston (BOS) to St. Louis (STL)
17.6/10 Exceptional! (705 reviews)
No vent in the bathroom/shower area
Toilet has weak flush
Other than that a fantastic stay
Reviewed on Oct 20, 2025
Sheraton Westport Plaza Hotel St. Louis
Price was $690, price is now $554 per person
$554
per person
Dec 26 - Dec 29
found 6 hours ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
8.4/10 Very Good! (851 reviews)
Room clean, staff was great! Have been here multiple times! Will be back soon!
Reviewed on Oct 27, 2025
The Cheshire
Price was $644, price is now $524 per person
$524
per person
Dec 26 - Dec 29
found 6 hours ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
17.2/10 Exceptional! (1,002 reviews)
Great stay! The room could have been a tiny bit cleaner but nothing crazy! Mainly stains on the table and some dusty areas but beds and bathrooms were clean!
The staff was super nice and the place was nicely decorated.
Reviewed on Nov 15, 2025
Don't see what you're looking for?
See all available trips from Columbus to Chesterfield
View all tripsDiscover the most popular places to visit in Chesterfield
St. Louis Union Station
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.
Gateway Arch
Enjoy 360-degree views and learn about the history of St. Louis at this world-famous landmark.
St. Louis Zoo
In the middle of St. Louis, meet the exotic and endangered animals that live in meticulously recreated ecosystems from all over the world.
What to do in Chesterfield
St. Louis Ghost Tour: Sinister Sins & Shadows
$26
per adult
St. Louis Premium Driving Tour with Boat Ride & Arch
$174
per adult
100% of travellers recommend
St Louis Ghost Tours: Sinister Sins & Shadows Ghost Tour
$32
per adult
100% of travellers recommend
Chesterfield Hotel Deals
Hyatt Place St. Louis/Chesterfield
333 Chesterfield Center East Chesterfield MO
Fully refundableReserve now, pay when you stay
$145 nightly
The price is $168 total per night from Nov 23 to Nov 24
$168 total
Nov 23 - Nov 24
Total with taxes and fees
9.4/10 Exceptional! (1,001 reviews)
Breakfast was standard hotel. Did appreciate the fresh fruit (berries). Due to it being a lengthy business trip, would have liked the hot main entree to have more variety. Pancakes or waffles would have nice.
Reviewed on Nov 11, 2025
Drury Plaza Hotel St. Louis Chesterfield
355 Chesterfield Ctr Chesterfield MO
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $151 total per night from Nov 23 to Nov 24
$151 total
Nov 23 - Nov 24
Total with taxes and fees
9.6/10 Exceptional! (1,030 reviews)
The breakfast offerings were varied, including eggs /sausage etc. as well as fruit and yogurt. Parking was easy and accessible.
Reviewed on Nov 18, 2025
Sonesta ES Suites St. Louis - Chesterfield
15431 Conway Rd Chesterfield MO
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $94 total per night from Nov 20 to Nov 21
$94 total
Nov 20 - Nov 21
Total with taxes and fees
7.8/10 Good! (1,018 reviews)
large room and clean.
Reviewed on Nov 10, 2025
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.
Find the Best Chesterfield Vacation Packages
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 |
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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.
