Chesterfield Vacations from $317
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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.
The West End
Central West End
Price was $426, price is now $317 per person
$317
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to St. Louis (STL)
8.4/10 Very Good! (349 reviews)
It looks like this property had just opened. Everything was clean and looked to be brand new. There’s two kitchen areas in the lobby where you can cook your own meal if you’d like. I’ve never experienced something like that in a hotel. We had a small issue with our smoke detector beeping while we were trying to sleep but we were able to get in touch with the staff at 3:00am and they were nice enough to extend our check out so we could get some extra sleep. The only down side is the 10:00am checkout but that will not deter me from booking again.
Reviewed on Oct 27, 2025
White House at Grand Central
Grand Center
Price was $421, price is now $319 per person
$319
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to St. Louis (STL)
8.4/10 Very Good! (121 reviews)
It was very easy to access public transportation from this property. The room was very clean, bed was comfortable, and when the hot water got up there it was plentiful and hot. There were a/c and heat available; I used both and each worked fine. My apartment was on third floor, and was accessible only via stairs. It was not a problem for me (it was a workout!), but might be for more physically-impaired folks.
Reviewed on Oct 23, 2025
Spacious 3-Bedroom with King Bed
Central West End
Save 100% on your flight
Price was $745, price is now $574 per person
$574
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to St. Louis (STL)
8.6/10 Excellent! (10 reviews)
Overall, we loved the apartment. It was cute, beds were very comfortable.
Reviewed on May 8, 2025
Home2 Suites by Hilton St. Louis/Forest Park
The Grove
Price was $592, price is now $481 per person
$481
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to St. Louis (STL)
8.6/10 Excellent! (1,000 reviews)
Rooms were very nice and clean spacious. Staff was friendly and helpful with all of our needs would stay again
Reviewed on Oct 18, 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
Busch Stadium
Catch an event at Busch Stadium during your trip to St. Louis. Experience the area's acclaimed art scene or attend a baseball game.
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.
What to do in Chesterfield
St Louis: City Museum General Admission Ticket
$22
per adult
96% of travellers recommend
St. Louis Ghost Tour: Sinister Sins & Shadows
$32
per adult
Lemp Haunted Neighborhood Walking Tour
$27
per adult
84% of travellers recommend
Chesterfield Hotel Deals
Sonesta ES Suites St. Louis - Chesterfield
15431 Conway Rd, Chesterfield, MO
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $101 total per night from Nov 3 to Nov 4
$101 total
Nov 3 - Nov 4
Total with taxes and fees
7.8/10 Good! (1,008 reviews)
Everything was excellent. The only issue we had was finding a parking space.
Reviewed on Oct 24, 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 2 to Nov 3
$151 total
Nov 2 - Nov 3
Total with taxes and fees
9.6/10 Exceptional! (1,013 reviews)
Room was very nice, clean and beds were comfortable. Hotel staff were extremely polite and professional. Loved the food and drinks. All around a great experience and would recommend!
Reviewed on Oct 23, 2025
Hyatt Place St. Louis/Chesterfield
333 Chesterfield Center East, Chesterfield, MO
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $147 total per night from Nov 23 to Nov 24
$147 total
Nov 23 - Nov 24
Total with taxes and fees
9.4/10 Exceptional! (1,012 reviews)
We came from out of town. It is in a great location, with food options, shopping and entertainment all within a couple miles. Staff was courteous, and the hotel was extremely clean. It looked brand new, and felt like a 5 star hotel. We will totally stay that again.
Reviewed on Oct 20, 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.
