Chesterfield Vacations from $423
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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 Wildwood Hotel
Save 100% on your flight
Price was $846, price is now $446 per person
$446
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
9.2/10 Wonderful! (1,581 reviews)
Quiet, super clean, kind and respectful staff, awesome room!
Reviewed on Oct 9, 2025
Marriott St. Louis West
Price was $663, price is now $477 per person
$477
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
8.6/10 Excellent! (1,002 reviews)
All of the staff were extremely nice and the lobby had tons of good meet up spaces, but the room wasn't amazing. I stayed here 20 years ago and remember the rooms feeling a little dated. Nothing has changed since then. Aside from that, it did feel clean and I did sleep well all three nights. I would pass on the breakfast - seemed out of basic items most mornings, like eggs, fruit, etc., but maybe I just picked the wrong time to go.
Reviewed on Sep 29, 2025
Comfort Inn Edwardsville - St. Louis
Price was $644, price is now $476 per person
$476
per person
Nov 24 - Nov 29
found 8 hours ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
8.4/10 Very Good! (767 reviews)
Friendly staff, clean room, breakfast ok, a/c worked but room still a bit humid
Reviewed on Oct 6, 2025
Hampton Inn By Hilton St Louis Airport
Woodson Terrace
Price was $682, price is now $510 per person
$510
per person
Nov 21 - Nov 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
8.8/10 Excellent! (62 reviews)
All areas was kept clean and breakfast options was great
Reviewed on Oct 4, 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 Ghost Tour: Sinister Sins & Shadows
$24
per adult
Lemp Haunted Neighborhood Walking Tour
$27
per adult
84% of travellers recommend
St. Louis Ghosts: Gateway Ghouls and Hauntings
$32
per adult
100% of travellers recommend
Chesterfield Hotel Deals
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 Oct 15 to Oct 16
$151 total
Oct 15 - Oct 16
Total with taxes and fees
9.6/10 Exceptional! (1,005 reviews)
"Clean, comfortable accommodations."
Reviewed on Oct 5, 2025
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 Oct 21 to Oct 22
$101 total
Oct 21 - Oct 22
Total with taxes and fees
7.8/10 Good! (1,003 reviews)
"This was a very nice place to stay. Centrally located, very clean and quiet with a great breakfast!"
Reviewed on Oct 8, 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 Oct 19 to Oct 20
$147 total
Oct 19 - Oct 20
Total with taxes and fees
9.4/10 Exceptional! (1,004 reviews)
"Everything about this hotel receives excellent, raving reviews from me! We stayed in a king with sofa bed room and it was perfect for us and our two boys. It was extremely clean, the shower was great and for us ladies it even had a little ledge for shaving our legs! The coffee was really good. The ..."
Reviewed on Oct 8, 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.
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.