Chesterfield Vacations from $394
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Photo by Michelle E
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.
Ameristar Casino Resort and Spa
per person
Sep 26 - Sep 28
found 1 day ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
8.4/10 Very Good! (1,000 reviews)
Unacceptable that for this price,
NO MICROWAVE IN ROOM!
Also under 21 not allowed in any pool at anytime! So do not come here with your Family! Also, only a couple Resteraunts allow kids
Reviewed on Jul 1, 2025
Ballpark Apartments by Barsala
Downtown St. Louis
Save 100% on your flight
per person
Aug 15 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to St. Louis (STL)
7.2/10 Good! (7 reviews)
It's a great location, right across from the Ballpark. It is a fairly spartan apartment set-up, with concrete floors.. a little surprising? Parking is on the street or in a pay lot.
Reviewed on Jun 8, 2025
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See all available trips from Columbus to Chesterfield
View all tripsDiscover the most popular places to visit in Chesterfield
Busch Stadium
4.5/5(1,469 reviews)
Busch Stadium is one of the more well-known attractions to visit during your trip to St. Louis. Experience the area's acclaimed art scene or attend a baseball game.
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 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.
What to do in Chesterfield
St Louis Ghost Tours: Sinister Sins & Shadows Ghost Tour
$24
per adult
Best of St. Louis Small Group Tour w/ Arch & River Cruise
$169
per adult
78% of travellers recommend
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
$99 nightly
The price is $115 total per night from Jul 20 to Jul 21
$115 total
Jul 20 - Jul 21
Total includes taxes and fees
8/10 Very Good! (1,004 reviews)
"I liked having a 2 bedroom suite with 2 bathrooms. The kitchen area was good but no coffee in the suite."
Reviewed on Jun 26, 2025
Hyatt Place St. Louis/Chesterfield
333 Chesterfield Center East, Chesterfield, MO
Fully refundableReserve now, pay when you stay
$131 nightly
The price is $152 total per night from Jul 21 to Jul 22
$152 total
Jul 21 - Jul 22
Total includes taxes and fees
9.4/10 Exceptional! (1,003 reviews)
Long weekend in St Louis/Chesterfield
"Our stay was wonderful. We were in town to celebrate a family members accomplishments that lives nearby. We picked the perfect place. Great, newer, clean comfortable hotel. Friendly staff, indoor pool, fitness center, free breakfast, free covered underground parking, great location near shopping, ..."
Reviewed on Jun 26, 2025
Hyatt Regency St. Louis at The Arch
315 Chestnut St, St. Louis, MO
Fully refundableReserve now, pay when you stay
$138 nightly
The price is $163 total per night from Jul 31 to Aug 1
$163 total
Jul 31 - Aug 1
Total includes taxes and fees
8.4/10 Very Good! (3,832 reviews)
"Close to everything"
Reviewed on Jun 30, 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.