Chesterfield Vacations from $294
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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.
Hilton Garden Inn Chesterfield
Price was $382, price is now $294 per person
$294
per person
Dec 12 - Dec 15
found 1 day ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
8.2/10 Very Good! (767 reviews)
Just a really nice hotel tucked away from everything, but still close to get whereevre you need to go!
Reviewed on Oct 26, 2025
The Knight Center at Washington University
Price was $503, price is now $380 per person
$380
per person
Dec 12 - Dec 15
found 1 day ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
9.4/10 Exceptional! (416 reviews)
A clean and modern hotel right on Wash U grounds. Staff very helpful and rooms well adorned. Breakfast was convenient for morning meetings
Reviewed on Oct 21, 2025
WorldMark Lake of the Ozarks
Price was $416, price is now $324 per person
$324
per person
Dec 12 - Dec 15
found 1 day ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
9.4/10 Exceptional! (402 reviews)
Great property! Your balcony view is directly on the water. This property offers a dock unused just for guests. I would bring your own raft or float to enjoy the water. The pools and hot tube area are nice, and offer grills for cooking in the pool area and another location.
Check in was great except our room wasn’t ready until 5, the check in time was 4, however they made accommodations to us to offset the delay. It’s close to many fun things to do at the Lake of the Ozarks!! We will be back and will stay here again.
Reviewed on Aug 10, 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
4.5/5(1,469 reviews)
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
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.
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.
What to do in Chesterfield
St Louis: City Museum General Admission Ticket
$22
per adult
96% of travellers recommend
Best of St. Louis Small Group Tour w/ Arch & River Cruise
$161
per adult
84% of travellers recommend
Dinner Detective True Crime Murder Mystery Show - St. Louis, MO
$89
per adult
Chesterfield Hotel Deals
Hyatt Place St. Louis/Chesterfield
333 Chesterfield Center East, Chesterfield, MO
Fully refundableReserve now, pay when you stay
$123 nightly
The price is $143 total per night from Nov 23 to Nov 24
$143 total
Nov 23 - Nov 24
Total with taxes and fees
9.4/10 Exceptional! (1,019 reviews)
Great place to stay
Reviewed on Oct 27, 2025
Sonesta ES Suites St. Louis - Chesterfield
15431 Conway Rd, Chesterfield, MO
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $108 total per night from Nov 12 to Nov 13
$108 total
Nov 12 - Nov 13
Total with taxes and fees
7.8/10 Good! (1,009 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 9 to Nov 10
$151 total
Nov 9 - Nov 10
Total with taxes and fees
9.6/10 Exceptional! (1,015 reviews)
Staff very courteous, breakfast was very good-room is OK
Reviewed on Oct 28, 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.
