Chesterfield Vacations from $340
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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.
Ameristar Casino Resort and Spa
Price was $861, price is now $708 per person
$708
per person
Feb 20 - Feb 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. Louis (STL)
8.4/10 Very Good! (1,006 reviews)
From check-in to check-out the staff was extremely professional, friendly, and courteous. The room was fabulous. It was clean and so spacious. A sunken sitting area was an added bonus. We had a view of the river and the bridge. My expectations were definitely exceeded. The only thing that was frustrating was the internet coverage. Our Internet was very limited. I had to go elsewhere to get a good Internet signal. I only had LTE coverage.
Reviewed on Dec 28, 2025
The Knight Center at Washington University
Price was $742, price is now $618 per person
$618
per person
Feb 20 - Feb 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. Louis (STL)
9.4/10 Exceptional! (425 reviews)
I like academic environments. This works well for me when visiting STL. I have stayed here during two different trips, and I would do it again if/when the occasion arises.
Reviewed on Dec 27, 2025
The Cheshire
Price was $757, price is now $636 per person
$636
per person
Feb 20 - Feb 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. Louis (STL)
8.6/10 Excellent! (1,002 reviews)
The place is beautiful, the room is very cozy and comfortable, the hotel well located with good breakfast.
Reviewed on Dec 30, 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
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 fascinating museums or attend a baseball game.
Busch Stadium
4.5/5(1,469 reviews)
Catch an event at Busch Stadium during your trip to St. Louis. 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 Ghost Tour: Sinister Sins & Shadows
$24
per adult
Best of St. Louis Small Group Tour w/ Arch & River Cruise
$169
per adult
84% of travellers recommend
Lemp Haunted Neighborhood Walking Tour
$27
per adult
84% of travellers recommend
Chesterfield Hotel Deals
Hyatt Regency St. Louis at The Arch
315 Chestnut St St. Louis MO
$129 nightly
The price is $152 total per night from Jan 1 to Jan 2
$152 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
8.4/10 Very Good! (4,027 reviews)
We didn’t eat breakfast. Room was clean and tidy. Not enough conditioner in the container to cleanse hair. Only complaint.
Reviewed on Dec 30, 2025
Hampton Inn St. Louis-Downtown (At the Gateway Arch)
333 Washington Ave St. Louis MO
$98 nightly
The price is $114 total per night from Jan 14 to Jan 15
$114 total
Jan 14 - Jan 15, 2026
Total with taxes and fees
8.6/10 Excellent! (1,195 reviews)
It was nice clean and the front desk help were very professional.
Reviewed on Dec 30, 2025
Magnolia Hotel St. Louis, a Tribute Portfolio Hotel
421 N 8th St St. Louis MO
$97 nightly
The price is $115 total per night from Jan 25 to Jan 26
$115 total
Jan 25 - Jan 26, 2026
Total with taxes and fees
8.6/10 Excellent! (1,171 reviews)
Great stay. Superb staff. Rooms were beautiful except bathroom very dated and the corners were not very clean
Reviewed on Dec 25, 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.
