Chesterfield Trips (flight + hotel)

Photo by Michelle E

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Top hotels in Chesterfield

Sonesta ES Suites St. Louis - Chesterfield

Sonesta ES Suites St. Louis - Chesterfield

3 out of 5
15431 Conway Rd, Chesterfield, MO
Fully refundableReserve now, pay when you stay
The price is P5,294 per night from Aug 19 to Aug 20
P5,294
P6,141 total
Aug 19 - Aug 20
includes taxes & fees
8/10 Very Good! (1,003 reviews)
"Nice and quiet both day and night. My room/suite was clean, a/c on 69 so it was cool upon entering on this hot day. TV remote easy to operate, clean refrigerator, microwave and coffee maker. Really good coffee and nice warm breakfast options daily like breakfast tacos, scrambled eggs, turkey sausage, ..."

Reviewed on Aug 9, 2025

Sonesta ES Suites St. Louis - Chesterfield
Hyatt Place St. Louis/Chesterfield

Hyatt Place St. Louis/Chesterfield

3 out of 5
333 Chesterfield Center East, Chesterfield, MO
Fully refundableReserve now, pay when you stay
The price is P6,789 per night from Sep 7 to Sep 8
P6,789
P7,874 total
Sep 7 - Sep 8
includes taxes & fees
9.4/10 Exceptional! (1,004 reviews)
"Good stay!"

Reviewed on Aug 10, 2025

Hyatt Place St. Louis/Chesterfield
Hyatt Regency St. Louis at The Arch

Hyatt Regency St. Louis at The Arch

4 out of 5
315 Chestnut St, St. Louis, MO
Fully refundableReserve now, pay when you stay
The price is P6,789 per night from Aug 22 to Aug 23
P6,789
P8,006 total
Aug 22 - Aug 23
includes taxes & fees
8.4/10 Very Good! (3,937 reviews)
"This place was amazing what with the views and proximity to the Arch. The room was spacious and immaculate!"

Reviewed on Aug 9, 2025

Hyatt Regency St. Louis at The Arch
See all 2,056 properties in Chesterfield
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.

Popular places to visit

Gateway Arch featuring central business district, modern architecture and skyline

Gateway Arch

Visit the Museum of Westward Expansion, then ascend to the top of the tallest man-made monument in the US for breathtaking views of St. Louis.

Gateway Arch
St. Louis Zoo featuring a park, a bridge and a lake or waterhole

St. Louis Zoo

In the middle of St. Louis, meet the exotic and endangered animals that live in meticulously recreated ecosystems from all over the world.

St. Louis Zoo

America's Center Convention Complex

Learn about the events happening at America's Center Convention Complex during your trip to St. Louis. Experience the area's acclaimed theater scene and great live music.

America's Center Convention Complex

What to do in Chesterfield

St. Louis Arch Walking Tour and Entrance Ticket

St. Louis Arch Walking Tour and Entrance Ticket

P2,908
per adult
100% of travellers recommend
St. Louis Arch Walking Tour and Entrance Ticket
St. Louis: Gateway Ghouls and Hauntings Walking Tour

St Louis Ghost Tours: Sinister Sins & Shadows Ghost Tour

P1,396
per adult
St Louis Ghost Tours: Sinister Sins & Shadows Ghost Tour
Private and Group training for all level of skills

Bullets & BBQ at Indoor Shooting Range in St. Louis County

P10,179
per adult
Bullets & BBQ at Indoor Shooting Range in St. Louis County
See all activities in Chesterfield

Frequently asked questions

How much does a Chesterfield vacation package cost?
You can pick up a vacation package to this top destination on Expedia. But how much your vacation to Chesterfield costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Chesterfield?
December, January and February are great times to search for cheap Chesterfield vacation packages. Traveling in less busy periods means you'll typically find reduced prices on accommodations and flights.
How many days is enough for Chesterfield?
With about 2 days, you'll have plenty of time to enjoy popular neighborhoods such as Clarkson Valley and Winchester during your Chesterfield vacation. Be sure to also add Myseum and The Factory to your sightseeing itinerary. In the mood for more adventures? Consider exploring outside of Chesterfield on day trips and tours.
Is it worth booking a vacation package to Chesterfield?
Chesterfield has all the ingredients you need for an amazing break — golfing, nature and shopping are just the start. Whether you'd like to check out sights like The Factory and Chesterfield Sports Fusion, or venture off the beaten track, you'll have plenty to do on your Chesterfield vacation.
How to find the best Chesterfield package deals?
Begin your search for a Chesterfield package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Chesterfield package deal straight away, just tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Chesterfield adventure underway.
Is it cheaper to book a Chesterfield vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll generally score a better deal than booking each component separately. And you'll still have the flexibility to create a customized Chesterfield vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Chesterfield?
If you've got your Chesterfield travel dates finalized, book as early as you can to score some incredible deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for setting off on a whim.
How to plan a trip to Chesterfield?

  1. Choose your dates: What you plan to do in Chesterfield and your favorite season can help you decide when to get away.
  2. Set a budget: Consider expenses like transportation, flights and meals when calculating how much to set aside for your trip to Chesterfield. Then, choose a hotel that works with your budget, whether that's an affordable option or a high-end retreat.
  3. Decide your trip length: Think about how long you'd like to spend exploring Chesterfield. Plan your days so you can get to all the experiences and attractions you're interested in without rushing.
  4. Combine your airfare and accommodations: After you've settled on your travel dates and duration, book the right Chesterfield vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.