Chesterfield Packages (Flight + Hotel)

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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 ฿3,043 per night from 1 Jul to 2 Jul
฿3,043
฿3,529 total
1 Jul - 2 Jul
includes taxes & fees
8/10 Very Good! (1,002 reviews)
"This is a former Marriott Residence which is showing its age. Furniture cushions are pretty much shot. But everything works. And the beds are comfortable. The free breakfast is a little on the skimpy side compared to other similar properties. But, it'll fuel you up for the day. My room smelled either ..."

Reviewed on 20 Jun 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 ฿4,000 per night from 21 Jul to 22 Jul
฿4,000
฿4,640 total
21 Jul - 22 Jul
includes taxes & fees
9.4/10 Exceptional! (1,002 reviews)
"Nice and clean. Friendly service."

Reviewed on 19 Jun 2025

Hyatt Place St. Louis/Chesterfield
Homewood Suites by Hilton St. Louis-Chesterfield
Homewood Suites by Hilton St. Louis-Chesterfield
3 out of 5
840 North Chesterfield Pkwy West, Chesterfield, MO
Fully refundableReserve now, pay when you stay
The price is ฿4,292 per night from 3 Jul to 4 Jul
฿4,292
฿4,978 total
3 Jul - 4 Jul
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
"Very nice and friendly staff with a well kept room amd lobby."

Reviewed on 19 Jun 2025

Homewood Suites by Hilton St. Louis-Chesterfield
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.

Frequently asked questions

How much does a Chesterfield holiday package cost?
You can pick up a holiday package to this top destination on Expedia. But how much your holiday 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 holiday packages. Travelling in less busy periods means you'll typically find reduced prices on accommodation and flights.
How many days is enough for Chesterfield?
With about 2 days, you'll have plenty of time to enjoy popular neighbourhoods such as Clarkson Valley and Winchester during your Chesterfield holiday. 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 holiday 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 holiday.
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 holiday as a package?
Expedia holiday 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 customised Chesterfield holiday by choosing your preferred type of stay, airline and car class.
When to book a holiday 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 favourite 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 accommodation: After you've settled on your travel dates and duration, book the right Chesterfield holiday package for you.

Popular places to visit

Gateway Arch showing a city, city views and skyline

Gateway Arch

5/5(16 reviews)

Enjoy 360-degree views and learn about the history of St. Louis at this world-famous landmark.

Gateway Arch
City Museum which includes a city as well as children

City Museum

5/5(1 review)

This quirky children’s museum invites visitors to crawl through whales, climb into tree houses and whiz down three-story slides.

City Museum

Hollywood Casino Amphitheatre

5/5(1 review)

You can get tickets for a performance at Hollywood Casino Amphitheatre on your trip to Maryland Heights. Experience the acclaimed theatre scene or attend a sporting event in this family-friendly area.

Hollywood Casino Amphitheatre

What to do in Chesterfield

St Louis: City Museum General Admission Ticket

St Louis: City Museum General Admission Ticket

฿722
per adult
94% of travellers recommend
St Louis: City Museum General Admission Ticket
St. Louis Arch Walking Tour and Entrance Ticket

St. Louis Arch Walking Tour and Entrance Ticket

฿1,620
per adult
St. Louis Arch Walking Tour and Entrance Ticket
St. Louis: Gateway Ghouls and Hauntings Walking Tour

St. Louis: Gateway Ghouls and Hauntings Walking Tour

฿778
per adult
St. Louis: Gateway Ghouls and Hauntings Walking Tour
See all activities in Chesterfield
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.