Chesterfield Holidays

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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 S$145 per night from 26 Feb to 27 Feb
S$145
includes taxes & fees
26 Feb - 27 Feb
8/10 Very Good! (1,007 reviews)
"Was cute place."

Reviewed on 16 Feb,2025

Sonesta ES Suites St. Louis - Chesterfield
Drury Plaza Hotel St. Louis Chesterfield
Drury Plaza Hotel St. Louis Chesterfield
3 out of 5
355 Chesterfield Ctr, Chesterfield, MO
Fully refundableReserve now, pay when you stay
The price is S$210 per night from 2 Mar to 3 Mar
S$210
includes taxes & fees
2 Mar - 3 Mar
9.6/10 Exceptional! (1,008 reviews)
"This property is wonderful. Very nice staff and facility is beautiful. Definitely will be staying here again."

Reviewed on 17 Feb,2025

Drury Plaza Hotel 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 S$190 per night from 2 Mar to 3 Mar
S$190
includes taxes & fees
2 Mar - 3 Mar
9.4/10 Exceptional! (1,002 reviews)
"ر"

Reviewed on 16 Feb,2025

Hyatt Place St. Louis/Chesterfield
See all 2,191 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

Forest Park which includes a pond, flowers and modern architecture

Forest Park

5/5(3 reviews)

Nature, history and cultural institutions come together in one of the United States’ largest urban parks, which buzzes with St. Louis’ dynamic community spirit.

Forest Park

What to do in Chesterfield

St. Louis: Gateway Ghouls and Hauntings Walking Tour

St. Louis: Gateway Ghouls and Hauntings Walking Tour

S$43
per adult
St. Louis: Gateway Ghouls and Hauntings Walking Tour
Private and Group training for all level of skills

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

S$237
per adult
Bullets & BBQ at Indoor Shooting Range in St. Louis County
Dancers, Gymnasts!

Private Flying Dress Photo Session in St. Louis

S$271
per adult
Private Flying Dress Photo Session in St. Louis
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.