Chesterfield Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AU$703 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Your Chesterfield Holiday

Spend less time planning and more time having awesome adventures with a Chesterfield holiday package. The neighbourhood of Valley Park, which is good for golfing and nature, makes a wonderful base for your city stay. You'll want to do some exploring during your trip to Chesterfield. Make time for top attractions such as St. Louis Premium Outlets, Lou Fusz Soccer Complex and Chesterfield Sports Fusion. Stop daydreaming and start travelling. Browse the broad range of options on Expedia today and put your Chesterfield holiday plans into motion!

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

Chesterfield Holiday

Chesterfield Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Lambert-St. Louis Intl. Airport (STL)
Population
47,900
Max Temp Winter
4ºC
Max Temp Summer
32ºC
Top Sights
Six Flags St. Louis, Magic House - St. Louis Childrens Museum and Route 66 State Park

Our pick of the best Chesterfield Hotel Deals

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 AU$212 per night from 4 Mar to 5 Mar
AU$212
4 Mar - 5 Mar
includes taxes & fees
9.6/10 Exceptional! (1,081 reviews)
Excellent breakfast, 3 free drinks from 5:30-7:00pm. Nadia at the check in counter was so polite and helpful!

Reviewed on 28 Feb 2026

Drury Plaza Hotel St. Louis Chesterfield
Fairfield Inn & Suites by Marriott St. Louis Chesterfield

Fairfield Inn & Suites by Marriott St. Louis Chesterfield

3 out of 5
1065 Chesterfield Pkwy E Chesterfield MO
Fully refundableReserve now, pay when you stay
The price is AU$165 per night from 15 Mar to 16 Mar
AU$165
15 Mar - 16 Mar
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
Very nice place! Clean, great breakfast, comfortable beds!

Reviewed on 22 Feb 2026

Fairfield Inn & Suites by Marriott St. Louis 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 AU$161 per night from 4 Mar to 5 Mar
AU$161
4 Mar - 5 Mar
includes taxes & fees
8/10 Very Good! (1,023 reviews)
The room was dirty, there were stains everywhere on the carpet, sink disposal smelled, there was blood on the lower part of the bed, and fridge was banged up.

Reviewed on 16 Feb 2026

Sonesta ES Suites St. Louis - 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.

Discover the most popular places to visit in Chesterfield

What to do in Chesterfield

Explore a world of travel with Expedia

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