The Best Luxury Hotels in Chesterfield, MO from ￥19,827 in 2026

A town with a prominent church spire, residential buildings, and a hill in the background.

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Our top choices for Chesterfield luxury hotels

1. DoubleTree by Hilton Hotel St. Louis - Chesterfield

Chesterfield

Chesterfield hotel offers plush comforts with indoor tennis courts, dual pools, and premium bedding.

￥25,656 total

includes taxes & fees

Aug 30 - Aug 31

2. DoubleTree by Hilton St. Louis - Westport

Westport

Experience luxury and comfort with premium pillowtop beds and hydromassage showers at this St. Louis hotel near the airport.

￥23,075 total

includes taxes & fees

Aug 30 - Aug 31

3. Hilton St. Louis Frontenac

Frontenac

Upscale St. Louis retreat features pool, concierge, fine dining in prime business district.

￥27,291 total

includes taxes & fees

Aug 30 - Aug 31

4. DoubleTree by Hilton St. Louis Airport

Woodson Terrace

￥15,098 total

includes taxes & fees

Aug 30 - Aug 31

Outdoor pool, open 10:00 AM to 6:00 PM, cabanas (surcharge)

5. Ameristar Casino Resort and Spa

St. Charles

Indulge in lavish comfort at this St. Charles retreat featuring a full-service spa, seasonal pool, and 6 exceptional restaurants.

￥30,883 total

includes taxes & fees

Aug 16 - Aug 17

6. Drury Plaza Hotel St. Louis Brentwood

Brentwood

￥25,770 total

includes taxes & fees

Aug 30 - Aug 31

Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, sun loungers

7. Le Méridien St. Louis Clayton

Clayton

￥28,593 total

includes taxes & fees

Aug 8 - Aug 9

8. Renaissance St. Louis Airport Hotel

Berkeley

￥21,473 total

includes taxes & fees

Aug 15 - Aug 16

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Top Chesterfield Hotel Reviews

Clayton Plaza Hotel & Extended Stay

10/10 Excellent

"Breakfast was really good, especially the omelet station.The hotel was very clean.It's an older style, but everything was clean.The shower was really updated , though , and the water got nice and hot would definitely stay here again"

Frequently asked questions

Are you looking for a luxury hotel for your stay in Chesterfield?

Let Expedia help you arrange your flight to St. Louis, MO (SUS-Spirit of St. Louis) airport or St. Louis Lambert Intl. Airport (STL) airport, and then choose from some places to stay that will deliver the luxury you seek. Amenities are important when you plan a trip, so we make it easy to find what you need to make your stay relaxing and comfortable. If you want an upscale hotel with a spa, an indoor pool, or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Chesterfield has to offer. During your visit, you might want to enjoy the shopping which Chesterfield is known for.

When can I expect good weather in Chesterfield?

Planning for the weather is an important factor for making your trip to Chesterfield a success, especially when you're splurging. The hottest months are usually July and August with an average temp of 76°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Chesterfield is 48 inches.

What's there to see and do in Chesterfield?

Experience Chesterfield and visit St. Louis Carousel, The Factory, and St. Louis Premium Outlets. If you have extra time while you're in the area, you might want to see Babler State Park and Missouri River.

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Check availability on Chesterfield Luxury Hotels

Our top choices for Chesterfield luxury hotels

1. DoubleTree by Hilton Hotel St. Louis - Chesterfield