Find Hotels with a Pool in Chesterfield, MO

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Check availability on Chesterfield Hotels with a Pool

Our top choices for Chesterfield hotels with a pool

Indoor pool
Comfort Inn & Suites Chesterfield - St. Louis

Comfort Inn & Suites Chesterfield - St. Louis

Comfort Inn & Suites Chesterfield - St. Louis
2.5 star property
Chesterfield
8.0 out of 10, Very Good, (1004)
"Nice and quiet the location is great for softball fields"
United States
James
The price is ₩117,818
₩142,269 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Comfort Inn & Suites Chesterfield - St. Louis
Indoor pool
Holiday Inn Express & Suites St. Louis - Chesterfield by IHG

Holiday Inn Express & Suites St. Louis - Chesterfield by IHG

Holiday Inn Express & Suites St. Louis - Chesterfield by IHG
2.5 star property
Chesterfield
9.0 out of 10, Wonderful, (1004)
"Great hotel!"
United States
Lorelei
The price is ₩153,682
₩178,829 total
includes taxes & fees
Dec 22 - Dec 23
Holiday Inn Express & Suites St. Louis - Chesterfield by IHG
Indoor pool
Fairfield Inn & Suites by Marriott St. Louis Chesterfield

Fairfield Inn & Suites by Marriott St. Louis Chesterfield

Fairfield Inn & Suites by Marriott St. Louis Chesterfield
3.0 star property
Chesterfield
9.0 out of 10, Wonderful, (1003)
"Great room, friendly front desk staff"
United States
Roberta
The price is ₩136,910
₩158,799 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Fairfield Inn & Suites by Marriott St. Louis Chesterfield
Indoor pool, outdoor pool
Drury Plaza Hotel St. Louis Chesterfield

Drury Plaza Hotel St. Louis Chesterfield

Drury Plaza Hotel St. Louis Chesterfield
3.0 star property
Chesterfield
9.6 out of 10, Exceptional, (1039)
"Absolutely amazing stay very nice play our family stays there every time very kid friendly"
United States
Matthew
The price is ₩190,897
₩221,413 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Drury Plaza Hotel St. Louis Chesterfield
Seasonal outdoor pool
Sonesta ES Suites St. Louis - Chesterfield

Sonesta ES Suites St. Louis - Chesterfield

Sonesta ES Suites St. Louis - Chesterfield
3.0 star property
Chesterfield
8.0 out of 10, Very Good, (1030)
"Clean room,Friendly staff, Good location and Good Breakfast options"
United States
Micheal
The price is ₩127,764
₩148,191 total
includes taxes & fees
Dec 22 - Dec 23
Sonesta ES Suites St. Louis - Chesterfield
Indoor pool, open 9:00 AM to 10:00 PM, sun loungers
Hampton Inn & Suites St. Louis/Chesterfield

Hampton Inn & Suites St. Louis/Chesterfield

Hampton Inn & Suites St. Louis/Chesterfield
3.5 star property
Chesterfield
8.8 out of 10, Excellent, (846)
"It was great, clean, quiet and friendly! "
United States
Lisa
The price is ₩145,680
₩169,519 total
includes taxes & fees
Dec 28 - Dec 29
Hampton Inn & Suites St. Louis/Chesterfield
Indoor pool
Courtyard by Marriott St. Louis Chesterfield

Courtyard by Marriott St. Louis Chesterfield

Courtyard by Marriott St. Louis Chesterfield
3.0 star property
Chesterfield
9.0 out of 10, Wonderful, (577)
"Very clean hotel with great staff "
United States
brad
The price is ₩157,135
₩182,848 total
includes taxes & fees
Dec 26 - Dec 27
Courtyard by Marriott St. Louis Chesterfield
Indoor pool
TownePlace Suites by Marriott St. Louis Chesterfield

TownePlace Suites by Marriott St. Louis Chesterfield

TownePlace Suites by Marriott St. Louis Chesterfield
3.0 star property
Chesterfield
9.0 out of 10, Wonderful, (269)
"Our group comes for the Christmas shopping. It's convenient and close to the Premium outlet stores and is a good base for the additional shopping we do. We stay at the hotel rather than go back and forth from home. Breakfast availability helps save time looking for places to go. Staff has always been friendly and helpful. "
United States
Floyd and Linda
The price is ₩140,382
₩164,756 total
includes taxes & fees
Dec 25 - Dec 26
TownePlace Suites by Marriott St. Louis Chesterfield
Indoor pool
Hilton Garden Inn Chesterfield

Hilton Garden Inn Chesterfield

Hilton Garden Inn Chesterfield
3.0 star property
Chesterfield
8.2 out of 10, Very Good, (783)
"Just a really nice hotel tucked away from everything, but still close to get whereevre you need to go!"
United States
Roy
The price is ₩143,330
₩166,784 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hilton Garden Inn Chesterfield
Indoor pool
Hyatt Place St. Louis/Chesterfield

Hyatt Place St. Louis/Chesterfield

Hyatt Place St. Louis/Chesterfield
3.0 star property
Chesterfield
9.6 out of 10, Exceptional, (1000)
"Very clean, friendly staff and great breakfast options "
United States
Angela
The price is ₩181,758
₩210,818 total
includes taxes & fees
Dec 28 - Dec 29
Hyatt Place 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.
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Hotels with pools and free breakfast in Chesterfield

BBQ/picnic area
Hampton Inn St. Louis/Chesterfield

Hampton Inn St. Louis/Chesterfield

Hampton Inn St. Louis/Chesterfield
3.5 star property
Chesterfield
8.6 out of 10, Excellent, (1004)
The price is ₩118,659
₩137,630 total
includes taxes & fees
Jan 15 - Jan 16, 2026
Hampton Inn 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.
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Top Chesterfield Hotel Reviews

Pear Tree Inn St. Louis Airport

Pear Tree Inn St. Louis Airport

10/10 Excellent
"I like the hotel."
Qingshu 1-night trip
Posted 19 hours ago
Pear Tree Inn St. Louis Airport

Frequently asked questions

What's it like visiting Chesterfield?
If lounging next to a pool is your idea of the perfect getaway, you may want to check out family-friendly Chesterfield, which offers 5 places to stay with pools. During your trip, you can explore sights such as The Factory and Chesterfield Sports Fusion, and then kick back and relax poolside at one of the accommodations in Chesterfield that guests like for their pools.
What are some accommodations with pools in Chesterfield?
Drury Plaza Hotel St. Louis Chesterfield: Features an indoor pool, an outdoor pool, and buffet. Homewood Suites by Hilton St. Louis-Chesterfield: Offers daily, a seasonal outdoor pool, and complimentary wired internet access. TownePlace Suites by Marriott St. Louis Chesterfield: Provides buffet, a pool, and complimentary wired internet access. Hampton Inn & Suites St. Louis/Chesterfield: Features buffet, a pool, and complimentary wired internet access. DoubleTree by Hilton Hotel St. Louis - Chesterfield: Offers a seasonal outdoor pool, an indoor pool, and a health club.
How many pool hotels will I find in Chesterfield?
Expedia has 5 hotels in Chesterfield for your poolside break.
What is there to see and do in Chesterfield?
Surround yourself with nature at Missouri River and Sophia M. Sachs Butterfly House. During your stay, check out sights such as The Factory, Chesterfield Sports Fusion, and St. Louis Premium Outlets. Chesterfield appeals to visitors with its array of dining options and major shopping area.
When is the best time to book a hotel with a pool in Chesterfield?
You may want to think about a place to stay with an outdoor swimming pool if you will be visiting Chesterfield in the warmest months of July, August, or June when the average temp is 76°F. Lodging offering an indoor pool may be the way to go if you are visiting during the coldest months of January, February, or December when the average temperature is 38°F.