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Chesterfield · Hotel shortlist

Chesterfield hotels with a pool

Tobias Lang

Tobias Lang Germany, Austria and Switzerland

Updated 1 September 2026 · 100 Chesterfield hotels assessed

These are my five favourites in Chesterfield, out of the 100 that qualified. I read what other travellers scored them before I picked, so the order follows the guests, 4.9 down to 4.5.

Comfort Suites St. Louis - Sunset Hills is the one I would book myself.

Comfort Suites St. Louis - Sunset Hills

Highest rated of the five

Comfort Suites St. Louis - Sunset Hills

★★★★★4.9 from 3,061 reviews

Comfort Suites St. Louis - Sunset Hills comes out on top of this list, and not narrowly: 4.9 from 3,061 guest reviews is a score that holds up at that volume, which is the whole test here. A perfect ten from nine people does not beat it.

It is a 5 star property, found under city centre and around $112 a night on the dates we checked.

100 hotels in Chesterfield qualified for this list and five made it. Drury Plaza Hotel St. Louis St. Charles is the one I would book if the first is full.

Why it works for this trip

  • Poolsomewhere to cool off between walks
  • Spatreatment rooms on site, no booking a taxi for it
  • Air conditioningthe one that decides a summer trip
  • Family roomscots and larger rooms rather than a squeeze
  • Gymopen to guests, not a partner pass down the road

Check rates Read more

All five, ranked

  1. Comfort Suites St. Louis - Sunset Hills1

    Comfort Suites St. Louis - Sunset Hills

    ★★★★★4.9 from 3,061 reviews

    • Pool
    • Spa
    • Gym
    • Parking
    • Kid friendly
    • Air conditioning

    Check rates Read more

  2. Drury Plaza Hotel St. Louis St. Charles2

    Drury Plaza Hotel St. Louis St. Charles

    ★★★★★4.8 from 1,395 reviews

    • Pool
    • Spa
    • Gym
    • Restaurant
    • Bar
    • Parking

    Check rates Read more

  3. The Maxwell Hotel - A Staypineapple Hotel3

    The Maxwell Hotel - A Staypineapple Hotel

    ★★★★★4.7 from 3,230 reviews

    • Pool
    • Gym
    • Restaurant
    • Bar
    • Parking
    • Kitchen

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  4. Drury Plaza Hotel St. Louis Chesterfield4

    Drury Plaza Hotel St. Louis Chesterfield

    ★★★★★4.7 from 1,843 reviews

    • Pool
    • Spa
    • Gym
    • Restaurant
    • Bar
    • Parking

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  5. The Royal Sonesta Chase Park Plaza St. Louis5

    The Royal Sonesta Chase Park Plaza St. Louis

    ★★★★★4.5 from 3,122 reviews

    • Pool
    • Gym
    • Restaurant
    • Bar
    • Parking
    • Kitchen

    Check rates Read more

How this list was put together

100 Chesterfield hotels qualify for this list. We ranked them on guest rating, then on class, and took the top five.

Two things decide these lists. The first is my own time in the city: every hotel on this page is one I have stayed in, walked into and looked at, or gone back to check. That is where the shortlist starts, and it is why some well reviewed places are not on it.

The second is the numbers, and those are what set the order. The rating and review count come from the big travel sites, pooled through Google, so a score here reflects Expedia, Booking, Hotels.com and the rest together rather than any one of them. I also read the review breakdown by topic, which is where the figures on service, breakfast and location come from. Hotels with fewer than forty reviews are left out altogether, because a rating that thin is not a rating. No more than two come from one neighbourhood.

What I do not do is move anyone up the order. The ranking is the guest score, highest first, and nobody pays to be on the list.

Distances are straight lines from published coordinates, so the real walk is a little longer. Amenities are as recorded by Google Hotels and can change without notice. Rates are an indicative nightly figure for a midweek autumn stay, not a quote. Check the booking page before you commit.

Tobias Lang

Tobias Lang Germany, Austria and Switzerland

Touring already moves him around Europe nine months a year, so he stays on three or four extra days at his own cost whenever a tour hits somewhere new. He calls it stealing time.

Trip Grapevine earns a commission on bookings made through the links on this page. It costs you nothing, and it does not change the order of the list, which is set by the measurements above.