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Chesterfield · Hotel shortlist

High end hotels downtown in Chesterfield

Tobias Lang

Tobias Lang Germany, Austria and Switzerland

Updated 1 September 2026 · 23 Chesterfield hotels assessed

These are my five favourites in Chesterfield, out of the 23 that qualified. I read what other travellers scored them before I picked, so the order follows the guests, 4.884357 down to 4.5.

604 Clark Street Unit 8 is the one I would book myself.

604 Clark Street Unit 8

Highest rated of the five

604 Clark Street Unit 8

★★★★★4.884357 from 280 reviews

604 Clark Street Unit 8 comes out on top of this list, and not narrowly: 4.884357 from 280 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 found under city centre and around $228 a night on the dates we checked.

23 hotels in Chesterfield qualified for this list and five made it. Amazing Renovated Historic Loft on Main Street is the one I would book if the first is full.

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All five, ranked

  1. 604 Clark Street Unit 81

    604 Clark Street Unit 8

    ★★★★★4.884357 from 280 reviews

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    • Amazing Renovated Historic Loft on Main Street2

      Amazing Renovated Historic Loft on Main Street

      ★★★★★5 from 152 reviews

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      • 334 N Main Street Unit A3

        334 N Main Street Unit A

        ★★★★★4.714957 from 234 reviews

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        • Fairfield by Marriott Inn & Suites St. Louis Westport4

          Fairfield by Marriott Inn & Suites St. Louis Westport

          ★★★★★4.5 from 463 reviews

          • Pool
          • Spa
          • Gym
          • Restaurant
          • Parking
          • Kid friendly

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        • Oak Street Inn & Lounge5

          Oak Street Inn & Lounge

          ★★★★★4.6 from 160 reviews

          • Bar
          • Parking
          • Kitchen
          • Air conditioning
          • Accessible

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        How this list was put together

        23 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.