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Westchester · Hotel shortlist

High end hotels in the university district, Westchester

Sofia Marchetti

Sofia Marchetti Italy

Updated 1 September 2026 · 20 Westchester hotels assessed

These are my five favourites in Westchester, out of the 20 that qualified. I read what other travellers scored them before I picked, so the order follows the guests, 4.8 down to 4.3.

MainStay Suites Oakbrook Terrace - Chicago is the one I would book myself.

MainStay Suites Oakbrook Terrace - Chicago

Highest rated of the five

MainStay Suites Oakbrook Terrace - Chicago

★★★★★4.8 from 1,264 reviews

MainStay Suites Oakbrook Terrace - Chicago comes out on top of this list, and not narrowly: 4.8 from 1,264 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 4 star property, found under city centre and around $167 a night on the dates we checked.

20 hotels in Westchester qualified for this list and five made it. Hyatt Lodge Oak Brook Chicago is the one I would book if the first is full.

Why it works for this trip

  • Air conditioningthe one that decides a summer trip
  • Family roomscots and larger rooms rather than a squeeze
  • Kitchenettebreakfast on your own schedule
  • Gymopen to guests, not a partner pass down the road
  • Parkinga real consideration if you are driving in

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All five, ranked

  1. MainStay Suites Oakbrook Terrace - Chicago1

    MainStay Suites Oakbrook Terrace - Chicago

    ★★★★★4.8 from 1,264 reviews

    • Gym
    • Parking
    • Kitchen
    • Kid friendly
    • Air conditioning
    • Accessible

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  2. Hyatt Lodge Oak Brook Chicago2

    Hyatt Lodge Oak Brook Chicago

    ★★★★★4.4 from 2,323 reviews

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

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  3. Cozy, Comfortable and Convenient apartment. Close to everything!3

    Cozy, Comfortable and Convenient apartment. Close to everything!

    ★★★★★4.9091954 from 174 reviews

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    • The Drake Oak Brook, Autograph Collection4

      The Drake Oak Brook, Autograph Collection

      ★★★★★4.4 from 1,521 reviews

      • Spa
      • Gym
      • Restaurant
      • Bar
      • Parking
      • Air conditioning

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    • The Westin Chicago Lombard5

      The Westin Chicago Lombard

      ★★★★★4.3 from 2,628 reviews

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

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    How this list was put together

    20 Westchester 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.

    Sofia Marchetti

    Sofia Marchetti Italy

    Refuses to fly anywhere reachable by rail. Four sleeper-train crossings of Europe, a collection of old transit maps, and building sketches drawn from carriage windows.

    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.