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Middletown · Hotel shortlist

High end hotels downtown in Middletown

Peter Halvorsen

Peter Halvorsen The Nordics

Updated 1 September 2026 · 9 Middletown hotels assessed

These are my five favourites in Middletown, out of the 9 that qualified. I read what other travellers scored them before I picked, so the order follows the guests, all five scoring 4.8950725.

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND is the one I would book myself.

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Highest rated of the five

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

★★★★★4.8950725 from 414 reviews

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND comes out on top of this list, and not narrowly: 4.8950725 from 414 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 $299 a night on the dates we checked.

9 hotels in Middletown qualified for this list and five made it. Lux OffGrid Oasis - A frame Farm + River + Animals is the one I would book if the first is full.

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All five, ranked

  1. Relaxing Farm Cottage Escape, 10 Min from LEGOLAND1

    Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

    ★★★★★4.8950725 from 414 reviews

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    • Lux OffGrid Oasis - A frame Farm + River + Animals2

      Lux OffGrid Oasis - A frame Farm + River + Animals

      ★★★★★5 from 127 reviews

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      • Inn at Stony Creek3

        Inn at Stony Creek

        ★★★★★4.9 from 130 reviews

        • Spa
        • Parking
        • Kitchen
        • Air conditioning
        • Accessible

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      • Lux Cabin on Farm, River, Animals, Projector4

        Lux Cabin on Farm, River, Animals, Projector

        ★★★★★4.95 from 110 reviews

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        • Hudson Valley Rose Bed and Breakfast5

          Hudson Valley Rose Bed and Breakfast

          ★★★★★4.9 from 89 reviews

          • Parking
          • Kid friendly
          • Air conditioning

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        How this list was put together

        9 Middletown 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.

        Peter Halvorsen

        Peter Halvorsen The Nordics

        Twenty-six years of teaching means 26 long summers. Trains and driving through most of Europe, now further afield, usually alone with a tent. Keeps every train ticket since 1994.

        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.