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Winchester · Hotel shortlist

The best hotels near Winchester Medical Center

Ellie Brandt

Ellie Brandt Southeast Asia

Updated 1 September 2026 · 5 Winchester hotels assessed

These are my five favourites in Winchester, out of the 5 that qualified. I read what other travellers scored them before I picked, so the order follows the guests, 4.993892 down to 3.5.

All five are within 2.9 km of Winchester Medical Center.

Historic District Downtown Winchester

Highest rated of the five

Historic District Downtown Winchester

★★★★★4.993892 from 149 reviews

Historic District Downtown Winchester comes out on top of this list, and not narrowly: 4.993892 from 149 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 poi.

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All five, ranked

  1. Historic District Downtown Winchester1

    Historic District Downtown Winchester

    ★★★★★4.993892 from 149 reviews

    2.9 km from Winchester Medical Center

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    • Courtyard by Marriott Winchester Medical Center2

      Courtyard by Marriott Winchester Medical Center

      ★★★★★4.2 from 771 reviews

      700 m from Winchester Medical Center, about a 9 minute walk

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

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    • Holiday Inn Express & Suites Winchester3

      Holiday Inn Express & Suites Winchester

      ★★★★★4.4 from 745 reviews

      2.0 km from Winchester Medical Center, about a 25 minute walk

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

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    • The George Washington A Wyndham Grand Hotel4

      The George Washington A Wyndham Grand Hotel

      ★★★★★4.5 from 1,793 reviews

      2.8 km from Winchester Medical Center

      • Pool
      • Spa
      • Gym
      • Bar
      • Parking
      • Kid friendly

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    • Candy Hill Campground5

      Candy Hill Campground

      ★★★★★3.5 from 599 reviews

      1.3 km from Winchester Medical Center, about a 16 minute walk

      • Kid friendly

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    How this list was put together

    5 Winchester hotels qualify for this list. We ranked them on guest rating first and on how close they are to Winchester Medical Center second, then 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.

    Ellie Brandt

    Ellie Brandt Southeast Asia

    Works weekends at an animal shelter and saves the pay for off-season flights. Hostels, night buses, and volunteering at animal sanctuaries for a bunk. Six countries in three years.

    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.