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Annapolis · Hotel shortlist

The best hotels near City Dock

Fiona Gallagher

Fiona Gallagher Australia and New Zealand

Updated 1 September 2026 · 20 Annapolis hotels assessed

These are my five favourites in Annapolis, out of the 20 that qualified. I read what other travellers scored them before I picked, so the order follows the guests, 4.9 down to 4.6.

All five are inside 400 m of City Dock, so you can walk it.

Flag House Inn

Highest rated of the five

Flag House Inn

★★★★★4.9 from 466 reviews

Flag House Inn comes out on top of this list, and not narrowly: 4.9 from 466 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 poi and around $636 a night on the dates we checked.

20 hotels in Annapolis qualified for this list and five made it. 134 Prince - Luxury Boutique Hotel is the one I would book if the first is full.

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All five, ranked

  1. Flag House Inn1

    Flag House Inn

    ★★★★★4.9 from 466 reviews

    under 200 m from City Dock, about a 1 minute walk

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    • 134 Prince - Luxury Boutique Hotel2

      134 Prince - Luxury Boutique Hotel

      ★★★★★4.9 from 360 reviews

      under 200 m from City Dock, about a 1 minute walk

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      • Gibson's Inn At Gate One3

        Gibson's Inn At Gate One

        ★★★★★4.9 from 280 reviews

        under 200 m from City Dock, about a 1 minute walk

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        • Capital Hotel Annapolis4

          Capital Hotel Annapolis

          ★★★★★4.9 from 134 reviews

          400 m from City Dock, about a 5 minute walk

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          • The Annapolis Inn5

            The Annapolis Inn

            ★★★★★4.6 from 64 reviews

            under 200 m from City Dock, about a 1 minute walk

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            How this list was put together

            20 Annapolis hotels qualify for this list. We ranked them on guest rating first and on how close they are to City Dock 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.

            Fiona Gallagher

            Fiona Gallagher Australia and New Zealand

            Half her year is already on research boats, so holidays are deliberately dry land. Long-distance hiking routes in the off season, alone, with nothing being measured.

            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.