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Annapolis, MD - Top 3 Restaurants

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Looking for the Top 3 places to go this weekend in Annapolis. We are big on seafood and like places that are trendy and upscale. Any suggestions welcome.
Not sure where we are staying, looking for a hotel/Inn that takes dogs.

Thanks.

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  1. I am not much help on restaurants but the Loew's Hotel in Annapolis is very dog freindly. They even have a Lab in residence. Great location....I got a great price through Hotwire last time I was there. jck

    1 Reply
    1. re: jck

      Thank you, I will give them a call!

    2. O'Learys Seafood in Eastport

      Osteria 177 on Main Street

      Could recommend plenty of places not to go...

      1. Unfortunately your options for trendy and upscale are extremely limited in Annapolis. I'd suggest O'Leary's or taking a chance on the brand new Hell Point Seafood. I know there's one negative review on here about Hell Point, but it just opened two weeks or so ago, and has a very good pedigree. If I were you, I'd take the chance since the other high end prospects are dismal and about as untrendy as you can get (I'm thinking of Harry Brownes and Wild Orchid).

        1. If you like trendy and upscale put Tsunami on your list.

          I would also suggest giving Hellpoint a try or Jerry's seafood on West St. for the Crab Bomb.

          I like Carrol's Creek for classics, but it isn't trendy or modern, or Cantler's for crabs if you are up for a bit of a drive, traditional MD crab shack.

          1. Lewnes restaurant has great prime steaks and seafood, Tsunami has pretty good sushi and eye candy, Prussers Pub in the Marriott is a nice place to down a couple drinks and chow a couple appetizers while waterfront and watching the boats sail by, If you get adventurous, take the roads to route 50 east, go over the bay bridge to Kent Island and grab some live music and drinks waterside at the Red eye dock bar, then eat some fresh seafood waterfront at either Harris Crab House or The Crab Deck,