Clue: Roosevelt once did house its soul?

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I'm going on a "mystery" trip with my youth group. We have no idea where we are going, until we get there. Last time we left Tennessee to go to Chicago. Here are clues for tomorrow's trip...

) Borders a major body of water.


2) "Advertisements contain the only truths to be relied on in a newspaper."


3) We'll see some pirates.


4) This code leads the best deal ever made: M D N L '

5) It will be easy to see Orion and his friends in this night sky.

6) Roosevelt once did house its soul.

7) Depending on the time of year, you may spot ravens or orioles here.

8) We’ll be dealt a 4 of hearts, 5 of spades and 7 of clubs, all around an ace of diamonds.


Anyone have ideas of where it might be? Also, we have to bring closed tennis shoes and its recommended for a small hiking type bag.
Baltimore is a good idea...but something makes me think it wouldn't have been given away that easily.
 
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