By second one, do you mean the “Old East” plaque or the castle?
Castle
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I think this is the secret order castle at UNC-CH.
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Home of the App State Mountaineers.
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That wishing well monument was at UNC-Chapel Hill…I think there used to be a statue near it….but it is now gone.
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Well done @tristatecoog! App State and Yosef the Mountaineer!
And yes @DramaMama2021 and @skieurope the castle is Gimghoul Castle at UNC. Plays a big part in the recent YA book set at UNC, “Legendborn” and is just a cool place with ghost stories, too.
And a point for you too @Golfgr8. Thought the Old Well would be pretty much a dead giveaway for UNC. Not touching Silent Sam.
No guesses on mine either; I think they got buried in a barrage of photos 
Ps - I think my pix are of colleges not yet mentioned in this thread.
VMI maybe?
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Are all 3 the same college?
That would be correct @sevmom….but the statue of Jackson is now gone.
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If you get this one, you have done your homework ….or might be the most thorough parent on campus tours!
Definitely private. Seems Midwestern. The cinder block picture with junk stored in the rooms is an interesting mix.
Disappointed that it wasn’t renamed The Mammoth Inn, LOL.
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Vassar?
That looks like a photo of a stony brook with slippery rocks.