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When I think of toughest 3 caches come to mind. Bald Mountain and Tumbledown Challenge but those were tough because Shewolf and I did them with ice on the trails. We were climbing up frozen waterfalls both days.
The other one is Swamp Monster in Mass. I don't recommend that one to anybody. At least not by foot like I did it.
I have done some others that were tough but those three stand out.
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