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Nate S: Disclaimer: I rarely hike. Took around 2.5 hours round trip to/from the top (very shaded trail). Strenuous at times, but "easy" for a non-hiker like myself. Tip: bring a picnic/water for the top.
Nate S: One time a lesbian took the Rangers hockey jersey off of her back and let me wear it. That's the hospitality you come to expect at Cubby. Oh, and always order beer (the drinks are cheap but weak).