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I've done that walk a hundred times down Pendleton at night. I usually have friends or family stay at the Crowne Plaza near the river.
I've only had a couple problems. Once, a couple of tweeners tried to sell me an Express for 50 cents, when I declined, they threw rocks at me. They missed and ran away. Another time I had a drunk try to start an incoherent conversation with me and grab my arm when I tried to walk away.
The worst things that happened to my guests was when a bunch of young men in a car would whistle at a female friend or call an asian friend "William Hung" repeatedly.
On the whole, kind of minor stuff. It's up to you if that would bother you.
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