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Welcome to the DIS, I do not think this is possible - Disney does not allow walking along the roads at WDW (no sidewalks) and I have not heard of a trail between POR/POFQ and OKW but if there is one, would love to hear about it!
We have not walked from OKW to PO but we do ride our bicycles from FW to OKW and never had problems. We have even been given a Welcome Home when we enter OKW and show the guard our DVC Card.
There is a trail, but I would not suggest trying to get there that way. It is thru a construction area and involves crossing the busy Community Drive. I have walked it a few times, but it is just a dirt path and comes out in the PO parking area. It's also about a 20 minute walk- depending where you are at OKW.
I'd suggest taking a bus or boat from DD to get there.
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