I live close to Portland and my last trip to Vanc, BC was a month ago.
For hard core shopping and dining I prefer Vanc, BC as there's much more variety, stuff comes from all over the world. However one thing to bear in mind is the sales tax. Portland is 0% while Vanc, BC is about 17%, a combination of VAT and sales tax!!! I don't think it's possible to get a refund on tax, not that I've tried.
There's more shopping areas than Robson St in Vanc. Many of which are scattered all over the city you gotta drive to, or take the public transport which is very efficient and reliable. In town center, you must visit Pacific Center Mall. It has all sorts of shops from unknown accessory stores to Hugo Boss, BCBG Max Azria. There's Richmond Center in Richmond, the small city where the Vancouver airport is at. Within Richmond there are other shopping malls like the President Plaza Mall. Where I really LOVE to shop and dine is at the Granville Island Market, which offers fresh produce, cafes, a public market more classy than a flea market, and gourmet fare. You won't find this attraction of this size and popularity in Portland.
Like Vanc, Portland shops are not centered in 1 area. There's Lloyd's Center which is Oregon's largest shopping mall located in the NE part of the city. Nothing much else to shop for immediately outside the mall although there are a number of fine eateries and pubs. Then there's the Washington Square Mall which is located quite far out south of Portland about 30mins drive (traffic dependent, can be crazy at times) but you can get really good deals here. There's more shopping to do off the highway 405 in the west part of Portland around intersections of Lovejoy St and NW 23rd Ave, in the form of small individual terrace shops. You'll find shops like LUSH around there, and parking space is very limited in the daytime. On 405, follow directions to the hospital and park somewhere around there, shops are all over the area.
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