Should I vacation in Portland or Vancouver this winter?

I'm trying to plan a solo winter vacation. Last year I did Seattle and love it. This year, I want to do either Portland or Vancouver. This will be from Dec 26-Dec 31. Keep in mind that the rain doesn't bither me a bit! The things I like to do consist of: walk around and explore downtown area, take cool photos via Iphone, eat at different local restaurants, shop, see art, go to bars, and nightclubs. Which city should i visit? I'm a 23 year old male, if that makes a difference.

I would say Vancouver, because the Canadian dollar is cheaper than the American dollar. The two cities are roughly the same in population, but Vancouver plays a larger role in Canada than Portland does in the US, which might make it more fun to go to Vancouver. It's ultimately up to you.

Vancouver is a great place to visit with a lot to see and do and excellent food. If you go, be sure to stop off at Bella Gelateria - they've even won gelato awards in Italy. Try some of the food trucks too. There's a site here that shows where they all will be: http://streetfoodapp.com/vancouver

Both cities would be a good place for a December vacation. I like Vancouver just a little bit more than Portland, but if you do wine tour from Portland, you get to see the spectacular scenery outside the city.

Which Vancouver do you mean? There's Vancouver, B.C. Canada. There's also Vancouver, Washington, which is a suburb of Portland, separated by the width of the Columbia River (which is about 3/4 mile).