My husband and I are headed to Portland for a long weekend. Everyone that knows us says we will love it - hailing from SF and NYC, and being wine / food people, they say it is our "mecca" outside of Napa / SF.
We are totally clueless on where to eat and where to go to check stuff out. We're staying downtown at the Monaco hotel, which seems like it is a good location for biking, walking and streetcars. We will have our car, as well, to get to the wineries or other sights outside the city. We'll be there for 3 nights, and will have 2 full days and one 1/2 day to explore.
The hotel has complementary bikes for guests, so one day we want to bike around the city and go to a bunch of breweries. Caveat - I'm gluten-free, so I know I won't be able to sip at quite a few, but from what I've read, Deschutes and Widmers both have GF beers at the Public House / Gasthaus. For my non-GF husband, any recommendations that are must? Or know of any others that serve GF beer.....or at least good cocktails?
Would love some recs on wineries in the Willamette Valley. We're planning a day trip, so a few good ones would be great. We'd like to stay more towards the north, rather than heading down all the way to Corvallis.....but if it is worth it to get some good wine, then so be it, we'll go.
Lastly, food. We're looking for anything from food trucks to 5 star. I'd love at least one night with a great chef's tasting menu, or something similar. The rest could be more casual. Something that will embody all that Portland is. We'd be open to having pre-dinner cocktails and snacks at one place, then heading out to another for dinner.
It will be Labor Day weekend, so if there are any fun festivals or other events to check out, that would be great too. And in general, other sights - the gardens, etc.