re: Portland, OR beers I should try

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Ex Novo - (very nice. Try the Eliot Brewers Edition)
Great Notion (Great hazy IPAs, sours, and stouts)
Breakside (3 locations - I prefer the Slabtown westside, but the NE side location is a comfortable hangout)
10 Barrel (Very cool vibe. Can get crowded - rooftop bar)
Fatheads (Atmosphere is just OK. Beers are pretty good)
Base Camp (Atmosphere is great. Beers are OK)
Cascade (Sours, sours, sours)
pFriem (Hood River) - Totally recommend. Riverfront.
Full Sail (Hood River) - great view. Beer is OK.

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All of the breweries mentioned have food that is better than average.

Add to your list: Add Culmination, Deschutes, Hopworks Urban Brewing (HUB), Hair of the Dog, and The Commons to your brewery list. Honestly, I would just have a list and then look and see what's close by to wherever you're at. It doesn't matter what brewery you're at, there will be another brewery within a mile.

As far as taprooms go, Tin Bucket, NWIPA, Imperial Tap Room and Loyal Legion are fantastic on the East Side, and Baileys is great on the west side. Tap lists vary, but usually all of those places do a great job of curating their taplist. The Beermongers only has 10 taps, but it's a great 10 taps, usually. Hell, NWIPA only has 6 taps, but 5 of them are world class IPAs. If you can't find a beer you like at The Beermongers, you can cross the street and go to Apex Bar. If you're headed out towards the beaches, ABV Pub is just off the highway in Hillsboro, and is my favorite hangout. Those places all have taprooms and bottleshops.