Easily your best bet for sessionable ales and bitters is Deschutes — which also has two of the very, very few cask engines in town. (They do not, unfortunately, always put low-alcohol cask-appropriate beers on them, but you may get lucky.) While there, give a look a Twilight and Bachelor Bitter — they’re wonderful beers. Not super far from downtown, and accessible by street car, is Breakside’s new Slabtown brewery. They will have at least one session IPA on tap, and they are the current reigning champs of Portland IPAs. Although it’s owned by AB InBev, Portland’s 10 Barrel pub also usually has a nice selection of sessionable beers available, and they’re made onsite.