Hillsdale is like a visit to the suburbs without leaving the city.
It’s got your basic walkable Portland neighborhood amenities, even though you’re on the west side: a library, a farmers’ market on Sundays, plus a summertime pool on the campus of Ida B. Wells High School (formerly Wilson). But it feels like you’ve wandered into a hilly version of somewhere beyond city limits, with sprawling lots of tidy yards and spectacular views of Mount Hood, weather permitting.

Hillsdale is an inner southwest Portland neighborhood. (Google Maps)
Brewpubs:
The neighborhood has the claim-to-fame of the first brewpub to open in the state since Prohibition – after Oregon passed a 1985 law to legalize brewing and serving it on the same site, McMenamins Hillsdale Brewery & Public House opened with now-classic beers: Hammerhead, Ruby, and Terminator.
Sweets:
It’s worth a trip to the neighborhood just for Baker and Spice, which can lay a claim to some of the best-baked goods in the city. Try their croissants, something called a Katie bun, and the fruit-filled hand pies. Don’t forget the salted chocolate chip cookie, currently my favorite in town.
Hike:
If you’re looking for an urban hike, you can start in downtown Hillsdale and hike the streets up to the peak of Council Crest.