14 hand-picked events for the week — a daytime and an evening pick for each day, chosen from everything on the PDX Events calendars. Also posted on Instagram.
Monday, September 7
☀️ Day · Art Festival
Art in the Pearl
Labor Day closes out with Portland's biggest art & craft fair spreading across the North Park Blocks — 100+ juried artists, live craft demos, music, and a hands-on area for kids. Free to wander all day.
The Curbside Serenade series brings a free evening of live music up to Mt Tabor, featuring Nicolas James and Erina McLaren. Pack a blanket and a picnic and settle in on the hill.
Sugar Hill turns back the clock with throwback prices every Tuesday — a sweet, cheap excuse to stop in on SE Belmont. $3 burgers, fries, beers, and tequila. $1 oysters (get there early because they sell out).
A boozy twist on the grade-school classic at The Social Spoon — sign up to compete or heckle from the crowd. Bring your worst spelling and your best liquid courage.
Downtown's Director Park fills with local ceramicists selling mugs, bowls, and one-of-a-kind pieces straight from the studio. A free, family-friendly afternoon of handmade clay.
Exactly what it sounds like: gather on the Eastbank Esplanade and let out a collective scream to shake off the week. Free, cathartic, and very Portland.
PICA's Time-Based Art Festival is a two-week whirlwind of boundary-pushing performance, dance, and live music staged all over the city. Check the schedule and pick your adventure.
Funhouse Lounge goes to Hawkins with a campy, song-filled parody of Stranger Things. Upside-down laughs, big '80s energy, the kind of thing the Funhouse does best.
Ankeny Alley Street Fair + Portland Staycation Weekend
Old Town's Ankeny Alley turns into a free street fair — vendors, performers, and art — as part of Portland Staycation weekend. Wander, snack, and soak up downtown. Find deals on hotels and treat yourself without traveling!
AMP takes over the Star Theater with a stacked local lineup — Matt Cameron, Jenny Don't & The Spurs, Altar Girl, and more. One ticket, a full night of Portland rock.
The Culinary Breeding Network's beloved Tomato Fest returns to SE Division — taste dozens of tomato varieties straight from the region's growers. Free, delicious, and peak late-summer.
The German American Society throws open the Haus for beer, brats, and oompah music from noon till nine. Cheap entry, big steins, and proper Gemütlichkeit in NE Portland.
The season's final Sunday Parkways closes downtown streets to cars for a 2+ mile loop of biking, walking, and rolling. Free, family-friendly, and the last one of the year.
Bring a sketchbook to Portland's beloved goth bar for a laid-back Drink & Draw — sip something dark and doodle among the cobwebs. All skill levels welcome; get the creative juices flowing.