Events of the Week

Best Things to Do in Portland: Sep 7–13, 2026

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.

North Park Blocks · 10 AM–4 PM · Free

Night · Free Concert

Mt Tabor Monday

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.

Mt Tabor Park · 6 PM · Free

Tuesday, September 8

Day · Food Deal

Pre-Inflation Tuesday

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).

Sugar Hill, SE Belmont · All day · Deals

Night · Games & Drinks

Buzz Words: A Tipsy Spelling Bee

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.

The Social Spoon · 7 PM · Ticketed

Wednesday, September 9

Day · Makers Market

Clay Commons Ceramic Market

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.

Director Park · 11 AM–3 PM · Free

Night · Only in PDX

ScreamSocietyPDX

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.

Eastbank Esplanade · 6 PM · Free

Thursday, September 10

Day · Arts Festival

Time-Based Art Festival

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.

PICA · Varies

Night · Theater & Comedy

Stranger Things, the Musical Parody

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.

Funhouse Lounge · 7 PM · Ticketed

Friday, September 11

Day · Street Fair

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!

Old Town · All day · Free

Night · Music Festival

AMP Music Festival

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.

Star Theater · 8 PM · Ticketed

Saturday, September 12

Day · Food Festival

6th Annual Tomato Fest

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.

SE 34th & Division · 12 PM–4 PM · Free

Night · Oktoberfest

Oktoberfest at the German Haus

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.

German American Society · Til 9 PM · $9

Sunday, September 13

Day · Bikes & Open Streets

Downtown Sunday Parkways

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.

Downtown · 11 AM–4 PM · Free

Night · Art & Nightlife

Drink & Draw

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.

Coffin Club · 7 PM

Want more? See everything happening this weekend or the full Portland events calendar.