Plan Your Weekend
The 9 Portland events worth planning your weekend around, chosen from everything on the PDX Events calendars. Also posted on Instagram.
Free Jazz Festival
Portland's beloved neighborhood jazz festival fills Montavilla's streets and venues with live jazz performances all day. Multiple stages, local artists, and a great neighborhood vibe — free and open to all.
Montavilla · All Day · Free
Free Spooky Market
A free Halloween market at Oaks Amusement Park featuring vendors with gothic, vintage, horror, and all things creepy-cool. A great early-season dose of Halloween for all ages.
Oaks Amusement Park · 12 PM · Free
Outdoor Concert
Legendary funk and R&B icons bring their electrifying live show to the outdoor stage at McMenamins Edgefield. Tickets required — Take advantage of this break in the rain!
McMenamins Edgefield · 6:30 PM · Ticketed
Stand-Up Comedy
Stand-up special from the beloved comedian and musician best known from The Office and plenty more. A late-night show at Helium Comedy Club — grab tickets before they sell out.
Helium Comedy Club · 9:30 PM · $50
Free Tabletop Games
Drop in for free tabletop gaming at Midland Library — board games, card games, and more in a welcoming, all-ages environment. No registration needed, just show up and play.
Midland Library · SE 122nd · 1–5 PM · Free
Free Bike Ride
A free community art bike ride exploring Portland's public crow installations. Part 1 departs OMSI Plaza at 1 PM; Part 2 follows at 2:30 PM. All skill levels welcome — just bring your bike and curiosity.
OMSI Main Plaza · 1 PM · Free
Bridge City Block Party
Toronto-based bass music duo Zeds Dead headlines the Bridge City Block Party on the waterfront. A huge outdoor show to close out the long weekend — get your tickets now.
Waterfront Park · 4 PM · Ticketed
Free Art Festival
One of Portland's most beloved annual art festivals returns to the North Park Blocks for Labor Day. Dozens of fine artists, live music, food, and a great vibe in the Pearl District. Free to attend all day.
North Park Blocks · 10 AM–4 PM · Free
Farm Day
Pick your own sunflowers at Bella Organic Farm on Sauvie Island — a classic end-of-summer outing with sweeping field views and the island's laid-back charm. A perfect Labor Day day trip.
Bella Organic · Sauvie Island · All Day · $11.20
Want more? See everything happening this weekend or the full Portland events calendar.