THIS WEEK in Portland: Festivals, Music, Comedy, Trivia, Theater, Happy Hours, & More!

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A round up of what’s going on in Portland this week including festivals, concerts, comedy, trivia, happy hours, movies, & more!

2025 Mother’s Day Brunch @ The EastBurn | Mimosas, Food Specials

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The EastBurn Public House is serving up mimosas, bloody marys, eggs benedict, scrambles, hash & more for Mother’s Day — No reservations needed.

Latin Rock Exchange @ Aztec Willies | 10-piece Band, Classic Hits from Santana to Pink Martini

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Latin Rock Exchange is Portland’s own ten-piece band playing classic hits from Santana to Pink Martini, War to Buena Vista Social Club

Win Tickets ($60): Stephen Stanley w/ Jake & Shelby, AP Collective @ Mission Theater | Christian, Pop

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Singer / songwriter Stephen Stanley makes music with immediate emotional impact, revealing a depth of talent that comes from years of devotion to his craft.

Win VIP Tickets ($90): Veganizer Asian Market @ Redd on Salmon | Portland’s Largest Vegan AANHPI Heritage Event

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Veganizer’s annual Asian heritage event is now bigger than ever! Eat, drink, and shop 50+ AANHPI vendors at the Veganizer Asian Market at the Redd on Salmon.

Win Tickets ($54): Phil Cook @ Mission Theater | Folk-Rock, Indie Rock

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You already know Phil Cook, at least if you’ve listened to any of the most essential folk-rock, indie rock, or even gospel records of the last decade.

Win Tickets ($42): Makeshift Casual @ Mission Theater | PDX Pop-Punk

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Makeshift Casual is the greatest band in the world named Makeshift Casual.

Win Tickets ($20): Rose Tinted @ The Goodfoot | Live Band, Sample-Based Hip-Hop

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Rose Tinted- featuring Kirk Kalbfleisch on drums, Celly on turntables, MLTZR on electronics, and Sam Arnold on bass- is a sample-based hip hop band that reproduces full band arrangements of classic hip-hop tracks.

Win Tickets ($66): 2025 Grand Lodge Brewfest | 40+ Taps, Cornhole Tournament, Live Music

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More of a megafest than a brewfest, McMenamins 3rd annual Grand Lodge Brewfest is a massive celebration of all things brewed, distilled, fermented and tasty

Win Tickets ($36): Ava Maybee ‘The Gold Star Stickers’ Tour @ Mission Theater | Indie, Pop

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Ava Maybee (23) indie/pop singer & songwriter from Los Angeles, finished top 14 of American Idol Season 20.

Win Tickets ($60): Doggie Dash @ Waterfront Park | Run/Walk, Pet Portraits, 90+ Vendors

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Not just another walk in the park, Doggie Dash is Oregon Humane Society’s biggest fundraiser of the year and THE event for animal lovers in Portland.

Win Tickets ($62): Portland Opera presents Falstaff @ Keller Auditorium | Giuseppe Verdi, Inspired by Shakespeare’s Henry IV and The Merry Wives of Windsor

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In Giuseppe Verdi’s final opera, inspired by Shakespeare’s Henry IV and The Merry Wives of Windsor, the charismatic (but bankrupt) Sir John Falstaff conspires to seduce two wealthy married women.

2025 Mother’s Day Cruises @ Island Style Charters | Drink Special, Trivia, Dancing

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Celebrate mom with a 3-hour scenic cruise along the Willamette River featuring stunning views of Portland’s skyline, iconic bridges, and beautiful waterfront homes.

Portland in the News: Breakfast on the Bridges, Earthquake Prep, Cleanest Metros & More | May 1, 2025

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Skip breakfast before your bike commute to work? On the last Friday of every month, volunteers pass out donuts, coffee and other treats for Breakfast on the Bridges, a tradition that is 20-years strong.

Win Tickets ($86): Juno Birch: The Probed Tour @ Aladdin Theater | Alien Drag, Comedy

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Is it a bird? Is it a plane? No it’s Juno Birch the absolutely stunning outlandish blue alien who’d love nothing more than to speak to the manager of Earth.

Win Tickets ($68): Too Many Zooz: Red Apple Gift Shop Tour @ Revolution Hall | Avant-Garde Instrumental Pop

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Self-described “Brass House” trio Too Many Zooz make manically kinetic instrumental music that combines avant-garde jazz, EDM, punk rock, and sundry other traditions

The Dinner Detective in Downtown Portland | Largest Murder Mystery Dinner Show In The U.S.

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This immersive True-Crime Mystery Dinner show will transform you into a detective right out of your favorite true-crime podcast.

Win Tickets ($76): Victor Wooten & The Wooten Brothers @ Revolution Hall | Rock & Jazz

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The Wooten brothers’ first public performance occurred in Hawaii in 1966 and established their identity as prodigies.

2025 Mother’s Day Camas Plant & Garden Fair | Local Nurseries, Growers & Garden Artists

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The 26th annual Camas Plant & Garden Fair returns to the beautiful tree-lined streets of historic Downtown Camas

Sexy Silk & Satin @ Club Privata | Portland’s Premiere Lifestyle Club

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Get out your favorite silk or satin and join us for a night that exudes elegance, sensuality and sophistication.

Win Tickets ($20): Object Heavy, OK Lunar @ The Goodfoot | Featuring Members of Bodhi Mojo, Soul

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Color Red Artist Object Heavy is Humboldt County’s hardest hitting soul sensation.

“Mother, Sisterhood in the Wild” Documentary Screening @ Tomorrow Theater | 5 BIPOC Women Embark on an Arctic Circle Expedition

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Join us for a cinematic experience like no other. This breathtaking documentary by local director Chad Brown follows five remarkable BIPOC women as they embark on an Arctic Circle expedition.

Win Tickets ($72): Mike Hanford @ Mission Theater | Sloppy Boys, The Tonight Show w/ Jimmy Fallon, Digman!

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Mike Hanford is a comedian, writer, and actor. Currently, Mike stars alongside his Sloppy Boys bandmates Tim Kalpakis and Jefferson Dutton in the feature-length documentary BLOOD, SWEAT AND BEERS

The Other Place @ 21ten Theatre | A Medical Researcher’s Health, Homelife & Workplace are Shaken

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Juliana Smithton is a brilliant scientist with a spine of steel, whose work is on the cusp of a massive breakthrough.

Portland in the News: Meteor Shower, Spring Sunshine, I-5 Eats & More | April 24, 2025

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Thinking of hitting the road soon? Travel Oregon has dining recommendations from tacos to pelmeni along the I-5 corridor.

2025 Americana Harvest Fest @ Topaz Farm | Blind Pilot, Blitzen Trapper, Ural Thomas & More

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Americana Harvest Fest at Topaz Farm is a unique summer music series that brings some of the best folk, bluegrass, and indie Americana artists to a working farm on Sauvie Island.

The Quiz Cruise w/ Island Style Charters | Shanrock’s Triviology on a Boat

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Brains ahoy, trivia mateys! Come to my first floating trivia showdown…on a tiki boat!

Spring & Summer Fun @ Frog Pond Farm | Bounce Park, Farm Animals, Llama Walks, Tours

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Spring and summer at Frog Pond Farm in Wilsonville, Oregon, are filled with sunshine, laughter, and unforgettable farm adventures.

Rose City Rollers Bouts | Guns N Rollers vs. High Rollers + Betties vs. Heathers

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Rose City Rollers favorite home teams are back on the track for two nights of fast, hard-hitting roller derby action

WONDERLAND @ Siren Theater | Original Sketch Comedy Show by Jason Rouse

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WONDERLAND returns for a fifth installment of original sketch comedy!

Last Thursday Art Opening @ The Goodfoot | Featuring: Diego Corral, Jae Burlingame and Voxx Romana

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The Goodfoot will have an art opening last Thurs April 24th. the show will be up until May 25th.

2025 Portland Cinco de Mayo Fiesta @ Waterfront Park | 30+ Food Vendors, Live Music, Carnival

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The Portland Guadalajara Sister City Association (PGSCA) invites you to the 38th Annual Portland Cinco de Mayo Fiesta, a celebration of Mexican culture, music, and cuisine at the scenic Tom McCall Waterfront Park.

Underground Drag & Comedy Show @ UnderBar | Hosted By Savannah O Bennington.

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UnderBar’s Monthly Drag and Comedy Show, featuring some of your Favorite Local Drag Performers!

Improv Classes @ Deep End Theater | Learn the Art and Craft of Improvisation

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Improv and Storytelling Classes are registering now!

Blueprint Ensemble Arts presents The Spy Who Trebled Me | A Choose-Your-Own-Adventure Musical Tale

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Finishing their 2025 spring performances, Blueprint brings a unique concept within the choral and theatrical arena: letting the audience choose what comes next!

2025 Mother’s Day @ Portland Spirit | Brunch Buffet, Mimosas, Live Music

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Sweep mom off her feet this Mother’s Day with a special brunch cruise.

Free Improv Workshop @ Deep End Theater | Tools for Creating improvisation

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Join us for a fun afternoon of play! In this workshop we will dip our toes into Deep End’s unique improv style.

THIS WEEK in Portland: Festivals, Music, Comedy, Trivia, Theater, Happy Hours, & More!

A round up of what's going on in Portland this week including festivals, concerts, comedy, trivia, happy hours, movies, & more!

Win Festival Passes ($950) Pickathon 2026 @ Pendarvis Farm in Happy Valley, OR | Indie Music Festival

Pickathon 2026 is back at Pendarvis Farm in Happy Valley, Oregon, July 30 through August 2. Now in its 26th year, this beloved Portland-area festival brings together legends and rising stars across four magical days in the woods.

Happy Hour Sightseeing @ Portland Spirit | Food, Drinks, + River Sailing

Perfect for a happy hour on the river with friends, a family adventure or visitors scoping out Portland for the first time.

McMenamins Presents 7DS: The Absolute Worst Show: Worst. Vacation. Ever @ White Eagle Saloon | Interactive Open Mic Comedy & Storytelling

The Absolute Worst is an interactive, open-mic comedy/storytelling show where audience members face off against three curated comedians and storytellers to find out who can lay claim to having lived the worst love story ever, with both absolutely fabulous and absolutely terrible prizes at stake.

Win Tickets ($44) McMenamins Presents Coda (Led Zeppelin Tribute) @ Mission Theater | Rock & Roll

CODA is a Seattle-based Led Zeppelin tribute super group with a cast of 6 world class musicians.

Portland in the News: Angry Birds, Sidewalks Sparking Joy, Fleet Week Delays & More | June 4, 2026

Is your sidewalk sad? A Portlander has a tutorial on creating your own 'sidewalk joy' project. 

2026 White Lotus Summer Market @ Fubonn Shopping Center | FREE, AAPI Food Vendors, Artists & More

The White Lotus Summer Market returns as Portland’s premier multi-weekend outdoor market experience, bringing together food, culture, and community across four consecutive weekends.

Wine Wednesdays @ Négociant | Weekly Wine Flights & Tastings

A weekly flight of wines centered around a theme, whether that is a grape varietal, a producer, a region, a style of winemaking or sometimes just the crews’ favorites.

Win Tickets ($81) McMenamins Presents Little Stranger w/ Tropidelic & Jarv @ Crystal Ballroom | Alt Indie Hip-Hop

Hailing from Philadelphia and now based in the vibrant city of Charleston, SC, alt indie hip-hop duo Little Stranger (Kevin and John Shields, no relation but best friends) have spent years honing their signature sound and perfecting their version of the 'organized chaos' that a Little Stranger live show entails.

Win Tickets ($22) McMenamins Presents Decadent 80s Dance Party @ Crystal Ballroom | Portland’s Longest Running 80s Night

Get ready for a fun night of dancing to all your favorite hits and requests from the 1980s!

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