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!

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.

Portland’s Pettiest Drag Show @ Escape Bar & Grill | Hosted by Savannah O Bennington

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Escape Bar and Grill’s Monthly Pettiest Drag Showcase, featuring some of your Favorite Local Drag Performers.

Win Tickets ($100): 2025 PDX Urban Wine Experience @ Easton Broad | 15 Wineries, Charcuterie, Dessert

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Join us for an unforgettable afternoon of exceptional wine and local flavor at the 2025 PDX Urban Wine Experience!

Animal Instincts @ Club Privata | PNW’s #1 Lifestyle Club

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Calling all sexy beasts! Let your inner animal out at our Animal Instincts Party.

Win Tickets ($10): Asher Fulero & Friends @ The Goodfoot | Dance/Electronic

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Each week, keyboard wizard Asher Fulero has a different band lined up

Win Tickets ($60): The Jins @ Mission Theater | Indie, Alternative

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The Jins have been on a tear for the last decade, bringing their fusion of incredible riffs, bombastic drums, and driving basslines to fans first in Vancouver, and then across Canada and the US.

Win Tickets ($50): Kyle Gordon @ Mission Theater | Musical Comedy

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Kyle Gordon and his Band present a one-of-a-kind musical comedy experience unlike anything you’ve ever seen before in your entire life ever.

Portland In The News: 3-D Printed Footwear, Forest Hikes, Bigfoot Sightings & More | April 17, 2025

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Portland’s sunny weather is a perfect match for a hike in Forest Park. Portland Monthly has 8 routes to suit your forest bathing needs. There’s no shortage of good eating in the PDX dining scene. The Eater’s Guide to Portland narrows down the options and includes a PDX Pipeline favorite: Rangoon Bistro. Get the giant…

Win Tickets ($76): Seun Kuti @ Aladdin Theater | Egypt 80, Son of Afrobeat Pioneer Fela Kuti

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Seun Kuti is a Nigerian musician, singer, and songwriter renowned for his captivating performances and socially conscious music.

Win Tickets ($105): The Hard Quartet w/ Evicshen @ Revolution Hall | Feat. Stephen Malkmus, Matt Sweeney & More

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The Hard Quartet has leveled, cultivated, and made lush an entirely new steppe in the ecosystem of guitar-bass-drums-voice agriculture

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!

Scooped Ice Cream Festival @ Esther Short Park in Vancouver, WA | 50+ Flavors of All You Can Eat Ice Cream

July 18-19 - The Pacific Northwest's premier ice cream festival is back at Esther Short Park in Vancouver, WA for two all-you-can-eat days of scoops, live music, and summer fun. Scooped! returns July 18 and 19, 2026, 11:00 AM to 7:00 PM — and your ticket includes unlimited ice cream from 50+ flavors served up across Scoop Valley.

Chamber Music Northwest presents CONFLUENCE: Our Shared Voices 2026 Summer Festival | 70 of the world and our region’s finest chamber musicians!

Music has the ability to connect us beyond words, labels, and borders, inviting us to celebrate both our differences and our common ground.

Tea Fest PDX @ World Forestry Center | A Celebration of Tea Culture

June 27 - TeaFestPDX is more than a festival, it’s a community.

St. Helens Independence Day Celebration 2026 @ Columbia View Park | Music, Food, and Activities for All Ages

July 4 - Celebrate the Fourth of July at Columbia View Park in St. Helens, Oregon – one of the most scenic Independence Day destinations in the Pacific Northwest.

Win Tickets ($160): 2027 Portland Folk Festival @ Crystal Ballroom | 30+ Local & National Artists

January 30 - An annual celebration of folk and Americana music showcasing 30 local and national artists hosted by the historic Crystal Ballroom.

Win Tickets ($86): McMenamins Presents Madison Ryann Ward @ Mission Theater | Contemporary Christian, Pop + R&B

September 4 - Faith-based singer/songwriter Madison Ryann Ward writes warmhearted songs that mix mature pop and contemporary R&B with accents of gospel, blues, and folk.

Win Tickets ($70): McMenamins Presents “A Hot August Night” with Super Diamond @ McMenamins Grand Lodge in Forest Grove | The Neil Diamond Tribute

August 22 - An uncanny tribute to beloved master singer/songwriter/performer, American pop icon Neil Diamond – Super Diamond has appeared on The Late Show with David Letterman, CNN, VH1, Fox News, and Comedy Central, and has been featured in publications such as Rolling Stone Magazine, The New York Times, and the San Francisco Chronicle.

Portland in the News: Waterfront Restaurant, Airport Accolades, Heatwave & More | June 11, 2026

The Portland Spirit has big plans to open a new restaurant in the former Rose Festival headquarters in Tom McCall Waterfront Park. 

McMinnville Art Festival @ Downtown McMinnville | 50+ Artists & Artisans, Interactive Kids’ Crafting, Art Demos, & More

July 18-19 - Celebrate creativity in the heart of Oregon wine country at the McMinnville Art Festival, a free two-day outdoor event showcasing the work of talented artists and artisans from across the region.

PRIDE at the Museum @ OMSI | A night at the museum celebrating the LGBTQ+ Community

June 12 - Celebrate PRIDE at the Museum with an evening of science, community, and joyful exploration!

Villain Arts Tattoo Festival @ The Rose Quarter | Celebrate the Art of Tattooing

July 17-19 - Tattooing is more than body art—it’s a global language of identity, resilience, and self-expression.

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