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!

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

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Are you tired of the same old date nights? Portland’s perfect remedy for entertainment boredom is The Dinner Detective.

Wine Wednesdays @ Négociant | Weekly Wine Flights & Tastings

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Wine Wednesday is now in its third year and has become a staple in our weekly routine and part of the tradition around here.

Roast City Summer Tournament @ Dantes & Funhouse Lounge | Portland’s First Comedy Roast Tournament

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Welcome to Roast City : Five rounds of two comedians going joke for joke in a no punches pulled battle of insults

Forest Pub @ Mission Theater | Stewarding Forest Park

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Forest Park is more than just trees and trails—it’s a living, breathing biodiversity sanctuary that has relied on community care for generations to come.

Win Tickets ($44): BACKFENCE Mixed Media Storytelling @ Powell’s Books | Theme ‘Unexpected Connections’

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BACKFENCE is thrilled to bring you more true stories this time around based on the theme, ‘UNEXPECTED CONNECTIONS.’

Win Tickets ($24): Mojo Family Fest Pre-Party w/ The Quick & Easy Boys, Supernatural Beavers @ The Goodfoot | Rock, Psychedelic

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Join us as we partner with the fine folks of The Mojo Family fest for a pre-party/concert with uber-party bands

Win Tickets ($84): Crumb @ Crystal Ballroom | New York Psych-Pop

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New York psych-pop band Crumb return with AMAMA, their most carefree and open-hearted album to date.

Win Tickets ($44): Trousdale @ Mission Theater | Indie Pop, Collab Set w/ Beane and Nia Ashleigh

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For Trousdale-the trio of Quinn D’Andrea, Georgia Greene, and Lauren Jones-the ache of growing through change resonates deeply.

Win Tickets ($66): 2025 Edgefield Brewfest | 100+ Beers & Ciders, Live Music, Games

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Head to McMenamins Edgefield for the 7th annual Edgefield Brewfest: a massive celebration of all things hoppy, malty, fruity, roasty and delicious.

Be Wildfire Aware! Community Preparedness Event @ World Forestry Center | Free Two-Day Event

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Become fire-adapted and keep you and your community safe from wildfire.

Portland in the News: Frog Taxis, Cheap Eats, New Blazers Owners & More | May 29, 2025

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How did the frog cross the road? For the fortunate froggies of Forest Park, it involves a group of dedicated volunteers and a bucket, according to a report from OPB.

Win Tickets ($56): Made with Pride @ Chapel Theatre | 10 Queer-Owned Wineries + Food Vendors

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Join us as we come together to showcase the wines from 10 queer owned Oregon wineries as well as offerings from a handful of queer owned food vendors

Win Tickets ($112): JJ Grey & Mofro: Olustee Tour @ Revolution Hall | Southern/Swamp Rock

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JJ Grey has always delivered his soul-honest truths. Since his first album, ‘Blackwater’, back in 2001, Grey has been releasing deeply moving, masterfully written, funkified rock and front porch Southern soul music.

Flock Fridays Pop-Up Markets @ Flock Food Hall | AAPI-owned Businesses, Entrepreneurs & Creative Makers

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Join us for Flock Fridays! A monthly gathering where we spotlight AAPI-owned businesses, entrepreneurs, and creative makers!

Win Tickets ($94): Two Dykes and a Mic: Going Hog Wild @ Revolution Hall | Live Comedy Podcast

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Comedians and IRL BFFs McKenzie Goodwin and Rachel Scanlon host the world’s greatest and gayest show of all time

Portland Lesbian Choir Presents: “Queer Radio Hour” @ Parkrose Performing Arts Center | Performing Songs By Indigo Girls, Taylor Swift & More

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The Portland Lesbian Choir is thrilled to announce its highly anticipated spring PRIDE concert, Queer Radio Hour, taking place at the Parkrose Performing Arts Center.

2025 Rose City Rollers Home Team Championships @ The Hangar at Oaks Park | Raffle Prizes, Team March

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Your favorite Portland roller derby teams have been fighting all season long, and it’s time to crown the Champion on June 7th!

Win Tickets ($86): Varietopia with Paul F. Tompkins @ Revolution Hall | Comedy, Music & More

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VARIETOPIA is a modern variety show, showcasing the best in contemporary comedy, music, and other forms of live entertainment, hosted by acclaimed comedian Paul F. Tompkins.

Win Tickets ($86): FAUN ‘World Hex’ Tour @ Aladdin Theater | Pagan Folk, Darkwave

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FAUN are one of the world’s leading bands for the fusion of ancient sounds with modern music and have released 11 studio albums, plus 2 DVDs to this date.

2025 Blueprint Gala and Grand Concert @ Lloyd Center | Games, Food, Auction & More

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Come and join us for a day of entertainment, fun, and food! Arrive any time, stay for as long or short as you’d like!

Art Opening Feat. EMEK @ The Goodfoot | Music by DJ Welly Well

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This months feature artist is EMEK. Will be floor to ceiling art, hundreds of rock posters and art prints, some old classics along with a some of his newer work

Portland Shakespeare Project presents The Merchant of Venice @ Portland Playhouse | Comedy/Tragedy

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The Merchant of Venice is a comedy/tragedy set in Italy. It is centered around love, money, prejudice, and social injustice.

Aero presents Pole Show PDX: Polequest @ Alberta Rose Theatre | Fantasy-Inspired Pole Dance Show

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An original pole dance show inspired by Dungeons & Dragons, fantasy, and all things legend and lore presented by The AERO Space.

2025 Father’s Day Cruises @ Island Style Charters | Games, Waterfalls, Sunsets

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Father’s Day cruises fill up fast! Visit IslandStyleCharters.com to book your spot and give Dad a day on the water he won’t forget.

Win Tickets ($20): Lost Ox w/ Swindler @ The Goodfoot | Funk, Jazz, Rock

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Lost Ox, known for combining elements of funk, psychedelia, jazz, Americana and progressive rock, was formed in 2017.

Oculus Anubis: An Interactive Walkthrough Performance | Exploration of Damascus, Oregon’s Most Notorious Property

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Step into the surreal, where truth and myth collide in a playful yet eerie exploration of Damascus, Oregon’s most notorious property—*Oculus Anubis*.

Win Tickets ($76): Frankie Quiñones: Special Taping @ Revolution Hall | Mexican-American Comedian, Actor on Hulu’s ‘This Fool

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Frankie Quiñones is a comedian, actor, and creator of the viral CHOLOFIT exercise routines.

Portland in the News: Smoother Streets, Strawberry Season, Seeking Pikas & More | May 22, 2025

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You’ll need a pair of binoculars and a whole lot of patience, but volunteers with the Cascades Pika Watch are rewarded with a rare glimpse of fluffy, potato-sized Pikas in the Gorge!

Win Tickets ($48): Michael Cera Palin @ Mission Theater | Alternative, Emo

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Michael Cera Palin is an American emo band from Atlanta, Georgia.

Profile Theatre presents Mother Russia by Lauren Yee @ Artists Repertory Theatre | Thought-Provoking World-Premiere Comedy

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Evgeny and Dmitri are just two average guys who dream of cushy government jobs—but when the fall of the Soviet Union puts hiring on hold, they find work surveilling a former pop star instead.

2025 Memorial Day Weekend Brunch @ The EastBurn | Large Tables, Patio, Mimosas, Eggs Benedict & More!

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

Volcano: A Science Comedy Show @ OMSI | Comedian Ben Miller Explores Volcanology

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What happens when a comedian walks into a volcano?

Summertime Kickoff @ Club Privata | Portland’s Premiere Lifestyle Club

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Tonight we relax, enjoy some cocktails, and celebrate the hotness of Summer.

Win Tickets ($86): Valerie June w/ Mick Flannery @ Revolution Hall | Folk, Country, Psychedelic

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Known for her distinctive voice and singing style, “[Valerie June’s] every quiver bespeaks emotional honesty” (New Yorker).

Win Tickets ($128): Reckless Kelly – The Last Frontier Tour @ Crystal Ballroom | Outlaw Country

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Reckless Kelly, the powerhouse Outlaw Country band has been igniting stages with their electrifying fusion of rock and country music since their inception in 1996.

Win Tickets ($80): The Bouncing Souls w/ The Adolescents, Broadway Calls & The Jack Knives @ Revolution Hall | Punk Rock

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The Bouncing Souls are something of a punk rock institution. The band have been consistently churning out their beloved brand of anthemic punk since 1989

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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