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!

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

Win Tickets ($64): James McMurtry w/ BettySoo @ Aladdin Theater | Rock, Folk

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These are some of the strange and richly drawn characters who inhabit James McMurtry’s eleventh album, The Black Dog & the Wandering Boy

Win Tickets ($60): Strings and Heart – The Plastic Wine Tour w/ Isly @ Mission Theater | Christian

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STRINGS & HEART is band of 3 brothers, Angelo, Michael and Eric Espinosa from Tucson, AZ.

Win Tickets ($30): Garcia Birthday Band w/ Shafty @ The Goodfoot | Grateful Dead & Phish Tributes

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GBB (Grateful Dead Tribute) and Shafty (Phish Tribute) combine forces for a spectacular two-night Memorial Day weekend run

Win Tickets ($22): Decadent 80s Dance Party @ Crystal Ballroom | Portland’s Longest-running 80s Night

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

Win Tickets ($50): Chokecherry w/ Instant Crush, Altar Girl, Dannie Dorko @ Mission Theater | Shoegaze, Grunge

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SF based band chokecherry is dark, black widow energy wrapped in the foil of our generation.

The Nature Ten Minute Play Festival @ Alberta Abbey | 6 Plays + Live Music

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The Ten Minute Play Festival is the cornerstone of that mission. Produced two to three times per year, every festival features a new theme.

Skinny Dip @ Deep End Theater | Open Stage Variety Show

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From improv to singers, actors, musicians, poets, comedians, magicians, you never know what you will see on any given night.

Portland in the News: Blazers Up for Sale, Hollywood’s Film District, Summer Splash Pad & More | May 15, 2025

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Do you have a few billion dollars laying around? The Portland Trail Blazers are officially for sale!

Win Tickets ($124): Henry Cho: The Empty Nest Tour @ Revolution Hall | Comedy

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On February 11, comedian Henry Cho was inducted as the 229th member of The Grand Ole Opry. This prestigious honor has not been extended to a comedian since 1973.

2025 Portland Memorial Day Weekend @ Hip Chicks Do Wine | BBQ + Wine Tastings

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Kick off your Memorial Day Weekend with a deliciously fun and flavorful event at Hip Chicks Do Wine!

Win Tickets ($140): Grateful Dad Father’s Day Run @ Springwater Corridor Trail | Half Marathon, 10k, 5k or Kids Run

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Whether you run together as a family or ready to crush a Half Marathon yourself, make the Grateful Dad a Father’s Day weekend tradition! 

Register for 2025 Wild Coast Summer Camp @ Neskowin Valley School | Study Native Plants, Develop Survival Skills & More

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Discover the adventure of a lifetime at Wild Coast Summer Camp, a summer day camp where young outdoor enthusiasts can learn essential wilderness and bushcraft skills while exploring the stunning Oregon Coast and its surrounding forests.

Win Tickets ($20): Comedy: The Musical @ Samaritan Odd Fellows Lodge | Grunge Edition

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We blend stand-up comedy with musical improv in a way you won’t see anywhere else. A comedian tells jokes, and then our musical improvisers create a brand-new, hilarious song on the spot.

Win Tickets ($128): Brit Floyd ‘Wish You Were Here’ 50th Anniversary @ Keller Auditorium | The World’s Premiere Pink Floyd Experience

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Brit Floyd, widely regarded as The World’s Premiere Pink Floyd Experience (Rolling Stone Magazine), returns to Portland on July 22nd, performing at The Keller Auditorium

Win 3-Day Pass ($299): Cascade Equinox Festival @ Deschutes County Fairgrounds | Live Music, Art, Wellness

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A portal into creativity, connection, and celebration—a festival reimagined. Cascade Equinox Festival returns to the high desert of Central Oregon for its third annual gathering

Win Tickets ($150): 2025 Filmed By Bike Festival @ Hollywood Theater | 3 Days of Bike Films

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Filmed by Bike is a touring film festival that features the world’s best bike movies.

Portland in the News: Best Olive Oil, Secret Gardens, Falstaff Goes 80s & More | May 8, 2025

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Portland’s Leach Botanical Gardens have been written up in Sunset Magazine as one of 12 secret gardens to visit in the West.

Forest Pub @ Mission Theater | Stories of the PNW Told by Tree Rings

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What can the rings of trees tell us? Cutting-edge research is revealing that tree rings hold more information than simply a tree’s age.

Wine Wednesdays @ Négociant | Weekly Wine Flights & Tastings

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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 ($76): Portland Cello Project @ Revolution Hall | Sunshine & Stars feat. Music of Weezer and Stevie Wonder

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Portland Cello Project brings you on an extraordinary musical journey, transforming beloved hits from Weezer and Stevie Wonder into breathtaking cello arrangements.

Win Tickets ($70): Jack & Jack @ Mission Theater | Pop-Duo

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Jack & Jack’s meteoric rise all comes down to the lifelong bond between Jack Gilinsky and Jack Johnson.

Win Tickets ($68): Neal Francis – Return to Zero Tour w/ Color Green @ Revolution Hall | Psychedelic, Rock, Indie

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The latest album from Neal Francis, Return To Zero, emerged from the kind of visionary fever dream that only the most masterful and inventive artists are capable of bringing to life.

Cappella Romana presents Passion & Resurrection | 40+ Singers, String Quartet, Bells

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Cappella Romana and In Medio form a choir of over 40 singers under the direction of Alexander Lingas to perform Ivan Moody’s powerful oratorio Passion and Resurrection.

2025 Portland Spirit Dinner Cruise & Rose Festival Opening Night Fireworks | 3-Course Dinner, Beautiful Views, Live Piano

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Watch the opening night fireworks from the observation deck of the Portland Spirit!

Rose City Rollers Bouts | Wreckers vs. Gresham Alter Egos + RCR All Stars: Wheels vs. Justice

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Rose City Rollers have an action-packed weekend of hard-hitting roller derby for you on May 16th and 17th at the Hangar at Oaks Amusement Park!

Moms & Mimosas @ Hip Chicks Do Wine | Brunch Inspired Small Plates, Wine Flights

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In addition to our regular wine flights we’ll have $10 Mimosas all weekend for anyone! You don’t have to be a Mom to get a yummy Mimosa!

Win Tickets ($56): Zia McCabe’s 50th Birthday Dream Show @ Mission Theater | Feat. Sun Atoms, Motrik, Soriah

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Portland psychedelic gaze-wave outfit Sun Atoms presents their new single ‘Take This Love’, a sonic odyssey that transports listeners to a realm of pure musical enchantment.

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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