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

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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.

Watch 2026 World Cup @ Birdie Time Pub in Central SE Portland | $2 Rainier & $5 Wings

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Enjoy $2 Rainiers and $5 wings during game time!

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

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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

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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

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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

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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

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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

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

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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

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

Win Tickets ($81) McMenamins Presents Sondre Lerche @ Mission Theater | Indie Rock

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Sondre Lerche has always been a romantic.

Kumoricon 2026 @ Oregon Convention Center | Anime & Japanese Culture Convention

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Celebrating more than twenty years of anime and Japanese culture, Kumoricon is back for its biggest year yet!

Portland Lesbian Choir presents Queer Joy is Our Resistance @ Parkrose Performing Arts Center | Music by Queer and Queer-Ally Artists

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The Portland Lesbian Choir (PLC) celebrates its 40th anniversary season with a powerful and timely Pride concert, Queer Joy Is Our Resistance, performing June 20–21 at the Parkrose Performing Arts Theater.

Dolly Parton Hoot Night @ Alberta Rose Theatre | Laura Gibson, Haley Johnsen, Ezza Rose & More

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Dolly Parton—renowned as a musical icon, cultural trailblazer, and one of the most prolific songwriters in American music history—is also the most honored female country performer of all time.

Bridgetown Trivia @ Hollywood Q | FREE, New Venue, 12+ Food Vendors

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Announcing, NEW VENUE!! @hollywoodq_pdx joins us starting Wednesday, June 3rd!

Summer Solstice Flower Crown Workshop @ Hip Chicks Do Wine | Wine, Photos, Gifford’s Flowers

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Celebrate the longest day of the year in style at our Summer Solstice Flower Crown Workshop at Hip Chicks do Wine!

Win Tickets ($116) McMenamins Presents Everclear – Lucky 7 Tour w/ American Hi-Fi @Crystal Ballroom | Alternative Rock

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Everclear is hitting the road again this fall with The Lucky 7 Tour!

Win Tickets ($68): True West Presents Uncle Lucius: The 20th Anniversary Tour @ Aladdin Theater | Country, Americana

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Uncle Lucius is an Austin, Texas-based roots rock/Americana band known for blending classic rock, blues, country, and soul with a distinctive Texas groove and jam-band energy.

Win Tickets ($94): True West Presents Stewart Copeland – Have I Said Too Much: An Evening of Conversation with the Hall of Fame Rock Star @ Aladdin Theater | Music Talk

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He’s a bona fide rock star, the sort of head-turning, headline-generating, household name who was inducted into the Rock and Roll Hall of Fame before today’s music stars had even been born.

Win Tickets ($70): True West Presents Khemmis @ Aladdin Theater | Heavy Metal

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After eleven years of releasing albums and touring the world, Colorado’s Khemmis have become a pillar of the modern metal scene. 

Win Tickets ($42): McMenamins Presents Shafty – Portland’s Tribute to Phish w/ Weener (Ween tribute) @ Crystal Ballroom | Progressive Rock

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Since February 2012, Shafty – Portland’s Tribute to Phish has brought masterful improv to the stage using the decades-deep Phish catalog as a trampoline for creative expression.

New Portland Jobs: Nostrana, Friends of Trees, Sinister Coffee & More

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New Portland Jobs: Nostrana, Friends of Trees, Sinister Coffee & More!

Profile Theater presents The Roommate @ Portland Center Stage Ellen Bye Studio at The Armory | Dark Comedy

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A dark comedy about what it takes to re-route your life – and what happens when the wheels come off.

Drag Brunch @ The Pharmacy | Hosted by Devlin Lynn Phoenixx, Mimosas

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Brunch is back! Devlin Lynn Phoenixx is hosting Drag Brunch at The Pharmacy — and it’s going to be a lot (in the best way).

Make Music Day Clatsop County in Astoria & Seaside | 32 Artists, 11 Venues

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The Arts Council of Clatsop County is happy to host year 5 of Make Music Clatsop County!

Conquer the Canyon @ Dry Canyon Trail in Redmond, OR | 5K, 10K, Doggies Dash, Natural Views

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Get ready to Conquer the Canyon! Join us Saturday, June 6, 2026, in Redmond, Oregon for one of Central Oregon’s most scenic race experiences.

2026 River Cruises @ Island Style Charters | Fleet Week, Sunset Cruises, Dragon Boats & More

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Experience Portland like never before aboard Island Style Charters! From Happy Hour to Family Fun, there’s a cruise for everyone!

Unicorn Beach Party @ Club Privata | PNW’s Premier Lifestyle Club

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Let the sun shine down and enjoy a Unicorn night at Club Privata.

2026 Downtown Portland Free Summer Concerts: Noon Tunes @ Pioneer Courthouse Square

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It’s not summer in Portland without FREE lunchtime concert series! The Noon Tunes Summer Concert Series returns to Pioneer Square on Tuesdays and Thursdays June 2 – July 30!

Win Tickets ($70): Elijah Scott – In A Bar Somewhere Tour @ Mission Theater | Country-Americana

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Elijah Scott is a country-Americana singer-songwriter from Banning, California whose distinctive voice and hybrid sound blend heartfelt storytelling with urban rhythm and soul.

2026 Portland Original Practice Shakespeare Festival in Parks | Free, Audience Interaction, Onstage Prompter

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OPSFest brings no-cost Shakespeare to parks all over the Portland Metro area. The company uses the original practice techniques of Elizabethan England: limited rehearsal, scrolls in hand, audience interaction, and an onstage prompter! ——————— Related Portland Events & Info Giveaways: Win Portland STUFF: Prizes, Concert Tickets, Comedy, Festivals, Gift Cards, Food & Drink World Cup:…

Portland in the News: Burnside Centennial, Wish Tree, Bloom Tour & More | May 28, 2026

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A chestnut tree in NE Portland has held wishes from strangers for the past ten years.

Win Tickets ($60) Made with Pride Wine Festival @ Directors Park | Community, Creativity, and Wine

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Celebrate community, creativity, and incredible wine at the Made with Pride Wine Fest—a vibrant afternoon dedicated to showcasing queer-owned wineries from across Oregon.

Meow Village Presents Arts, Crafts, and Cats @ Multnomah Arts Center | Market, Local Arts & Goods, Food, Cats & Kittens!

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Join us for a heartwarming day filled with creativity, compassion, and cats!

Backcourt Collective Presents Portland Fire Pre-Game Party @ Cartside / The Garden Tavern | Food, Fun, and Raffle

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Pre-game with us on Saturday before tip-off between Portland Fire and the Indiana Fever at Moda.

LES Shakespeare Company presents The Words Will Come: Inside the Dyslexic Mind @ Shaking The Tree Theatre | Projection, Immersive Sound, Physical Storytelling

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An Iranian-American woman confronts her younger self — a child trapped in a world where letters refuse to behave.

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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