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 ($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.

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!

2026 Summer Free For All In The Parks: Festivals, Free Movies, Free Concerts, Dance, Theater, Comedy, & More

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July 10 – August 29: Summer is here! Come down to the park and experience free movies, concerts, festivals, and special events.

MANY Portland Weekend Events & Giveaways ($2,400+): Festivals, Concerts, Comedy, Theater, Film, & More!

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

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.

Farm to Plate Dinners @ Topaz Farm | Hyper-Seasonal Food, Drinks

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Join us beneath our 500-year-old oak tree for a multi-course, family-style dinner shaped entirely by what’s growing on the farm that week.

Win Ticket ($90): Portland Fire vs Connecticut Sun @ Moda Center | Amazing View, Get Autographs, Section 102

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Experience the excitement of WNBA in Portland as the Portland Fire face off against the Connecticut Sun.

Blueprint Choirs Presents Music Festival and Gala @ Lloyd Center | Entertainment, Fun, & Food

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Come and join Blueprint (and all our numerous symphonies and choirs) for a day of entertainment, fun, and food!

Win Tickets ($260) Portland Horror Film Festival @ Hollywood Theater & Clinton Street Theater | 60+ International Short & Feature Films

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Portland Horror Film Festival returns to the historic Hollywood Theatre and Clinton Street Theater June 3-7th for its 11th annual event!

Win Tickets ($90) True West Presents Brett Dennen – Art is Life @ Aladdin Theater

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Across his career, Brett Dennen has established himself as the kind of singer-songwriter who finds inspiration by digging into the nooks and crannies of the human condition—exploring pain, joy, sadness, and all points in between.

Win Tickets ($90) True West Presents Portland Cello Project: Mixtape Pop vs Grunge @ Aladdin Theater

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Portland Cello Project is a genre-defying cello ensemble known for reimagining everything from Bach to Beyoncé. Based in Portland, Oregon, the group has built a reputation for pushing the boundaries of classical instrumentation by bringing cello music to rock clubs, concert halls, and festivals across the country.

Win Tickets ($10): Cascade Booksellers Association Presents Rose City Book & Paper Fair @ DoubleTree Portland | Used, Rare and Collectible Books

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Oregon’s premier event for used, rare, and collectible books!

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’s CONFLUENCE: Our Shared Voices 2026 Summer Festival | Experience more than 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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