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 ($76): Tab Benoit w/ Damon Fowler @ Aladdin Theater | Delta Blues

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I Hear Thunder marks the long-awaited return of four-time Grammy-nominated artist Tab Benoit.

Forest Pub @ Mission Theater | How Lumberjacks Shaped the Identity of Portland Soccer

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Join Timber Jim and Timber Joey, the two legendary figures of the Portland Timbers Football Club, for a heartfelt conversation about how they helped shape the identity and spirit of soccer in Portland.

C’est Rosé @ Cornelius Pass Roadhouse | Wine Tastings & Live Music

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Nothing goes better with summer than rosé! Join us in the Orchard as we taste our way through an amazing selection of diverse rosés.

A-WOL’s Art in the Dark: 10 Laws @ Mary S. Young Park | Outdoor Aerial Dance Performance

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Suspended in trees, surrounded by beauty…A-WOL’s Art in the Park performance is a fantastical, full-length production set in a unique and rare outdoor theater-style setting.

White Lotus Summer Market @ Shun Fat Supermarket | Rotating Vendors, Food,Live Music

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Our 2nd annual Summer Market features rotating vendors each weekend, live music, food & drinks, and cultural fun.

Sangria Saturday @ Hip Chicks Do Wine | Sangrias & Wine Flights

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Join us for an unforgettable Sangria Saturday at Hip Chicks do wine, where we blend the vibrant flavors of summer with our specially crafted sangrias and curated wine flights.

Win Tickets ($20): The Love Muscles @ The Goodfoot | Soulful Funk

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The Love Muscles is a soulful, silly, upbeat funk band based out of New Orleans.

2025 Milwaukie Fest | Movie in the Park, Pie Eating Contest, Live Performances

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MilwaukieFest is a free, 3-day party celebrating all the things that make Milwaukie a great place to live.

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.

Chamber Music Northwest’s Echoes of Bach 2025 Summer Festival | 70+ Artists, 67 Pieces of Music

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EXPERIENCE the world of Chamber Music Northwest’s Bach-inspired Summer Festival across five weeks with more than 70 of the finest musicians on the planet performing both his works and those he inspired over the centuries to today.

2025 Rose City Vintage Market & Outdoor Flea @ Portland Expo Center| Antiques, Midcentury, Americana

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Rose City Vintage Market presents the finest vintage dealers in the West at the Portland Expo Center for two days of hunting and gathering with our extra special OUTDOOR Flea. 

Win Tickets ($26): Tropital: A Desi-Latine Soundclash w/ DJ Anjali & The Incredible Kid @ The Goodfoot | Club Sounds from India & Latin America

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Take the sultry vibe of the Latin American Tropics, combine with the rhythm of India (“Taal”) and stir into Tropitaal, a Desi/Latine Soundclash.

Win Tickets ($80): Jake Scott w/ MaRynn Taylor @ Mission Theater | Pop Singer-Songwriter

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Born and raised in Fayetteville, AR and based in Los Angeles, CA, Jake Scott is a multi-platinum-certified singer/songwriter and producer

Portland in the News: Parallel Parking Contest, WasabiFest, Naked Bike Ride & More | July 3, 2025

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On Saturday, a group of neighbors in SE Portland competed in a parallel parking contest, with the winner taking home bragging rights and a gold Subaru trophy. 

Win Tickets ($56): Federale w/ Special Guests @ Mission Theater | Psychedelic Rock

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Spearheaded by longtime Brian Jonestown Massacre bassist Collin Hegna, the band was conceived as an outlet to channel inspiration from ’60s & ’70s European soundtracks

Win Tickets ($64): Shinyribs w/ Honey Son @ Aladdin Theater | Blues, R&B, Soul

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We will maybe never know what Shinyribs is. Sometimes, it’s a sprawling multi-piece ensemble slapping the air until it grooves.

Win Tickets ($22): Terrapin Twirl: A Grateful Dead Dance Party @ Crystal Ballroom | DJ Takimba + Immersive Light Show by Easy

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Join us for a dance party celebrating Jerry Garcia’s life and music, featuring live and unreleased gems from the Grateful Dead

Scooped All-You-Can-Eat Ice Cream Festival @ Esther Short Park | 50+ Flavors, Live Music, Games

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Join thousands of ice cream lovers for two unforgettable days of all-you-can-eat scoops, interactive fun, and the best vibes of the Summer!

Win Tickets ($166): The Psychedelic Furs w/ Gary Numan @ Crystal Ballroom | Rock, Post-Punk

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The Psychedelic Furs may not have invented rock & roll per se, but their influence since arriving on the post-punk scorched-earth landscape four decades ago has reverberated and resonated among all those who cherish the sweet-and-sour spot where rawness and romanticism meet.

Win Tickets ($102): L7 @ Crystal Ballroom | Punk, Metal, Noise, Pop

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L7’s signature sound of a heavy, catchy, mixture ofpunk, metal, noise and pop helped usher in the era of Grunge.

Win Tickets ($30): Hammond Organ Summit w/ Wil Blades, Steveland Swatkins & Tyrone Hendrix @ The Goodfoot | Jazz/Funk Instrumental

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Wil Blades is hands down one of the essential torchbearers (ask Dr. Lonnie Smith) for the Hammond B-3 organ-jazz tradition.

Win Tickets ($22): Decadent 80s Dance Party w/ DJ NoN @ 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!

2025 WasabiCon PDX @ Hilton Portland Downtown | Anime, Cosplay & Gaming Convention

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WasabiCon PDX is downtown Portland’s annual celebration of anime, cosplay, and gaming!

Win Tickets ($70): The Alain Johannes Band @ Mission Theater | Rock, Folk

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The Alain Johannes Band is hitting the Pacific Northwest this July, marking Johannes’ first rock tour with a full band in the U.S. since his days with Eleven.

Win Tickets ($56): Robert Randolph w/ Rattle Snake Mama Band @ Aladdin Theater | Rock-Blues Pedal Steel Guitar

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Robert Randolph is a rock-blues pedal steel guitar virtuoso whose music blurs the lines between gospel, rock, blues, and soul.

Mike Dawes @ Mission Theater | Creative Modern Fingerstyle Guitarist

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Mike Dawes is an English guitarist known for composing, arranging, and performing multiple parts simultaneously on a single guitar.

Win Tickets ($76): Super Diamond @ Crystal Ballroom | Neil Diamond Tribute

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An uncanny tribute to beloved master singer/songwriter/performer, American pop icon Neil Diamond

Portland in the News: Chinese History along 82nd, Blazers Draft, Illegal Fireworks & More | June 26, 2025

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Beloved Portland Chinese restaurant Canton Grill closed in 2020 after a 75 year run.

Foundations @ Deep End Theater | Learn the Art & Craft of Improvisation

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Sound Improv is a unique approach to theatrical improvisation focused on acting, performance savvy and deep exploration of spontaneous collaborative creation.

2025 July Hood River Fruit Loop Events | Cherry Festival, U-Pick, Baked Goods & More

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Get ready to start the season with our Cherry Harvest! Rainier, Lapin, Black Pearl, Skeena, Bing, tart pie cherries and more.

2025 Brentwood-Darlington’s Artisan Market | 30+ Vendors, Kid Artist Zone

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Come support local artisans, makers, creatives, and community builders for our THIRD annual Brentwood-Darlington Artisan Market.

Free Portland Trivia w/ Bridgetown Trivia | Sundays-Thursdays, Prizes

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Bridgetown Trivia is your neighborhood pub trivia game done right.

2025 St. Helens Independence Day Celebration & Fireworks | Music, Food, Shopping & More

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Celebrate 4th of July at the St. Helens Independence Day Celebration set against the breathtaking backdrop of the Columbia River.

2025 4th of July Weekend Cruises @ Island Style Charters | Waterfront Blues Fest + Fireworks Cruise

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With Portland’s iconic Blues Festival lighting up the waterfront, we’re cruising all weekend long with Blues Fest Palapa Party Cruises and a special 3 hour Fireworks Cruise on the 4th.

Last Thursday Art Show Opening @ The Goodfoot | Feat. Anna Magruder, Josh Burd, Kathleen Powers & Suzanne Bladey

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The Goodfoot will have an art opening last Thursday June 26th. The show will be up until July 24th.

2025 My People’s Market @ Rose Quarter Commons | 150+ Small Business Vendors, Flower Theme

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Suns out, and the flowers are blooming at My People’s Market. Join us June 28 and 29 at the Rose Quarter Commons for a flower-themed experience.

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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