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!

TeaFestPDX @ World Forestry Center | A Celebration of Tea Culture

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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

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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

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January 30 – An annual celebration of folk and Americana music showcasing 30 local and national artists hosted by the historic Crystal Ballroom.

End of Summer Pearl Party @ Pearl District | Live Music, Local Food, Artisans, Activities, & More

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September 19 – Party in the Pearl returns, transforming NW 13th Avenue between Hoyt and Irving into a lively neighborhood celebration.

Portland in the News: Waterfront Restaurant, Airport Accolades, Heatwave & More | June 11, 2026

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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

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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

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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

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July 17-19 – Tattooing is more than body art—it’s a global language of identity, resilience, and self-expression.

Win Tickets ($92): McMenamins Presents Justin Nozuka @ Mission Theater | Folk, Rock + R&B

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October 20 – Justin Nozuka is a singer-songwriter and producer born in Queens, New York and raised in Toronto, Canada.

7 Wonders of the Gorge @ Portland Spirit | Jet Boat Cruise, Majestic Views

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Experience some of the most majestic views of the lower Columbia River Gorge visible by water aboard the Explorer Jetboat!

Bigfoot Adventure Cruises @ Portland Spirit | Learn the History of Bigfoot on a Jetboat

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On this Columbia River boat tour, you’ll explore the history and lore of Bigfoot while traveling 80 miles roundtrip on a high-speed jetboat from Portland to Multnomah Falls.

Win Tickets ($72): Volunteer With SOLVE and Win Portland Pickles Tickets | Clean and restore neighborhoods and natural areas

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Looking for a meaningful way to spend a few hours in Portland this summer?

Watch 2026 World Cup Games @ Sticky Wicket | 7 TVs, 16 Taps, POG Shots

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Watch World Cup games with 7 TVs (sound on upon request), 16 taps (beer, draft cocktails, cider, seltzer, and one NA IPA). Have a “POG Shot”, a passionfruit, orange, and guava shot that includes rum.

Win Tickets ($46): McMenamins presents Holi Summer Fest: A Celebration of Color @ Grand Lodge in Forest Grove, OR | Organic Colors, Bollywood & Bhangra Dance Party

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HOLI HAI! After four sold-out Holi Festivals Anjali & The Kid bring their color throw experience to Forest Grove for their biggest Holi yet featuring all organic colors handmade by farmers and tribal communities in India.

Italy in the Valley @ Cana’s Feast Winery | Italian Food, Wine Tastings, Vendors

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Started in 2009, Italy in the Valley is a celebration of wine, food, music, and friendship.

Balloons Over Bend @ Central Oregon Community College | Hot Air Balloons, Live Music, and Family Fun

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July 24 – Balloons Over Bend is a beloved Central Oregon summer tradition that fills the skies with colorful hot air balloons and brings the community together for a weekend of family-friendly fun.

Petal Pedal in Silverton, OR @ The Oregon Garden | Oregon’s Premier Day Ride

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June 20 – Explore the fertile Willamette Valley in high bloom. Petal Pedal is Oregon’s premier day ride for many reasons.

Harmony in the Vineyard in Dayton, OR @ Stoller Family Estate | Benefit Concert for Music Education

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CELEBRATING 10 YEARS, Harmony in the Vineyard at Stoller Family Estate is Aaron Meyer’s biggest (and favorite) fundraising event of the year.

Win Tickets ($70): 8th Annual Edgefield Brewfest | 100+ Beers & Ciders, Live Music, Games

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Head out to McMenamins Edgefield for the 8th annual Edgefield Brewfest: a brew-tiful weekend of fun on the Edgefield lawn to celebrate all things hoppy, malty, fruity and delicious!

Win Tickets ($42): McMenamins Presents Essie & The Hum, Johnny Franco & His Real Brother Dom, + Cafe Humm @ Crystal Ballroom | Indie-Folk, Rock

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Born out of the rhythms and hush of the Pacific Northwest, meet Essie and The Hum.

Win Tickets ($70): McMenamins Presents DJ Logic & Friends @ Mission Theater | Celebrating the music of the Grateful Dead

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The theorem of turntablist as musician has been long proven in the capable hands of DJ Logic, whom with jazz as his foundation has become a wax innovator by crossing genres and mixing his sound across the map.

Plant Bingo @ Hip Chicks Do Wine in SE Portland | A fabulous afternoon of wine, plants, and plenty of sass

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Get ready for a fabulous afternoon of wine, plants, and plenty of sass!

Win Weekend Passes ($950): Pickathon 2026 @ Pendarvis Farm in Happy Valley, OR | Steve Earle, Shakey Graves, Built to Spill & More

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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.

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 ($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!

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.

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 Tickets ($42): Line ‘Em Up – Queer Line Dancing @ Crystal Ballroom | Dance Lessons w/ Stomptown

September 12 - Join Stomptown, Portland's LGBTQ+ Country Western dance hub, for an exhilarating night of non-stop line dancing.

2026 Swan Island Dahlia Festival | 50 Acres of Blooms, Food Carts, Live Music

We invite you to celebrate the season of Dahlias! Stroll through almost 50 acres of breathtaking fields and a beautiful display garden of stunning dahlias featuring over 375 varieties.

Win Tickets ($136): Dogstar w/ The Backfires @ Crystal Ballroom | Keanu Reeves, Alt-Rock

September 17 - Let the record show that here in 2026, Dogstar is clearly All In Now.

Win Tickets ($22): Decadent 80s w/ DJ NoN @ Crystal Ballroom | Portland’s Longest Running 80s Night

September 11 - Get ready for a fun night of dancing to all your favorite hits and requests from the 1980s!

2026 Cannon Beach Cottage Tour | Self-Guided Walking Tour of Beautiful Homes, Opening Night Bash

September 11-13: Discover the charm, history, and beauty of one of the Oregon Coast's most beloved traditions during the 23rd Annual Cannon Beach Cottage Tour!

2026 Time-Based Arts Festival @ Portland Institute for Contemporary Art | Experimental Performances, Live Music, Dance & More

September 9-13 - This year’s festival brings artists and audiences together for its annual celebration of creative expression that can best be experienced together, in the present moment.

Lake Oswego Clean Energy and EV Fair @ Lake Oswego United Methodist Church | Test Drive EVs, Learn About Solar, Batteries & More

September 19 - The fair is a fun, family-friendly event celebrating clean transportation, renewable home energy and sustainable living.

Win Tickets ($42): Valkerie w/ Withholden, Laughing About Nothing, Fawkes Glove @ Mission Theater | Alternative Rock

September 25 - In their second project, Myocardia, we meet the alternative rock four piece, Valkerie, after accumulated break ups, heart conditions, and deaths.

Realms Unknown @ Lewis River Golf Course in Woodland, WA | 3-Day, All Genre Fantasy Festival, Jousting, Marketplace & More

September 18-20 - Realms Unknown is a three-day, all-genre fantasy festival with camping - where storytelling, live performance, and hands-on adventure collide.

No Quiet Hours Fundraiser Concert @ Crystal Ballroom | The Kingsmen, The Shivas, Alien Boy & More

August 28 - No Quiet Hours takes over Portland’s historic Crystal Ballroom on Friday, August 28 for an all-ages fundraiser supporting the forthcoming feature documentary on Oregon’s independent music history and the DIY communities that have kept it alive across generations.

Win Tickets ($22): Club Curfew – 90s Edition @ Lola’s Room | Happy Hour Dance Party w/ DJ Gregarious

September 18 - Join us for a monthly Happy Hour dance party with DJ Gregarious where your night and your weekend starts EARLY!