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: 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.

Roses & Rosé @ Portland Rose Garden | Wine Tastings, Charcuterie, Garden Tour

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Join us for an unforgettable evening at one of Portland’s most iconic and fragrant landmarks — the Portland Rose Garden!

Win Tickets ($30): Scott Law Band @ The Goodfoot | Rock, Jazz, Blues, Folk

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Scott Law is a guitarist, singer and songwriter dedicating his life to music through live performance, improvisation and his own compositions.

Win Tickers ($112): Leo Kottke @ Aladdin Theater | Blues, Jazz, Folk

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Acoustic guitarist Leo Kottke was born in Athens, Georgia, but left town after a year and a half.

Win Tickets ($100): Macy Gray: On How Life Is 25th Anniversary Tour @ Crystal Ballroom | R&B + Soul

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The ability to compose refreshingly candid music that resonates deeply with listeners isa rarity in music. Few artists possess this tool, however, R&B/soul singer-songwriter, musician, and record producer, Macy Gray, is one of them.

Dock Party – Fire Edition @ SE Industrial District | Live Fire Cooking, Cold Drinks, Award-Winning Chefs

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The Live Fire Cooking Club turns all the way up at the Dock Party!

Portland in the News: James Beard Winners, No Off-Leash, Portland Fire & More | June 19, 2025

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No more free-wheeling for Fido. OregonLive reports park rangers can now issue a ticket for off-leash dogs in undesignated areas without first issuing a warning. 

Midsommar-ket & VHS Swap @ Dots Cafe | Local Vendors, Wicker Man Burning, DJ Drokker

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We are bringing the swap and market back for a little Midsommar session. Gonna have a fun one in store and even burn a little Wicker Man after the sun goes down, for the harvest of course.

Win Tickets ($152): Jonathan Richman feat. Tommy Larkin on drums @ Aladdin Theater | Frontman of Modern Lovers, Proto-Punk

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Buy tickets early. Buy tickets often. This is just good general life advice, but even more so when you’re talking about Jonathan Richman

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!

Haute & Hip @ Club Privata | Portland’s #1 Lifestyle Club

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Step into the spotlight at Haute & Hip, where cutting-edge fashion meets the hottest beats.

Win Tickets ($400): 2025 Project Pabst @ Tom McCall Waterfront Park | Iggy Pop, Devo, Death Cab for Cutie, Japanese Breakfast & More

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Project Pabst, the beloved music festival brought to you by Pabst Blue Ribbon and independent promoter True West, is thrilled to announce the lineup for its 2025 edition.

Free Improv Workshop @ Deep End Theater | Fun Afternoon of Play

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Join us for a fun afternoon of play! In this workshop we will dip our toes into Deep End’s unique improv style.

Win Tickets ($10): Farnell Newton & The Othership Connection @ The Goodfoot | Jazz, Latin, Soul, Funk

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Trumpeter Farnell Newton is one of the most versatile musicians and educators in the Northwest, seamlessly blending straight-ahead jazz, smooth jazz, Latin music, soul, hip-hop, funk and more.

2025 World Beat Festival – Turtle Island @ Salem Riverfront Park | Music, Dancing, Food

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This year we are celebrating Turtle Island; the indigenous peoples of North and South America!

Win Tickets ($20): Wicked Craft Solstice Night Market @ Rae Loft | Women & Femme-Owned Vendors, Happy Hour

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Wicked Craft: Bazaar and Craft Fairs are a woman and femme business owned craft fair & market series operated by Rae Loft at the Bakery Building.

Portland Gay Men’s Chorus Presents ICONS: Pride Goes Pop @ Arlene Schnitzer Concert Hall | Songs by Sia, Sam Smith, Chappell Roan & More

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The Portland Gay Men’s Chorus (PGMC) is turning up the volume on Pride Month with ICONS: Pride Goes Pop, a one-night-only concert experience.

Portland in the News: Free AC, Pride, Scenic Views & More | June 12, 2025

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USA Today has chosen several locations in Oregon as the country’s most scenic viewpoints, including our beloved Crater Lake. 

Campfire Tales: Live Storytelling @ Echo Theater | Pre-Show Workshop, S’Mores

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Campfire Tales presents an evening of live, true storytelling. This Portland-based series fosters community through personal narratives.

2025 Portland Spirit Bigfoot Adventure Cruises | 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.

2025 Oregon Midsummer Festival @ Nordic Northwest | Flower Crowns, Music, Shopping & More

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Decorate the Midsummer pole and make flower crowns, watch live music and performers, indulge in Nordic summer delicacies, play games and make crafts, shop vendors and enjoy – this is Midsummer!

2025 Portland Father’s Day Brunch & Dinner @ EastBurn | Food Specials

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Toast dad at EastBurn all day on Father’s Day!

Pineapple Party @ Club Privata | Portland’s Premiere Lifestyle Club

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Now that summer has begun, it’s time for our third annual Privata Pineapple Party.

Over the Rainbow Portland Pride Kickoff Party @ Darcelle XV Showplace | Drag Performances, VIP Meet & Greet

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Come celebrate Portland Pride Month Kick-Off at Darcelle XV Showplace!

2025 Oregon Renaissance Faire @ Clackamas County Fairgrounds | Marketplace, Food, Drinks, Entertainment

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Step into the magic of the Oregon Renaissance Faire, returning for four enchanting weekends in June 2025!

Win Tickets ($20): Wrath of Kahn w/ Brothers Jam @ The Goodfoot | Jerry Garcia Band Music

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Wrath of Kahn brings the Jerry Garcia Band vibe from beyond the final frontier.

My First Rodeo + Juneteenth Rodeo Afterparty | Portland Juneteenth Celebration, Photoshoot, Brunch, Drinks & More

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Celebrate Juneteenth with us at a Western-themed brunch, photoshoot, and style-forward experience you won’t forget.

Win Tickets ($240): 2025 Portland Horror Film Festival | 70+ Short & Feature Films

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Portland Horror Film Festival returns to the historic Hollywood Theatre and Clinton Street Theater June 11-15th for its 10th annual event!

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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