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: Ned Flanders Crossing; PDX No. 1 Again; Quirky Vending Machines & More | September 16, 2021

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Leisure has ranked PDX the No. 1 Airport in the United States.

If you attend PSU’s Saturday home game, the coach will buy you a beer.

And Portland’s newest pedestrian bridge is now the Ned Flanders Crossing, named after a character from The Simpsons.

Stoolhumpin’ Comedy Show @ Beulahland Coffee and Ale House | Free, Hosted by Portland’s Funniest Winner Adam Pasi

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September 18 @ Beulahland Coffee and Ale House – From Portland’s comedy stages comes Stoolhumpin’. A monthly midnight show held at the legendary Beulahland Coffee and Ale House.

Win a Pup Passport ($25): Portland’s Dog Friendly Brewery Passport | $100+ in Discounts at 30+ Dog Friendly Breweries

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We love dogs and craft beer. Pup passport has your back. Not only do you get access to an exclusive list of dog friendly breweries, you also get a discount at all of them!

Woodstock Gives Back 2021 | Community Day of Giving, Shop & Dine Local to Benefit Multiple Local Charities, Raffle

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On September 19, 2021, participating Woodstock businesses will raise funds for charity in a district-wide event called Woodstock Gives Back.

Win Tickets ($90): Marc Maron (Late Show) @ Aladdin Theater | Netflix’s “Glow,” Podcaster, Comedian

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September 24 @ Aladdin Theater – For over thirty years, Marc Maron has been writing and performing comedy for print, stage, radio, online and television.

New Portland Jobs: JVC Northwest, Seat Geek, Relay Resources & More! | September 14, 2021

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Here are the latest Portland job listings on PDX Pipeline for the week including Oregon State Bar, Helix Design Group, Bella Organic Farm & More!

Win Tickets ($40): Max Gomez @ Lola’s Room | Country Blues, Folk, Americana

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September 30 @ Lola’s Room – Max Gomez is a young singer-songwriter in the seasoned vein of Jackson Browne and John Prine.

Win Tickets ($96): The Old Church Presents Paula Cole w/Miko Marks | Jazz, Blues, Folk, Pop

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October 11 @ The Old Church – Paula Cole will be playing hit songs from her iconic album “This Fire” as well her new album “American Quilt”.

Win Tickets ($60): Rob Bell: Everything is Spiritual Tour @ Revolution Hall | “The Robcast,” Author, Speaker

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September 24 @ Revolution Hall – Rob Bell is the New York Times Bestselling author of 11 books which have been translated into 20 languages, including Drops Like Stars, Love Wins and Everything is Spiritual.

2021 The Cinema of Horrors: Drive-In Experience @ Clark County Fairgrounds & Event Center | Actors, Over-the-Top Lighting & Special Effects, Scary Movies

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The Cinema of Horrors: Drive-In Experience is a live-action horror movie experience where screams from the screen come to life.

Iliza Shlesinger’s Back in Action Tour @ Arlene Schnitzer Concert Hall | Last Comic Standing, Netflix Specials, Don’t Panic Pantry

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One of today’s leading comedians with five Netflix specials, Iliza Shlesinger headlines Arlene Schnitzer Concert Hall on September 25.

MANY Portland Weekend Events & Giveaways ($450+): Wild Wild Christian, The Dinner Detective, Harvest Festival, Corn Maze & More! | September 9-12, 2021

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The weekend is back, Portland! Continue the Wild Wild Country story w/ Wild Wild Christian. See if you can solve the mystery of whodunit at The Dinner Detective Murder Mystery Dinner Show. And get lost in the corn at Bella Organic’s United Against Hate Corn Maze.

Portland in the News: The Albina Soul Walk; Must-Visit Portland Museums; OHS Takes Hurricane Rescues & more! | September 9, 2021

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As things continue to open and adjust to rising COVID-19 cases, some theaters in Portland will require proof of vaccination or a negative test.

Take a listen to The Albina Soul Walk to experience North Portland’s rich history of soul music.

And looking for something unusual to visit in Portland? Check out the Zymoglyphic Museum, which hosts relics from the made up Zymoglyphic period.

Win Tickets: Side Moves, Thankusomuch @ The Goodfoot Pub & Lounge | Groovin Rhythms, Pop, R&B, Jazz, Soul

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September 16 @ The Goodfoot – Side Moves is Portland’s newest get down funk band. Born out of the pandemic, they aim to share the gospel of groovin’ rhythms and filthy nasty solos. The future is unknown but Side Moves is funkin’ fo’eva!

Win Tickets ($20): Wild Wild Christian @ Siren Theater | True Coming of Age Comedy Set at Religious Summer Camp

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In September @ Siren Theater – “Wild Wild Christian” is a hilarious and true coming-of-age story about puberty, spiritual evolution, and sexual frustration….all while living on a Christian Summer Camp.

Win Tickets ($30): The Old Church Concert Hall Presents Kristen Grainger & True North: “Ghost Tattoo” B-Day Show w/Mark Lemhouse | Bluegrass-infused Folk

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October 2 @ The Old Church Concert Hall – A songwriter whose star is rising, Kristen was named, alongside Brandi Carlile and Dolly Parton, one of the Women Who Wrote Our 2020 Soundtrack by The Bluegrass Situation.

Win Tickets ($105): Madeleine Peyroux: Careless Love Forever Tour @ Revolution Hall | Singer/Songwriter, Jazz

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October 9 – With her dusky, lyrical style and affinity for reinterpreting classic jazz, blues, and folk standards, vocalist Madeleine Peyroux is a highly acclaimed, internationally recognized artist.

Win Tickets ($40): The Old Church Concert Hall Presents The Quebe Sisters w/ Left Coast Country | Triple Fiddle, 3-Part Harmony

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October 1 @ The Old Church Concert Hall – The Quebe Sisters have delivered their authentic triple fiddle and three-part harmony sound to the concert halls and festivals of North America, Europe, and Russia for more than 15 years.

New Portland Jobs: Riot New Media, Cascade Aids Project, The Tidy People & More! | September 7, 2021

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Here are the latest Portland job listings on PDX Pipeline for the week including Lovett Deconstruction, La Mota & More!

Win Tickets ($36): True West Presents Charlie Parr @ Aladdin Theater | Country Blues

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October 1 @ Aladdin Theater – Charlie Parr is an incorruptible outsider who writes novelistic, multi-layered stories that shine a kaleidoscopic light on defiant, unseen characters

Win Tickets ($40): The Old Church Concert Hall Presents The Small Glories w/ The Dales | Roots Powerhouse Duo

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September 29, 2022, @ The Old Church Concert Hall – Roots powerhouse duo The Small Glories are Cara Luft & JD Edwards, a musical tour-de-force partnership planted on the Canadian Prairies.

Win Tickets ($52): True West Presents Grammy Nominee Julian Lage @ Aladdin Theater | Guitarist

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September 28 @ Aladdin Theater – Julian Lage has spent more than a decade searching through the myriad strains of American musical history via impeccable technique, free association and a spirit of infinite possibility.

Clark County 2021 NW Natural Parade of Homes in Vancouver, WA | Featuring 8 Luxury Homes, Timed Entry

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September 10-26 – After a year off due to Covid-19, the NW Natural Parade of Homes is back, with eight gorgeous homes.

MANY Portland Labor Day Weekend Events & Giveaways ($450+): Wine & Bacon Pairing, The Bitchuation Room, Oregon Symphony Waterfront Festival & More! | September 2-6, 2021

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Labor Day weekend is back, Portland!  After several years hiatus, Oregon’s Symphony’s free Waterfront Park Concert & Festival returns Saturday. Hip Chicks Do Wine will be pairing Wine & Bacon for the holiday weekend. And this weekend’s warm weather means it a great time to see the sights from a Portland Spirit Cruise.

Canceled: Dear Boy @ Crystal Ballroom | w/ Candy Cigarettes, Indie Rock, Dream Pop

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October 5 @ Crystal Ballroom – Dear Boy is the torch bearer of lyric forward guitar music and melody focused indie rock.

New Portland Jobs: Grovemade, Dougy Center, People’s Food Co-op & More! | August 31, 2021

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Here are the latest Portland job listings on PDX Pipeline for the week including Children’s Institute, Leatherman & More!

Portland 2021 Lan Su Chinese Garden Mid-Autumn Lantern Viewing Evenings | Lion Dance Performances, Floating & Hanging Lanterns

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September 17-19 @ Lan Su Chinese Garden – Experience the magic of Mid-Autumn with three evenings of traditional lantern viewings at Lan Su Chinese Garden where the garden will be adorned with countless hanging lanterns, floating waterlily lanterns, and illuminated lion dance performances.

CANCELED: Bailey Bryan & Leah Kate @ Lola’s Room | Pop, R&B, Country

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September 24 @ Lola’s Room – Following her buzzy debut single, “Own It,” Bailey Bryan quickly became an Artist to Watch (Rolling Stone, Billboard, Entertainment Weekly) while earning praise from the New York Times for her “rich songwriting.”

Win Tickets ($40): Siren Nation & The Old Church Concert Hall Present An Evening with The Billie Holiday Project | Featuring the Bay Area’s Finest Jazz Musicians

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September 17 @ The Old Church Concert Hall – The Billie Holiday Project, led by Stella Heath, celebrates the music of Lady Day!

Kickstand Comedy Presents The Bitchuation Room Podcast LIVE @ Alberta Abbey | Comedy, News & Revolution, Featuring Francesca Fiorentini & Friends

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September 2 @ Alberta Abbey – One part comedy, one part news, and one part scheming for the revolution, The Bitchuation Room is a thoughtful look at leftist politics with a heavy dose of humor.

MANY Portland Weekend Events & Giveaways ($600+): Easterseals Zoo Benefit, Willamette Flea, Live Music, Outdoor Movie Nights & More! | August 26-29, 2021

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The weekend is back, Portland! Summer’s winding down but there’s still plenty of time to find some vintage goodies at this weekend’s Willamette Flea. Bring the whole family and walk/run for a good cause at the Easterseals benefit at the Oregon Zoo! And Pix Patisserie is hosting their final Flamenco Friday of the year!

Portland in the News: Audiences Returning to Area Theaters; More Are Traveling; Tribal Member Nominated to Lead NPS & More | August 26, 2021

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Despite another COVID-19 surge, stages across the city are planning to host events and artists. Many venues will require proof of vaccination or a negative COVID test.

President Biden has nominated Umatilla tribal member Charles F. “Chuck” Sams III to lead National Park Service. If confirmed, Sams would be the first Native American to hold the position.

Win Tickets ($30): The Old Church Concert Hall Presents An Evening with Jackie Venson | Singer/Songwriters, Guitarist, Blues, Soul

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September 14 @ The Old Church Concert Hall – Jackie Venson is a multi-instrumentalist, singer/songwriter known far and wide for her beautifully complex music and blazing guitar skills.

Win Tickets ($46): The Old Church Concert Hall Presents Golden Retriever, Saariselka | Electronic, Ambient

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September 11 @ The Old Church Concert Hall – Golden Retriever began with a focus on the relationship of two primarily monophonic instruments.

Win Tickets ($40): Four-Eyed Horsemen w/ MC Lars @ Lola’s Room | Hip Hop, Rap, Featuring Mega Ran, MC Frontalot, Schaffer the Darklord

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September 5 @ Lola’s Room – MC Lars is the creator of post-punk laptop rap and lit-hop, which he has extended and powered into a fusion of rap, punk, rock, ska, pop and other genres.

Win Tickets ($30): Weathers “Our Little Secret Tour 2021” @ Lola’s Room | with Aaron Taos, Stylish Cool Alt-indie

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October 20 @ Lola’s Room – Weathers is Cameron Boyer, guitarist Cameron Olsen, bassist Brennen Bates, and drummer Cole Carson, creating alternative, indie rock.

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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