A round up of what’s going on in Portland this weekend including live music, concerts, comedy, trivia, happy hours, movies & more!
Win Tickets ($70): Grammy Winner Arooj Aftab @ Aladdin Theater | Semi-classical, Hindustani, Minimalist Composer
September 26 @ Aladdin Theater – Arooj Aftab is a semi-classical, Hindustani, minimalist composer, songwriter and singer who grew up in Pakistan.
Win Tickets ($50): Samantha Fish @ Aladdin Theater | w/ Eric Johanson, Blues Rock
See award-winning artist, singer/songwriter/guitarist Samantha Fish on September 25 at Aladdin Theater.
2022 Scappoose Adventure Festival @ Veteran’s Park | FREE, Live Music, Food, Drink, Axe Throwing, 5K
September 9-10 @ Scappoose – The Scappoose Adventure Festival is a FREE festival aimed at bringing the community together through performances, recreational activities, and fun that the whole family can enjoy!
Win Tickets ($46): Circles Around The Sun @ Aladdin Theater | w/ Harpist Mikaela Davis, Rock, Indie, Roots
September 24 @ Aladdin Theater – Circles Around The Sun’s unconventional origin is defined by a serendipitous twist of fate.
Oregon Angel Food Grand Finale & Marketplace 2022 @ The Redd | Featuring 50 Oregon-Based Brands, Discover New Food & Beverage Products
September 17 @ The Redd – Come taste and sip from 50 Oregon-based brands such as Smith Tea, Olympia Provisions, Brazi Bites, Freeland Spirits, Pan’s Mushroom Jerky as part of the Oregon Angel Food Marketplace.
Win Tickets ($40): THICK, Skating Polly, VIAL @ Mission Theater | Punk, Pop
September 25 @ Mission Theater – Since first forming in 2014, New York trio THICK have triumphed at turning the harshest truths into wildly exhilarating punk songs.
Win Tickets ($40): Mimi Webb @ Mission Theater | Singer/Songwriter, Pop
September 24 @ Mission Theater – The loudest ones light up the room the brightest. Mimi Webb projects a voice as magnetic, massive, and magical as her personality.
Oregon Humanities Presents Consider This: Black Political Power in Oregon @ Alberta Rose Theatre | In-Person & Online, On Stage Conversation w/ Community Leaders
September 14 @ Alberta Rose Theatre – Oregon Humanities presents an onstage conversation about on the state of Black political power in Oregon.
The Night Circus: Night Flight Aerial & Circus Arts @ Ravens Manor | Aerialists, Dinner, Drinks
September 8 @ Raven’s Manor – Join Night Flight Aerial & Circus Arts for a wonderfully wicked Night Circus at Raven’s Manor! Sip on delicious drinks while witnessing the finest circus acts Portland has to offer.
Clackamas County School 2022 Employee Career Fair | Featuring Opportunities at Multiple School Districts
September 14 @ Clackamas Education Service District Main Office – This event is an opportunity to learn about student support staff jobs at school districts across Clackamas County — all in one place!
Win Tickets ($40): Hood River Hops Fest 2022 | 30+ Breweries Pouring 40+ Fresh Hopped Beers, Live Music, Food & More!
October 1 in Hood River – Silver medalist for Best Beer Festival from the Oregon Beer Awards, Hood River Hops Fest is one of the PNW’s most acclaimed annual celebrations of local fresh-hop beers.
MANY Portland Labor Day Weekend Events & Giveaways ($1,700+): Tumbleweed Music Festival, Wine Tasting, Live Music, Free Comedy & More! | September 1-5, 2022
Labor Day weekend is back, Portland! Sit back, relax and enjoy refreshing wines at Hip Chicks Do Wine’s Sangria Saturday. Laugh Basement returns to The Goodfoot Pub & Lounge. And the annual Swift migration has begun!
Portland in the News: Voices of “Wildwood;” Top Wellness Destination; More Apartments Downtown | September 1, 2022
Portland artist Mike Bennett is opening a Wonderland immersive adventure space & coffee shop in St. Johns.
Laika Studios has announced some big names will be lending their voices to the upcoming Portland themed “Wildwood.”
And Forbes has named Portland among the nation’s top wellness destinations.
Win Tickets ($50): Take Warning & Danno Present STICK TO YOUR GUNS // Kublai Khan TX @ Bossanova Ballroom | Hardcore Punk, Texas Metalcore
September 2 @ Bossanova Ballroom – Kublai Khan TX’s aggressive, punishing sound combines monstrous riffs and thrashing blastbeats with thoughtful lyrics that address issues such as racism, depression, and addiction.
Roy Webster Cross Channel Swim in Cascade Locks | 2022 Labor Day, Swim Across the Mighty Columbia River
September 5 in Cascade Locks – This annual event draws near 500 hearty souls on Labor Day each year, to the Port of Cascade Locks to swim a 1.1 mile stretch across the mighty Columbia River.
Cancelled: Janis Ian – The Last North American Tour @ The Old Church Concert Hall | Folk, Soft Rock
September 25 @ The Old Church Concert Hall – Best know for her hit At Seventeen, singer/songwriter Janis Ian performs works from her first album of new material in 15 years, The Light at the End of the Line as well as her beloved fan favorites.
Win Tickets ($52): Grammy Nominee Julian Lage @ Aladdin Theater | Guitarist
September 21 @ Aladdin Theater – Guitarist Julian Lage expands his horizons on View With A Room, a collection of 10 compelling original compositions that marks his second release for Blue Note Records.
Win Tickets ($47): Wild Rivers: Sidelines World Tour 2022 @ Aladdin Theater | w/ Violet Skies
September 20 @ Aladdin Theater – Building an authentic relationship with fans, while channeling classic singer-songwriters like James Taylor and Fleetwood Mac, has been vital to Wild Rivers’ connection with audiences.
Win Tickets ($44): William Fitzsimmons w/ Stuart Smith @ The Old Church Concert Hall | Folk, Indie, Singer, Songwriter
September 19 @ The Old Church Concert Hall – Following 2005’s Until When We Are Ghosts, William Fitzsimmons generated hundreds of million streams across fan favorite albums.
Win Tickets ($110): Spoon + Interpol: Lights, Camera, Factions Tour @ Pioneer Courthouse Square | Rock, w/ Water From Your Eyes
September 17-18 @ Pioneer Courthouse Square – Each with a new album, the living rock legends of Interpol and Spoon visit Portland for 2 nights of co-headlined performance!
Inaugural Fresh-Hopped Fest @ Wilsonville Old Church & Pub | Sample Your Favorites Beers and Brand New Recipes
September 17 @ Wilsonville Old Church & Pub – Come September, the hops are ripe and fragrant, and our brewers get busy brewing with freshly picked batches – adding hops the day they are picked.
Win Tickets ($70): Claudia Oshry: Not Like Other Girls Presented By Spritz Society @ Aladdin Theater | Stand Up Comedy, The Today Show
September 17 @ Aladdin Theater – Claudia Oshry is a multi-talented entertainment personality, comedian and media entrepreneur.
Win Tickets ($106): The SHINS: Oh, Inverted World The 21st Birthday Tour @ Pioneer Courthouse Square | Indie Rock, w/ JOSEPH
September 15 @ Pioneer Courthouse Square – The Shins debut full length, Oh, Inverted World caused a seismic shift in the indie rock world upon its release in 2001.
Win Tickets ($30): Marina Herlop @ The Old Church Concert Hall | Classically Trained Catalan Composer, w/ Shanea
September 16 @ The Old Church Concert Hall – On Pripyat, we find Marina Herlop’s characteristic melodic piano and graceful vocal lines.
Win Tickets ($70): Mark Wills @ Ponderosa Lounge & Grill | Featuring Multi-Platinum Top 40 Country Hits Artist
September 29 @ Ponderosa Lounge & Grill – Mark Wills is a multi-platinum selling singer with numerous top 40 country hits. Bringing back that 90’s country nostalgia to the Ponderosa.
Win Tickets ($50): Grant Lee-Phillips @ The Old Church Concert Hall | w/Jarrod Dickenson, Singer, Songwriter, Guitar
September 15 @ The Old Church Concert Hall – Grant Lee-Phillips’ new album’s lyrics attempt to make sense of an uncertain, anxiety-riddled time, while coming to terms with the idea that once-unshakeable things now seem fragile or fallible.
Win Tickets ($50): Grammy Nominee Shawn Mullins @ Aladdin Theater | Folk, Rock
September 15 @ Aladdin Theater – After a series of indie releases and growing buzz in the Atlanta music scene, Shawn Mullins’ critical and commercial breakthrough came when 1998 Soul’s Core shot him to fame.
Portland Institute for Contemporary Art Presents 2022 Time-Based Art Festival | Performances, Exhibitions, Dance Parties, Festival Bar & More!
Portland Institute for Contemporary Art (PICA) announces our twentieth annual Time-Based Art Festival, happening September 8–18, 2022.
2022 Rose City Comic Con @ Oregon Convention Center | Featuring Elijah Wood, Sean Astin, Giancarlo Esposito & More!
September 9-11 @ Oregon Convention Center – Rose City Comic Con is Portland’s premier pop culture event. It is produced locally with a focus on creating a fun and friendly event for everyone!
Win Tickets ($28): Beach Bums @ Mission Theater | Punk, w/ Rinse & Repeat, Kill Michael
September 23 @ MIssion Theater – Beach Bums have gained intense notoriety through the grassroots: scattering tales of their versatile, engaging live performances along the West Coast.
Win Tickets ($30): Rosie Darling @ Mission Theater | w/ Caleb Hearn, Indie Pop
September 29 @ Mission Theater – You couldn’t mistake Rosie for anybody else. She’s quietly confident, exuberantly passionate, and creatively inclined to infinity. She’s highly aware of herself and the world around her, and she speaks her mind with clarity and focus.
Win Tickets ($50): An Evening w/ Soul Sacrifice @ Mission Theater | Santana Tribute Act
September 17 @ Mission Theater – Soul Sacrifice has been voted the #1 Tribute to Santana in the Pacific NW and one of the Top 10 Tribute Bands in the Northwest.
Oregon Symphony Presents 2022 FREE Labor Day Weekend Waterfront Concert and Festival | Movie Favorites, Opera, Cannon Fire & More!
Oregon Symphony’s Waterfront Concert and Festival, the free, family-friendly event, returns on Saturday, September 3 at Tom McCall Waterfront Park for an all-day celebration full of music!
Win Tickets ($40): Kickstand Comedy Presents Broke Gravy and Friends @ Clinton Street Theater | Improv, Storytelling, Prizes & More!
September 10 @ Clinton Street Theater – Portland comedy trio Broke Gravy is back, and they’re bringing a few of their friends for a night of improv, storytelling, prizes, and more!
Win Tickets ($100+): The 2022 Cheese and Meat Festival @ Leftbank Annex | Artisan Food & Beverage Festival
November 12 @ Leftbank Annex – Have you ever wanted to really dig in and connect to the best of Oregon’s local food and drink producers? Get ready dive into in the best artisanal bites and beverages our state has to offer, all under one roof!
MANY Portland Weekend Events & Giveaways ($1,300+): St. Johns Comedy Fest, OrpheusPDX Opera, Keep Portland Country & More! | August 25-28, 2022
The weekend is back, Portland! Thursday is Pix Pâtisserie’s last day — stop by sweet treats and a movie. Bike Festival Pedalpalooza wraps up this week. REX HILL Southern Supper features a traditional pig roast. And Can you solve the Magician’s Menagerie?
MANY Weekend Events & Giveaways ($2,400+): Festivals, Fireworks, Concerts, Comedy, Theater, Film, & More!
| Weekend
Portland in the News: State Park Passes, Pink Light District, Swimming Holes & More | July 9, 2026
| News
Win Tickets ($70): McMenamins Presents “A Hot August Night” with Super Diamond @ McMenamins Grand Lodge in Forest Grove | The Neil Diamond Tribute
| music
7 Deadly Sins: CHURCH Part Two: Lust @ PAM-CUT’s Tomorrow Theater | Interactive Storytelling Series
| Comedy, events, music, SE Portland
Portland Sketch Fest @ The Siren Theater | Oregon’s Only Sketch Comedy Festival
| Comedy
Haulin Aspen @ Wanoga Sno Park | Marathon, Half Marathon, 6.5-mile “Half As,” and NEW Three-Person Marathon Relay
| Active Lifestlye, sports
New Portland Jobs: Lan Su Chinese Garden, PHAME, Creo Chocolate & More
| Jobs
Win Tickets ($85): Jerry’s Middle Finger @ Crystal Ballroom | Jerry Garcia Tribute Band
| All Ages, downtown, events, music
Kumoricon 2026 @ Oregon Convention Center | Anime & Japanese Culture Convention
| All Ages, Books, events, Food & Drink, NE Portland, Shopping, Visual Art
Win Tickets ($48): McMenamins Presents Gully Boys @ Mission Theater | Indie Rock
| All Ages, music, NW Portland
2026 Summer Free For All In The Parks: Festivals, Free Movies, Free Concerts, Dance, Theater, Comedy, & More
| All Ages, events, Film, Free, music, Visual Art
Win Tickets ($56): McMenamins Presents The Hails Duck Pond Tour @ Mission Theater | Indie-Rock
| All Ages, music, NW Portland
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