A round up of what’s going on in Portland this weekend including live music, concerts, comedy, trivia, happy hours, movies & more!
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?
Portland in the News: Starlink Lights Up Night Skies; Downtown Recovery; Special Nets for Thorns & More! | August 25, 2022
Downtown Portland is seeing signs of recovery, but it’s not fueled by office workers.
If you saw a strange string of lights in the night skies over Portland this weekend, it wasn’t UAP or a UFO — it was a recently launched bank of Starlink satellites.
And the nets used at Portland Thorns games have been used to catch fish in the ocean.
FREEYApalooza Bike Ride @ Colonel Summers Park | Bike Giveaway, Help Locate & Collect Free Items For Local Shelters
August 27 @ Colonel Summers Park – Pick up free stuff to support local shelters by bike using the Freeya app!
Win Tickets ($70): J2B2 (John Jorgenson Bluegrass Band) @ The Old Church Concert Hall | “Some of the Best String Players in the World”
September 11 @ The Old Church Concert Hall – J2B2 is an all-star bluegrass supergroup featuring four legendary, award-winning musicians delivering bluegrass like no one has ever heard it before.
Win Tickets ($50): The Old Church Moon Series – Full Harvest Moon | Featuring Lauren Monroe w/ Special Guest, Guitarist, Songwriter
September 10 @ The Old Church Concert Hall – New York-born, California-based polymath Lauren Monroe conducts parallel careers as a gifted singer-songwriter and a renowned mental-health advocate.
Win Tickets ($40): The Brevet @ Mission Theater | Alternative Rock, Folk, Surf, R&B
October 1 @ Mission Theater – Nestled in between Los Angeles and San Diego lies Orange County, CA: a culturally, economically, and environmentally diverse community with an identity all of its own.
Win Tickets ($80): Everclear, Sponge @ Crystal Ballroom | Iconic ’90s Alt-rock
October 16 @ Crystal Ballroom – Formed in 1991 in Portland, Everclear has enjoyed a lengthy career spanning 11 studio releases, numerous videos, thousands of shows and accolades that include a 1998 Grammy nomination.
MANY Portland Weekend Events & Giveaways ($2,600+): Festivals, Concerts, Comedy, Theater, Film, & More!
| Weekend
Portland in the News: Graffiti No More, Winning Blooms, Speeding Tickets & More | June 18, 2026
| News
Spend the Day at the Farm @ Frog Pond Farm | Visit, Feed, and Interact with 80+ Animals
| All Ages, events
Friends of Dorothy with Poison Waters @ The Reser in Beaverton | A Queer Cabaret Featuring Local Talent
| All Ages, events, LGBTQ, music, theater
Midsommar-Ket and VHS Swap @ Dots | Local Artist, VHS, and Vendor Market
| events, music, SE Portland, Shopping
New Portland Jobs: A to Z Wineworks, Tualatin Valley Fire & Rescue, Bulk Bookstore & More
| Jobs
The Third Lounge Presents The Variety Society Returns @ ADX | A Benefit Night of Comedy & Music
| All Ages, Comedy, events, Free, music, SE Portland
The Dinner Detective in Downtown Portland | Largest Murder Mystery Dinner Show In The U.S.
| Comedy, downtown, events, Food & Drink, theater
This Is An Awesome Comedy Show @ Show Bar at Revolution Hall | Featuring Sean Jordan and Kyle Kinane
| Comedy, SE Portland
Win Tickets ($38): Forest Pub: Drag as a Doorway to the Forest @ Mission Theater | An Evening of Drag, Dialogue, and Connection with Nature
| events, LGBTQ, NW Portland
ForestFest: Free Day at the Discovery Museum @ World Forestry Center | Hiking, Live Music, Storytelling, and More!
| Active Lifestlye, All Ages, Books, events, music, NW Portland
Watch Portland Fire @ The High Dive | Happy Hour, Service Industry Discounts
| events, Food & Drink, Portland Fire, SE Portland, sports
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