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!

Win Tickets ($20): Comedy: The Musical @ Samaritan Odd Fellows Lodge | Grunge Edition

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We blend stand-up comedy with musical improv in a way you won’t see anywhere else. A comedian tells jokes, and then our musical improvisers create a brand-new, hilarious song on the spot.

Win Tickets ($128): Brit Floyd ‘Wish You Were Here’ 50th Anniversary @ Keller Auditorium | The World’s Premiere Pink Floyd Experience

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Brit Floyd, widely regarded as The World’s Premiere Pink Floyd Experience (Rolling Stone Magazine), returns to Portland on July 22nd, performing at The Keller Auditorium

Win 3-Day Pass ($299): Cascade Equinox Festival @ Deschutes County Fairgrounds | Live Music, Art, Wellness

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A portal into creativity, connection, and celebration—a festival reimagined. Cascade Equinox Festival returns to the high desert of Central Oregon for its third annual gathering

Win Tickets ($150): 2025 Filmed By Bike Festival @ Hollywood Theater | 3 Days of Bike Films

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Filmed by Bike is a touring film festival that features the world’s best bike movies.

Portland in the News: Best Olive Oil, Secret Gardens, Falstaff Goes 80s & More | May 8, 2025

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Portland’s Leach Botanical Gardens have been written up in Sunset Magazine as one of 12 secret gardens to visit in the West.

Forest Pub @ Mission Theater | Stories of the PNW Told by Tree Rings

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What can the rings of trees tell us? Cutting-edge research is revealing that tree rings hold more information than simply a tree’s age.

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 ($76): Portland Cello Project @ Revolution Hall | Sunshine & Stars feat. Music of Weezer and Stevie Wonder

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Portland Cello Project brings you on an extraordinary musical journey, transforming beloved hits from Weezer and Stevie Wonder into breathtaking cello arrangements.

Win Tickets ($70): Jack & Jack @ Mission Theater | Pop-Duo

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Jack & Jack’s meteoric rise all comes down to the lifelong bond between Jack Gilinsky and Jack Johnson.

Win Tickets ($68): Neal Francis – Return to Zero Tour w/ Color Green @ Revolution Hall | Psychedelic, Rock, Indie

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The latest album from Neal Francis, Return To Zero, emerged from the kind of visionary fever dream that only the most masterful and inventive artists are capable of bringing to life.

Cappella Romana presents Passion & Resurrection | 40+ Singers, String Quartet, Bells

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Cappella Romana and In Medio form a choir of over 40 singers under the direction of Alexander Lingas to perform Ivan Moody’s powerful oratorio Passion and Resurrection.

2025 Portland Spirit Dinner Cruise & Rose Festival Opening Night Fireworks | 3-Course Dinner, Beautiful Views, Live Piano

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Watch the opening night fireworks from the observation deck of the Portland Spirit!

Rose City Rollers Bouts | Wreckers vs. Gresham Alter Egos + RCR All Stars: Wheels vs. Justice

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Rose City Rollers have an action-packed weekend of hard-hitting roller derby for you on May 16th and 17th at the Hangar at Oaks Amusement Park!

Moms & Mimosas @ Hip Chicks Do Wine | Brunch Inspired Small Plates, Wine Flights

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In addition to our regular wine flights we’ll have $10 Mimosas all weekend for anyone! You don’t have to be a Mom to get a yummy Mimosa!

Win Tickets ($56): Zia McCabe’s 50th Birthday Dream Show @ Mission Theater | Feat. Sun Atoms, Motrik, Soriah

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Portland psychedelic gaze-wave outfit Sun Atoms presents their new single ‘Take This Love’, a sonic odyssey that transports listeners to a realm of pure musical enchantment.

2025 Mother’s Day Brunch @ The EastBurn | Mimosas, Food Specials

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The EastBurn Public House is serving up mimosas, bloody marys, eggs benedict, scrambles, hash & more for Mother’s Day — No reservations needed.

Latin Rock Exchange @ Aztec Willies | 10-piece Band, Classic Hits from Santana to Pink Martini

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Latin Rock Exchange is Portland’s own ten-piece band playing classic hits from Santana to Pink Martini, War to Buena Vista Social Club

Win Tickets ($60): Stephen Stanley w/ Jake & Shelby, AP Collective @ Mission Theater | Christian, Pop

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Singer / songwriter Stephen Stanley makes music with immediate emotional impact, revealing a depth of talent that comes from years of devotion to his craft.

Win VIP Tickets ($90): Veganizer Asian Market @ Redd on Salmon | Portland’s Largest Vegan AANHPI Heritage Event

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Veganizer’s annual Asian heritage event is now bigger than ever! Eat, drink, and shop 50+ AANHPI vendors at the Veganizer Asian Market at the Redd on Salmon.

Win Tickets ($54): Phil Cook @ Mission Theater | Folk-Rock, Indie Rock

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You already know Phil Cook, at least if you’ve listened to any of the most essential folk-rock, indie rock, or even gospel records of the last decade.

Win Tickets ($42): Makeshift Casual @ Mission Theater | PDX Pop-Punk

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Makeshift Casual is the greatest band in the world named Makeshift Casual.

Win Tickets ($20): Rose Tinted @ The Goodfoot | Live Band, Sample-Based Hip-Hop

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Rose Tinted- featuring Kirk Kalbfleisch on drums, Celly on turntables, MLTZR on electronics, and Sam Arnold on bass- is a sample-based hip hop band that reproduces full band arrangements of classic hip-hop tracks.

Win Tickets ($66): 2025 Grand Lodge Brewfest | 40+ Taps, Cornhole Tournament, Live Music

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More of a megafest than a brewfest, McMenamins 3rd annual Grand Lodge Brewfest is a massive celebration of all things brewed, distilled, fermented and tasty

Win Tickets ($36): Ava Maybee ‘The Gold Star Stickers’ Tour @ Mission Theater | Indie, Pop

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Ava Maybee (23) indie/pop singer & songwriter from Los Angeles, finished top 14 of American Idol Season 20.

Win Tickets ($60): Doggie Dash @ Waterfront Park | Run/Walk, Pet Portraits, 90+ Vendors

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Not just another walk in the park, Doggie Dash is Oregon Humane Society’s biggest fundraiser of the year and THE event for animal lovers in Portland.

Win Tickets ($62): Portland Opera presents Falstaff @ Keller Auditorium | Giuseppe Verdi, Inspired by Shakespeare’s Henry IV and The Merry Wives of Windsor

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In Giuseppe Verdi’s final opera, inspired by Shakespeare’s Henry IV and The Merry Wives of Windsor, the charismatic (but bankrupt) Sir John Falstaff conspires to seduce two wealthy married women.

2025 Mother’s Day Cruises @ Island Style Charters | Drink Special, Trivia, Dancing

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Celebrate mom with a 3-hour scenic cruise along the Willamette River featuring stunning views of Portland’s skyline, iconic bridges, and beautiful waterfront homes.

Portland in the News: Breakfast on the Bridges, Earthquake Prep, Cleanest Metros & More | May 1, 2025

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Skip breakfast before your bike commute to work? On the last Friday of every month, volunteers pass out donuts, coffee and other treats for Breakfast on the Bridges, a tradition that is 20-years strong.

Win Tickets ($86): Juno Birch: The Probed Tour @ Aladdin Theater | Alien Drag, Comedy

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Is it a bird? Is it a plane? No it’s Juno Birch the absolutely stunning outlandish blue alien who’d love nothing more than to speak to the manager of Earth.

Win Tickets ($68): Too Many Zooz: Red Apple Gift Shop Tour @ Revolution Hall | Avant-Garde Instrumental Pop

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Self-described “Brass House” trio Too Many Zooz make manically kinetic instrumental music that combines avant-garde jazz, EDM, punk rock, and sundry other traditions

The Dinner Detective in Downtown Portland | Largest Murder Mystery Dinner Show In The U.S.

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This immersive True-Crime Mystery Dinner show will transform you into a detective right out of your favorite true-crime podcast.

Win Tickets ($76): Victor Wooten & The Wooten Brothers @ Revolution Hall | Rock & Jazz

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The Wooten brothers’ first public performance occurred in Hawaii in 1966 and established their identity as prodigies.

2025 Mother’s Day Camas Plant & Garden Fair | Local Nurseries, Growers & Garden Artists

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The 26th annual Camas Plant & Garden Fair returns to the beautiful tree-lined streets of historic Downtown Camas

Sexy Silk & Satin @ Club Privata | Portland’s Premiere Lifestyle Club

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Get out your favorite silk or satin and join us for a night that exudes elegance, sensuality and sophistication.

Win Tickets ($20): Object Heavy, OK Lunar @ The Goodfoot | Featuring Members of Bodhi Mojo, Soul

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Color Red Artist Object Heavy is Humboldt County’s hardest hitting soul sensation.

“Mother, Sisterhood in the Wild” Documentary Screening @ Tomorrow Theater | 5 BIPOC Women Embark on an Arctic Circle Expedition

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Join us for a cinematic experience like no other. This breathtaking documentary by local director Chad Brown follows five remarkable BIPOC women as they embark on an Arctic Circle expedition.

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.

7 Deadly Sins Pants On Fire Family Friendly Show @ White Eagle Saloon | Seven True Tales, One Lie

September 19 - Join us as we host Portland's wildest and most interactive comedy and storytelling entertainment event with Pants On Fire! at the historic White Eagle Hotel & Saloon. 

Win Tickets ($130): Portland Weird Fest @ Oaks Park | 60+ Vendors, Rides, Live Bands, Costume Contest & More

September 19 - Portland Weird Fest is back for Year 3 — and Portland is about to get wonderfully weird!

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 ($92): Marc Price @ Mission Theater | Comedy, Star of ‘Trick or Treat’, ‘Family Ties’

September 21 - Marc, best known as Skippy from the beloved 80's sitcom Family Ties, is a multi-talented performer who has conquered the worlds of stand-up comedy, acting, hosting, and even writing and producing.

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 Art 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.