THIS WEEK in Portland: Halloween Events, 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!

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

Stumptown Stages presents Tootsie @ Winningstad Theatre | Musical Comedy Based on Hit Film

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Stumptown Stages closes its 20th Anniversary Musical Season with the comedy musical Tootsie. Based on the hit comedy film starring Dustin Hoffman and ranked as one of the best comedies of all-time

Escapism Portland Presents The Wizard’s Lair | Unravel the Wizard’s Secrets of Alchemy

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A master wizard has spent the last several months cloistered in his hidden lair before finally vanishing completely.

Alice in Wonderland Teas @ Victorian Belle | Sweet & Savory Bites Paired w/ Teas

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The Victorian Belle’s Alice in Wonderland-themed Afternoon Teas are a fun and elegant way to celebrate in March! Don your best top hat or fascinator and enjoy an afternoon inspired by the whimsy of Wonderland.

Win Tickets ($70): Timecop1983 @ Mission Theater | Synthwave

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Timecop1983 is a producer from Eindhoven in The Netherlands. His style is best described as romantic and cinematic, inspired by the 80’s.

Win Tickets ($44): BACKFENCE MIXED MEDIA Storytelling presents ‘Am I The Villain?’ @ Powell’s | Visuals, Music, Poetry

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BACKFENCE MIXED MEDIA Storytelling brings you true stories based on the theme ‘AM I THE VILLAIN?’: Personal stories told with visuals, live music, via poetry, video, and a tasty new choral story format.

Murder Mystery Dinner @ Victorian Belle | Til Death Do Us Part: All is Fair in Love and Murder!

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The birds are chirping, and the sun is shining, but the wedding bells aren’t ringing for this not-so-happy couple when a member of the wedding party is murdered!

Win Tickets ($80): Gusi @ Mission Theater | Latin Grammy Nominee, Pop, Colombian Folk

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March 31 @ Mission Theater – Gusi’s inaugural USA tour will create unforgettable moments with his audience. This journey is about deep connections and unique experiences.

Win Tickets ($40): Jesse Dayton @ Mission Theater | American Roots, Texas Blues

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Jesse Dayton lives and breathes American roots music, blending Texas blues, honky-tonk swagger, and punk-rock grit into an electrifying live show.

Portland in the News: Warm Days, Exoplanets, Giant Lions & More | February 27, 2025

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What does a giant chrome lion, Taylor Swift and Broadway have in common with Portland?

Latin Rock Exchange @ Mississippi Pizza Pub – Atlantis Lounge | Latin Rock, Jazz, RnB

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Latin Rock Exchange plays Latin rock classics that we all know and love from Santana, War, Barrabas, Yesca, The Buena Vista Social Club, Jobim, and contemporary hits

Portland to Astoria River Cruise @ Portland Spirit | All-Day Cruise, Historic Narration, Food

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The broad waters of the Columbia River will carry you from Portland’s vibrant harbor through the forest covered coast range on an adventure filled day retracing the route of Lewis & Clark.

Win Tickets ($16): Super Secret Band @ The Goodfoot | Funky, Spacey Sounds

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Join us for night one of a three-Thursdays-in-a-row residency with Super Secret Band.

Win Tickets ($88): exes and o’s Live w/ Shannon Beveridge @ Aladdin Theater | Queer Relationship Podcast

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Recognizing the need for diverse representation in entertainment, Shannon has made it her mission as a storyteller to represent the LGBTQIA+ community through her work.

2025 Spring Improv Classes @ Deep End Theater | Scene Study, Ensemble Improv & More

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Our March through April session is packed with four amazing classes.

Forest Pub @ Mission Theater | Building the New PDX Airport with Local Mass Timber

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Join our friends from the Port of Portland and project partners to hear stories behind the design, construction, and sourcing of the new main terminal at Portland International Airport.

Win Tickets ($72): David Nihill: Shelf Help @ Aladdin Theater | Comedy + Reading Recommendations

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Leaving Dublin, Ireland where he was born and raised until the age of 22, David got drunk on travel and never quite hit sobriety of it.

Win Tickets ($50): And That’s Why We Drink @ Revolution Hall | Comedy, Paranormal, True Crime

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Hosted by New York Times best selling authors Em Schulz and Christine Schiefer, “And That’s Why We Drink” is an award-winning comedy podcast, where the paranormal and true-crime meet.

Win Tickets ($105): Asleep at the Wheel @ Aladdin Theater | Grammy Award-Winning Swing Music

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For over fifty years, Asleep at the Wheel’s Ray Benson has been traversing the globe as an ambassador of Western swing music and introducing its irresistible sound to generation after generation.

Women of Nob Hill Walking Tour @ Slabtown Tours | Women’s History Month

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You will explore a section of the Alphabet Historic District from grand homes to vintage street car commercial structures focusing on the women who lived and or worked in the neighborhood.

Portland’s Alternative Wedding Fair @ Rae Loft | Plan Your Celebration

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Browse local alternative companies who don’t say “I do” to the traditions of older times.

2025 Winter Music Festival @ Milwaukie Elks Lodge | 2 Stages, 6 Bands

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As the new year gets off to a start, people are making their resolutions. If one of them is to go to more festivals, you won’t have to wait until summer to achieve that.

2025 Shamrock Cruise On The Portland Spirit | Irish Music + Dancing, Food, Full Bar

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The 8th annual Shamrock Cruise will board at the Caruthers Street with free and secured parking on Sunday, March 16, 2025.
Come enjoy the annual Shamrock Cruise onboard the Portland Spirit for a three-hour cruise on the Willamette from 4-7pm with the music and dance of Ireland all communities and ages.

Mt Hood Repertory Theatre presents Silent Sky @ OMSI’s Kendall Planetarium | Celestial Visuals, Live Music

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Mt Hood Repertory Theatre is producing Silent Sky by Lauren Gundersen in partnership with OMSI.

Last Thursday Art Opening @ The Goodfoot | Featuring: Alan Rose, Brett Bowers, Ian Jankowski-Seniff

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The Goodfoot will have an art opening last Thurs Feb 27th. the show will be up until March 23rd.

2025 Oscar Trivia & Viewing Party @ The EastBurn Public House | Shanrock’s Trivia, Prizes, Costumes

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It is time for our annual Oscars shenanigans!

Win Tickets ($44): Sydney Sprague w/ Pony @ Mission Theater | Indie Pop

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Sydney Sprague channels her sadness, anxiety, and existential dread through driving guitars, shimmering melodies, and the deceptively sweet weapons of indie pop-rock and keen observation.

Free Improv Workshop @ Deep End Theater | Lead by Domeka Parker (Artistic Director)

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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.

Portland in the News: PDX Jazz Festival, Baby Elephant, Timber Jim & More | February 20, 2025

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In case you need a pick me up, Oregon Zoo’s newest elephant calf Tula-Tu will be on display to visitors for the first time this Friday.

Clash of the Trivia Titans @ Spare Room | Shanrock’s Triviology 20th Anniversary

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This is the Super Bowl of trivia; the Oscars of pub quizzery…there will be one team to rule them all!

Win Tickets ($87): Bruce Cockburn @ Aladdin Theater | Folk, Jazz, Rock

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Bruce Cockburn’s latest studio album, O Sun O Moon, is a testament to his enduring artistry, even as he nears his 78th birthday.

Portland’s Pettiest Drag Show @ Escape Bar & Grill | Hosted by Savannah O Bennington

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Portland’s Pettiest Drag Showcase, featuring some of your Favorite Local Drag Performers. Hosted By Savannah O Bennington.

Artists Repertory Theatre presents Sapience | By Diana Burbano, Directed by Melory Mirashrafi

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Elsa is a primatologist studying the language abilities of orangutans, like her subject Wookie who yearns for connection with humans.

Win Tickets ($54): An Evening with Fink @ Aladdin Theater | Music has been featured in The Walking Dead, True Detective

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Fink, AKA Fin Greenall, is a singer-songwriter from Cornwall, UK, currently based in Berlin.

Win Tickets ($87): Bored Teachers: The Struggle is Real Comedy Tour @ Revolution Hall | #1 Ranked Teacher-Comedy Podcast

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Bored Teachers are BACK with all new material on their “The Struggle is Real!” Comedy Tour.

Win Tickets ($52): Matt Braunger @ Aladdin Theater | ABC’s Agent Carter, NBC’s Up All Night, Comedy

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Matt Braunger was raised in Portland, Oregon. A headlining comedian since 2007 and an actor since childhood, Matt studied theatre in New York and improvisation in Chicago.

THIS WEEK in Portland: Halloween Events, 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 ($70): 94/7FM KNRK presents “December to Remember” w/ Buffalo Traffic Jam @ Crystal Ballroom | Folk Music

December 6 - Buffalo Traffic Jam is a folk band born in the heart of Bozeman, Montana, where its members, Frankie Cassidy and Nathan Ross, first crossed paths as students at Montana State University.

Win Tickets ($40): World Forestry Center presents Forest Pub: Mushrooms @ Mission Theater | An Evening of Storytelling, Science & Community

November 9 - Join us for our next Forest Pub focused on Mushrooms as the Architect of the Forest: Fungi and their Hidden Ecological Roles, an evening of storytelling, science, and community exploration in partnership with the Oregon Mycological Society.

New Portland Jobs: Path Home, HOLLA School, Pole Portland & More

New Portland Jobs: Path Home, HOLLA School, Pole Portland & More!

Pass the Hatchet Halloween Takeover @ LaVerne’s | Bayou-Gothic Decor, Spooky Food & Drink Specials

October 13 - November 1 - LaVerne's presents ~ “Pass the Hatchet” a Bayou-Gothic Halloween takeover at Woodlawn’s friendly neighborhood haunt.

Get Spooked at Haunted Escape Room – Escapism’s Malice Manor in NE Portland | Ghost Story, Private Rooms, 2026 Halloween Activity

October - Escapism Portland is a live action room escape game. Solve clues, puzzles, and tasks in small teams to unlock new secrets and eventually escape the room!

Halloween Party II @ Trouble Bar | Dance Party, Costume Contest, Prizes, Drink Specials

October 31 - We had so much fun last year we are doing it again bigger and better‼️ tell all ur friends ‼️DONT MISS THE HALLOWEEN DANCE PARTY

The Happy Hour @ Bikram Yoga | FREE, Learn & Practice Meditation

November 7 - Find your happy! Buddha explained that the true nature of our mind is concentrated and joyful. Come learn and practice meditation!

Win Tickets ($200): BOOgie Night: Burlesque Dinner Show & Disco @ Hōkū Events on Madison | Halloween Burlesque w/ A ’70s Disco Twist

October 31 - Love Halloween, but not the crowds? Skip the packed bars and make BOOgie Night your fabulous Halloween night out!

Portland Symphonic Choir presents Tales From The Vault @ Bank of Expensify | Part Halloween Party, Part Musical Adventure

October 30 - Grab your map and make your way through the Bank, where performances and experiences are tucked throughout the building, just waiting to be discovered.

A Scary Home Companion @ Victorian Belle | Spooky Sketch Comedy

October 30 - Unchained Productions presents A Scary Home Companion featuring all-new material!

Nocino Liqueur Release Party @ New Deal Distillery | Fall Cocktail Menu, Behind-The-Scenes, Take Home This Year’s Batch

November 8 - Join us for the release of this year's batch of Nocino Liqueur, a rich, spiced walnut liqueur perfect for holiday sipping.

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