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!

Angry, Raucous, and Shamelessly Gorgeous @ Portland Playhouse | Pearl Cleage’s Razor-Sharp Comedy

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Anna Campbell shook the theater world decades ago with a radical performance of monologues from August Wilson’s Fences, which came to be known forever as Naked Wilson*.

Galentine’s Day @ Hip Chicks Do Wine | Wine Cocktails, Small Plates, Shopping

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Round up your girlfriends and join us for a Galentines Day event!

Racecar Racecar Racecar @ Artists Repertory Theatre | Tightly Crafted, Lynchian Thriller

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A daughter and father embark on a shapeshifting road trip across the country.

Portland Opera presents The Majesty of the Spiritual @ World Trade Center Theatre | Feat. Curator & Soloist Robert Sims

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Portland Opera’s intimate World Trade Center Theatre is proud to host renowned baritone Robert Sims as he gathers well-known vocalists for a powerful program.

2026 Willamette Sauna Festivaali @ Milwaukie Bay Park | 12+ Mobile Saunas, Cold Plunge, Nordic Food

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Join us at Milwaukie Bay Park on the east bank of the Willamette River this February 14+15 for Willamette Sauna Festivaali – a celebration of steam and sweat bathing traditions for all ages!

Portland in the News: Snake Yoga, A Big Birthday, Winter Light Festival & More | January 22, 2026

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Want to work on Snake Pose (Sarpasana) at your next yoga class? How about with a real, live snake?

New Portland Jobs: Rhododendron Garden, Blanchet House, Cat Adoption Team & More

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Here are the latest job listings on PDX Pipeline for this week including Rhododendron Garden, Blanchet House, Cat Adoption Team & More!

Cappella Romana presents Hope & Light @ St. Mary’s Cathedral | Mystical Chamber Music by Arvo Pärt, Tikey Zes, and More

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In Arvo Pärt’s transcendent Stabat Mater and Tikey Zes’s luminous Hymn of Kassianí, voices and strings are united in their mystical vision of compassion and redemption.

Win Tickets ($40): Forest Pub Concert: Elderflora – Lifecycle of a Tree @ Mission Theater | Song Cycle Tracing Life & Death of a Tree

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Majel Connery performs Elderflora, a song cycle tracing the life and death of a tree.

Wicked Craft: Imbolc Blessings Vendor Market @ Rae Loft | 30+ Women-Owned Craft Vendors

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A little bit of witchcraft and a lot of magical joy as we celebrate the mid point between winter and spring!

Win Tickets ($70): Cold w/ Goodbye World + University Drive @ Mission Theater | Post-Grunge, Alt-Metal

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COLD – Goodbye Cruel World – The RED album played in its entirety!

Unicorn Beach Party @ Club Privata | PNW’s Premier Lifestyle Club

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This Saturday we celebrate Summer in the middle of Winter. Let the sun shine down and enjoy a Unicorn night at Club Privata.

Win Tickets ($44): Braden Bales + Ezra @ Mission Theater | Indie Pop

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BRADEN BALES is a Canadian singer-songwriter/artist who has built a reputation for his deeply personal and emotionally resonant music.

TEDxPortland Salon on Addiction @ Wieden+Kennedy | Explore the Science Behind Addiction

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Join TEDxPortland for its upcoming Salon event with three all-new TED talks, live music, and complimentary food and drinks. 

Portland in the News: Best German Food, Lost & Found, Softball & More | January 15, 2026

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It’s 9pm. Do you know where your Labubu is? The Portland airport’s lost and found might have an idea. In 2025, the airport logged 21,500 missing items including several of the luxury plush toys.

Dark Side: A Piece for Assorted Lunatics – PINK FLOYD TRIBUTE w/ Love Gigantic @ Alberta Rose Theatre | Music, Aerial Dance, Light Show

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Portland all-star rock band LOVE GIGANTIC performs Pink Floyd’s classic album Dark Side of the Moon and more.

2026 Portland Spirit Valentine’s Day Cruises | Four Course Dinner, Sparkling Wine, Live Music

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Treat your special someone to an evening filled with romance, music and delicious food.

Bunk After Dark @ Bunk Bar | Monthly Comedy Showcase

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Bunk After Dark is a once-a-month comedy showcase at Bunk Bar on Water Ave in Portland.

Intro to Improv @ Deep End Theater | Unique Games & Exercises to Develop Skill & Inspire Creativity

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Play, build mental flexibility, connect to community, laugh and grow!

2026 Portland Old-Time Music Gathering | Concerts, Square Dances, Workshops, Jams, Kids’ Events & More

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We’re excited to bring some of the top performers in modern old time music to the Gathering stage in 2026, including Judy Hyman, Jeff Claus, Jake Blount, Clinton Davis and many others.

Portland in the News: Portlandia Anniversary, Movers Flock to Oregon, NBA All Star Voting & More | January 8, 2026

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The TV show that spawned phrases such as ‘Put a bird on it’ and. ‘We can pickle that’, Portlandia, turns 15 this year.

PAM CUT @ The Whitsell presents Maximalist Dreamscapes | Films Embracing Excess, Spectacle & Immersive World-Building

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Film returns to the Portland Art Museum on January 10 as the renovated Whitsell Auditorium reopens as a destination for PAM CUT programming in film, new media, and visual storytelling.

Drag Brunch @ The Pharmacy | Hosted by Devlin Lynn Phoenixx, Mimosas

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Join hostess Devlin Lynn Phoenixx and her amazing cast of queens as they dazzle and delight you!

Profile Theatre presents Tiger Style by Mike Lew @ Ellyn Bye Studio | The Successes & Failures of Tiger Parenting

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Albert and Jennifer Chen were at the pinnacle of academic achievement. But now they suck at adult life.

Free Portland Trivia w/ Bridgetown Trivia | Sundays-Thursdays, Prizes

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Bridgetown Trivia is your neighborhood pub trivia game done right.

2026 Valentine’s Day Dinner @ Victorian Belle | Four Courses, Victorian Decor

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Join us at the Victorian Belle for a vintage Valentine’s dinner!

Oregon Humanities presents Consider This w/ Colum McCann @ Alberta Rose Theatre | Award-Winning International Author

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Join us for a conversation with Colum McCann about the stories nations tell and the ways they shape our lives.

2026 Past to Present Lecture Series @ Columbia River Maritime Museum in Astoria | Authors, Bar Pilots, Vanport Descendants & More

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The Columbia River Maritime Museum’s Past to Present Lecture Series returns for 2026!

Afternoon Tea @ Victorian Belle | Sweet & Savory Bites, Wine

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The Victorian Belle’s Afternoon Tea is a fun and elegant way to celebrate in January!

Win Tickets ($92): My Life With the Thrill Kill Kult w/ Light Asylum, Die Sexual, Devora, Heavy Halo @ Crystal Ballroom | Electronic, Industrial, Rock

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After a successful fall blitz thru the midwest and northeast, TKK announce part two of their “Delicate Terror Tour”.

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.

7 Deadly Sins: Pants On Fire Double Header @ White Eagle Saloon | Storytelling, Comedy, Family Friendly Early Show

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Eight storytellers, comedians, and PDX personalities tell wild but true stories from their own lives. The catch: one of them is lying.

Game Day Snacks & Wine Pairing @ Hip Chicks Do Wine | 4 Snack + 6 Wines

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Whether you’re gearing up for the big game or simply love a good wine and snack pairing, this event is for you!

Macbeth @ Experience Theatre Project | Immersive Theater, Music Inspired by Radiohead

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This visceral, movement-driven staging draws inspiration from the Royal Shakespeare Company’s acclaimed Hamlet: Hail to the Thief, witnessed by Stewart during its celebrated run in London and Stratford this past summer.

Win Tickets ($40): World Forestry Center presents Forest Pub @ Mission Theater | Bringing Fire Back to the Land

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This month, World Forestry Center is teaming up with Columbia Land Trust and Lomakatsi Restoration Project for a powerful conversation about why fire belongs on our landscapes.

Win Tickets ($22): Decadent 80s @ Crystal Ballroom | Portland’s Longest Running 80s Dance Night

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Get ready for a fun night of dancing to all your favorite hits and requests from the 1980s!

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!

New Portland Jobs: A to Z Wineworks, Tualatin Valley Fire & Rescue, Bulk Bookstore & More

New Portland Jobs: A to Z Wineworks, Tualatin Valley Fire & Rescue, Bulk Bookstore & More!

This Is An Awesome Comedy Show @ Show Bar at Revolution Hall | Featuring Sean Jordan and Kyle Kinane

July 6 - Comedians Kyle Kinane and Sean Jordan are teaming up for their only Portland shows of the summer in support of the new feature-length documentary film, This Is An Awesome Rock Show.

Win Tickets ($38): Forest Pub: Drag as a Doorway to the Forest @ Mission Theater | An Evening of Drag, Dialogue, and Connection with Nature

July 13 - Kick off Pride Week with a Forest Pub that invites fresh voices and new ways of connecting to our forests, featuring Efemmera Gendera and Thespis D. Light of Drag Me Outside.

ForestFest: Free Day at the Discovery Museum @ World Forestry Center | Hiking, Live Music, Storytelling, and More!

July 18 - Celebrate the wonders of forests at ForestFest, a free, family-friendly day of hands-on discovery, creativity, and outdoor fun in the heart of Washington Park.

Watch Portland Fire @ The High Dive | Happy Hour, Service Industry Discounts

As a long time Blazer bar we are very excited to support Portland Fire and women's sports! LETS GO FIRE.

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.

TeaFestPDX @ 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.

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