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!

Alphaboats: A Maritime Voyage from Anchor to Zulu @ Columbia River Maritime Museum in Astoria | Mixed Media Paintings

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Set sail on an alphabetical journey through the world of boats in Alphaboats: A Maritime Voyage from Anchor to Zulu, a vibrant mixed-media exhibition by Portland artist Peggy Biskar.

Jade Rabbit x Veganizer 2026 Lunar New Year Banquet | Six Course Menu of Lunar New Year Delicacies

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Join us as we usher in the Year of the Fire Horse with a six course menu of Lunar New Year delicacies.

Blueprint Ensemble Arts presents Shadow & Light | FREE, Live Music, Dessert

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Come join ensembles Carnation, Peach, Scarlet, and Burgundy (with special guests Ivory and The Super Cuts) as they bring you our upper voices masterwork for 2026: Arnesen’s stunning Stabat Mater!

Drag Brunch @ The Pharmacy | Hosted by Devlin Lynn Phoenixx

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The event is hosted by Rose Empress LXV, Devlin Lynn Phoenixx with a rotating cast for each event sure to dazzle you with their everything!

2026 Valentine’s Day Dinner @ The EastBurn Public House + Anti-Valentine’s Day Party | Dinner, Brunch, Specials

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Celebrate your sweetie with brunch, dinner and drinks in the beautiful EastBurn dining room!

Win Tickets ($56): Jeremy McComb’s Honky-Tonk Circus @ Mission Theater | The #1 90’s Country Music Experience

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The Honky-Tonk Circus Tour isn’t a throwback – it’s a full-throttle time machine to the nights when country music ruled the room.

Win Tickets ($80): Heated Rivalry: A Jockstar Rave @ Crystal Ballroom | A Night of Party Boy Anthems & Club Hits

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From the Closet → Ice → Dance floor.

2026 Oregon International Auto Show @ Oregon Convention Center | Cutting-Edge Tech, Ride & Drive Experiences, Kids’ Zone & More

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The 2026 Oregon International Auto Show is the largest auto show in the Pacific Northwest, showcasing the newest in-vehicle design, innovation, and technology.

Win Tickets ($80): Katie Boyle @ Mission Theater | Irish Comedian

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Katie Boyle is an Irish comedian living in New York City. Her favorite stand-up topics are her journey through American culture, dating, therapy and shame!

Win Tickets ($56): The Ramona Flowers @ Mission Theater | Indie Rock

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The Ramona Flowers are on a roll – their latest release Human is climbing up the US Alt Radio charts and hitting over 1 millions global streams, and track Dangerous hit the Top 30 at US Alt Radio.

Win Tickets ($46): Alex Sampson @ Mission Theater | Canadian Singer-Songwriter

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With humble small-town beginnings, Canadian singer-songwriter, Alex Sampson knew he was born to perform at just nine years old when he entered a school talent show for the first time singing GOLD by Owl City.

My Petty Valentine @ Badlands | Feat. King of Drag Season One Winner King Molasses

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Join some of your Favorite Local Drag Icons for Pettiest Valentine’s Celebration in Portland! Mystery Headliner To Be Revealed!

Valentine’s Sweetheart Tea @ Victorian Belle | 3 Floor Mansion, Sweet & Savory Pastries

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The Victorian Belle’s Sweetheart Tea is a fun and elegant way to celebrate Valentine’s, Galentine’s Day and more in February!

Rose City Circus presents Valentine – A Night of Circus, Music & Love @ Alberta Rose Theatre | Live Music, Aerialists, Jugglers & More

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Rose City Circus and Trashcan Joe present a vintage themed night of love, spotlighting a daring and romantic circus alongside live original tunes of vintage swing, jazz, folk, and blues.

Win Tickets ($90): Chocolate & Wine Pairing @ Hip Chicks Do Wine | 4 Wines + 4 Truffles

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Join us for a decadent Wine & Chocolate Pairing featuring artisan truffles from Creo Chocolates paired perfectly with our handcrafted wines.

Win Tickets ($48): Wheel w/ Sound and Shape @ Mission Theater | Prog-Metal

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Since forming in 2015, Wheel have swiftly grown from underdogs of Helsinki, Finland, to an international tour de force.

Win Tickets ($56): Kerosene Dream’s Annual Reunion Show @ Mission Theater | Country, Folk, Rock, Pop

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Over 25 years ago Dave Coey (guitar, vocals) from The Renegade Saints joined forces with Bart Ferguson (vocals) from The Strangers and played their first gig as Kerosene Dream.

Friends of the Library Media Sale @ Rose City Reads | Valentine’s Gift Ideas, 50% Off Vinyl, DVDs, & More

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Head to Rose City Reads this Valentine’s Day weekend for 50% off All DVDs, CDs, LPs, and Sheet Music!

Watch 2026 Superbowl LX in SE Portland @ The Automatic Bar | Sound On, Food & Drink Specials

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Cheer on the Seattle Seahawks and New England Patriots while enjoying delicious food and drink specials at The Automatic Bar.

Spellbound: An Evening Of Dark Decadence @ Nova PDX | Goth Music, Burlesque, Aerial Arts

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Something hauntingly beautiful approaches… A dazzling spectacle of shadow and desire. Friday The 13th has not fallen upon a February in eleven long years, and the Witches of the West will not let it go to waste.

Win Tickets ($114): Bikini Kill @ Crystal Ballroom | Feminist Punk Rock

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Bikini Kill is a feminist punk band that started in Olympia, WA, and later moved to Washington, DC.

Radical Harvest Valentine’s Day Market @ Allgood Brewing Co. | 40+ Makers, Love Potion Bar, Flash Tattoos & More

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Radical Harvest is more than a retail experience – it’s a pop-up community center!

Matteo Lane – We Gotta Catch Up! Tour @ Arlene Schnitzer Concert Hall | Podcaster, Comedian, Opera Singer

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Matteo Lane brings his We Gotta Catch Up! Tour to Arlene Schnitzer Concert Hall on February 27, and it’s a must-see for comedy fans.

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

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

2026 Gateway Night Market @ The Oregon Clinic | FREE, Local Vendors, Live Performances, Family Fun

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Join us on Saturday, February 7th for a community-centered outdoor bazaar bringing together local small businesses, music, performances, and neighborhood vibes — all in one vibrant space.

Portland in the News: Bear Poop Brew, Best in Show, Goth Gardens & More | January 29, 2026

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Some of Portland’s most pampered pups took a lap at the Rose City Classic this past weekend before moving on to the revered Westminster Kennel Club Dog Show.

The Big Game Experience @ Dave & Buster’s Clackamas | All-You-Can-Eat Wings, Giant Screens, Premium Seating

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Celebrate the biggest game of the year at Dave & Buster’s Clackamas with our official Big Game Watch Party!

Valentine’s Day Interactive Wood-Fired Ribeye Steak Dinner @ MEATSTUFF | Cut & Salt Your Meat, Cook Over Fire + Multi-Course Dinner

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Do you want to know the hidden secrets – directly from your butcher – on how to carve and cook the best steak over a wood fire!?

82 Acres’ 1st Anniversary Celebration | Winemaker Dinner, Tasting Room Pop-Up & More

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Celebrate 82 Acres’ 1 year anniversary with events and discounts during the month of February!

Brett’s Bass Fund 2nd Annual Benefit Concert @ Alberta Abbey | Feat. Zachary Carothers, Bass Player for Portugal The Man

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Stone Phoneys, The Best Intentions Honkey Tonk Band, and more special guests perform at the 2nd annual Brett’s Bass Fund benefit concert!

2026 Portland Spirit Winter Light Festival Cruises | Light Displays, Dinner, Valentine’s Day

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Enjoy illuminated art installations and a dinner cruise aboard the Portland Spirit!

Dear Portland Launch Day Block Party | FREE, Coffee & Donuts, Live Music, Immersive Art

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Celebrate the opening of Dear Portland, a new immersive exhibition by Humans for Housing, with a Launch Day Block Party in the heart of Old Town. 

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.

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!

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.

Tea Fest PDX @ 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.

Win Tickets ($70): McMenamins Presents “A Hot August Night” with Super Diamond @ McMenamins Grand Lodge in Forest Grove | The Neil Diamond Tribute

August 22 - An uncanny tribute to beloved master singer/songwriter/performer, American pop icon Neil Diamond – Super Diamond has appeared on The Late Show with David Letterman, CNN, VH1, Fox News, and Comedy Central, and has been featured in publications such as Rolling Stone Magazine, The New York Times, and the San Francisco Chronicle.

Portland in the News: Waterfront Restaurant, Airport Accolades, Heatwave & More | June 11, 2026

The Portland Spirit has big plans to open a new restaurant in the former Rose Festival headquarters in Tom McCall Waterfront Park. 

McMinnville Art Festival @ Downtown McMinnville | 50+ Artists & Artisans, Interactive Kids’ Crafting, Art Demos, & More

July 18-19 - Celebrate creativity in the heart of Oregon wine country at the McMinnville Art Festival, a free two-day outdoor event showcasing the work of talented artists and artisans from across the region.

PRIDE at the Museum @ OMSI | A night at the museum celebrating the LGBTQ+ Community

June 12 - Celebrate PRIDE at the Museum with an evening of science, community, and joyful exploration!

Villain Arts Tattoo Festival @ The Rose Quarter | Celebrate the Art of Tattooing

July 17-19 - Tattooing is more than body art—it’s a global language of identity, resilience, and self-expression.

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