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!

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.

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!

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!

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.

New Portland Jobs: Portland Fire, Clark County Fair, Bend Chamber of Commerce & More

New Portland Jobs: Portland Fire, Clark County Fair, Bend Chamber of Commerce & More!

Win Tickets ($92): McMenamins Presents Justin Nozuka @ Mission Theater | Folk, Rock + R&B

October 20 - Justin Nozuka is a singer-songwriter and producer born in Queens, New York and raised in Toronto, Canada.

7 Wonders of the Gorge @ Portland Spirit | Jet Boat Cruise, Majestic Views

Experience some of the most majestic views of the lower Columbia River Gorge visible by water aboard the Explorer Jetboat!

Bigfoot Adventure Cruises @ Portland Spirit | Learn the History of Bigfoot on a Jetboat

On this Columbia River boat tour, you'll explore the history and lore of Bigfoot while traveling 80 miles roundtrip on a high-speed jetboat from Portland to Multnomah Falls.

Watch 2026 World Cup Games @ Sticky Wicket | 7 TVs, 16 Taps, POG Shots

Watch World Cup games with 7 TVs (sound on upon request), 16 taps (beer, draft cocktails, cider, seltzer, and one NA IPA). Have a "POG Shot", a passionfruit, orange, and guava shot that includes rum.

Win Tickets ($46): McMenamins presents Holi Summer Fest: A Celebration of Color @ Grand Lodge in Forest Grove, OR | Organic Colors, Bollywood & Bhangra Dance Party

HOLI HAI! After four sold-out Holi Festivals Anjali & The Kid bring their color throw experience to Forest Grove for their biggest Holi yet featuring all organic colors handmade by farmers and tribal communities in India.

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