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 ($40): 5 Guys Named Moe @ Ponderosa Lounge & Grill | High Energy 12-Piece Horn Driven Show

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February 19 @ Ponderosa Lounge & Grill – 5 Guys Named Moe is a high-energy ​12-piece horn-driven show band! Entertaining audiences for well over 30 years!

2022 Super Bowl LVI Watch Party @ Ponderosa Lounge and Grill in North Portland | HUGE Video Wall, Prizes, FREE, Happy Hour

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February 13 @ Ponderosa Lounge & Grill – Come watch the big game at Portland’s Original Country Ba.

George Lopez OMG Hi! Comedy Tour @ Arlene Schnitzer Concert Hall | Grammy-nominated Comedian, Netflix, HBO

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Grammy-nominated comedian, actor and TV host George Lopez brings his OMG Hi! Comedy Tour to Portland on October 13.

MANY Portland Weekend Events & Giveaways ($1,750+): Winter Light Festival, Wine & Chocolate Pairing, New Year Lantern Viewing & More! | February 3-6, 2022

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The weekend is back, Portland! Lan Su Chinese Garden will be showcasing their Lantern Viewing Evenings this weekend and next. Valentine’s Day celebrations start this weekend with Dining at Bella Organic and Hip Chicks Do Wine’s Wine & Chocolate Pairing. There’s still time to surprise your date with the perfect evening; see our Valentine’s Day calendar for ideas.

Portland in the News: Oregon’s Olympians; “Cutting-edge” City; Hotel Seeks Historic Recognition as Black Cultural Hub | February 3, 2022

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Portland recently landed in the top 10 of CommercialCafe’s list of “cutting’edge” cities, citing fast internet and EV charging accessibility.

This month’s winter Olympics will feature 4 athletes with Oregon ties who will be competing in skiing, slalom racing and snowboarding.

And Portlanders have nominated downtown Portland’s Golden West building to National Register of Historic Places citing its connection to Portland’s black community.

Pix Pâtisserie Portland 2022 Valentines Weekend Reservations for 2! | Prix Fixe Menu Featuring Drinks, Desserts, Chocolate & More!

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Special indoor dining reservations will be available for February 12th with a set dessert and drink menu for two.

Win Tickets ($80): Mayday Parade, Real Friends, & Magnolia Park @ Crystal Ballroom | Rock, Pop Punk

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February 25 @ Crystal Ballroom – The sixth studio album from Tallahassee-based rock band Mayday Parade Sunnyland gets its title from an abandoned hospital where the band members used to sneak in to explore as teenagers.

Win Tickets ($50): Magic City Hippies @ Crystal Ballroom | Poolside Grooves & Sunkissed Melodies

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February 12 @ Crystal Ballroom – Embracing everything from AM radio rock and poolside pop to nimble raps and salsa, Magic City Hippies lock into an era-less vibe with no shortage of psychedelic funk or hooks.

Win Tickets ($80): Galactic & Too Many Zooz @ Crystal Ballroom | Jazz-Funk, Jam Band

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February 11 @ Crystal Ballroom – Galactic draw on 25 years together in order to progress with each performance and subsequent record.

Win Tickets ($50): The Spill Canvas @ Lola’s Room | Alternative Rock, w/ Harbour

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February 14 @ Lola’s Room – With a slew of albums under their belt the Spill Canvas has returned with Conduit, its first LP in almost a decade.

Win Tickets ($60): Pigeons Playing Ping Pong @ Crystal Ballroom | Pysch-funk, w/ Karina Rykman

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March 18 @ Crystal Ballroom – Hailed as “musical explorers” by Rolling Stone, Pigeons Playing Ping Pong first took flight roughly a decade ago at the University of Maryland, and the pysch-funk trailblazers have since gone on to play more than a thousand shows across 44 states.

Win Tickets ($50): The Chats @ Crystal Ballroom | Shed Rock, w/ Mean Jeans, THICK

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May 26 @ Crystal Ballroom – The Chats represent everything that’s good about Australia and nothing that’s bad: a rebel spirit, gallows humour and the endless hedonistic pursuit of A Bloody Good Time.

Kishi Bashi with the Oregon Symphony @ Arlene Schnitzer Concert Hall | “Improvisations on EO9066,” Electronic Indie

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February 24 @ Arlene Schnitzer Concert Hall – Join singer-songwriter Kishi Bashi and your Oregon Symphony for an evening steeped in lush harmonies and electronically-influenced indie music.

KinkFest 2022 @ Portland Expo Center | West Coast’s Premier Sexually-diverse BDSM & Kink Conference, Demos, Play & More!

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April 15-17 @ Portland Expo Center – KinkFest is the West Coast’s premier sexually-diverse BDSM and kink conference.

Win Tickets ($40): Circuit Des Yeux @ The Old Church Concert Hall | Indie Folk, Progressive Rock

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February 27 @ The Old Church Concert Hall – Fohr and her collaborators—13 renowned musicians from Chicago’s jazz, classical, and experimental scenes—built -io layer by layer, entwining its pain with the clear yearning that sparks at its dark heart.

Win Tickets ($40): serpentwithfeet: Deacon’s Tour @ Revolution Hall | Baroque Pop, Electronic, Soul

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October 13 @ Revolution Hall – serpentwithfeet is not only imagining, but exploring a world wherein Black love is paramount.

Win Tickets ($56): Joshua Radin @ Aladdin Theater | Acoustic Folk

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February 25 @ Aladdin Theater – After 16 years, eight albums, and hundreds of shows, Joshua Radin still treats music as an antidote to any ailment.

Win Tickets ($50): Biamp PDX Jazz Festival Presents Eric Krasno + Son Little @ Aladdin Theater | Backed by Sweet Sounds of The Assembly, w/ james the eighth

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February 23 @ Aladdin Theater – The Soulive and Lettuce co-founder, singer, multi-instrumentalist, and two-time GRAMMY® Award-winning songwriter-producer defines himself as not only an artist, but also as a husband, father, and man across these ten tracks with inimitable instrumentation, eloquent songcraft, and raw honesty.

Win Tickets ($60): Watchhouse (formerly Mandolin Orange) @ Revolution Hall | Folk Rock, Americana, w/ Tré Burt

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February 22-23 @ Revolution Hall – Watchhouse would have been Mandolin Orange’s sixth album but is instead their first also under the name Watchhouse, a moniker inspired by Andrew Marlin’s place of childhood solace.

A Pink Martini Valentine @ Arlene Schnitzer Concert Hall in Downtown Portland | w/ Oregon Symphony, Brazilian Samba, Cabaret, Vintage Jazz

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February 12-14 @ Arlene Schnitzer Concert Hall – What better way to charm your sweetheart than with the Portland darlings you know and love, Pink Martini?

Win Tickets ($90): Oregon Distilled Craft Spirits Festival @ The Redd | 30+ Distillers, 120+ Spirits, Food Vendors, Cocktails

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Taste a variety of distilled spirits, get expert tips on making cocktails and sample delicious foo & more February 26 @ The Redd.

Smut City Jellyroll Society @ The Victorian Belle Mansion | Portland 2022 Valentine’s Day, Prohibition Era Inspired Blues & Jazz

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February 14 @ The Victorian Belle – Come on out for a fabulous evening of music and dance! Whether you’re celebrating Valentine’s Day or are just looking for a fun time, join us at The Belle for live music, dancing, tasty bites and a full bar.

Victorian Belle Presents Afternoon Tea at The Belle in North Portland | 2022 Valentine’s Day Weekend, Date Idea

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February 12-13 @ Victorian Belle – Please join us for a beautiful and relaxing Afternoon Tea. Explore the lavish Victorian Belle mansion and gardens after enjoying a delicious tea sandwich trio, scones and pastries, all accompanied by a lovely pot of Smith Tea, of course!

Parkinson’s Resources of Oregon presents The Bitchin’s In Concert @ The Garage Satellite Pub | Fundraiser, Funk, Rock, Soul

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February 5 @ The Garage Satellite Pub – This is a once-a-year chance to see a high-power funk, rock, and soul band featuring some of the best musicians from around the world performing top hits from popular groups.

Special Valentine’s Curated Wine Offer From Pix Patisserie | Wines Shipped to Your Door

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Looking for a special bottle to share with someone even more special? With Valentine’s (and Galantine’s!) Day coming up, Pix/ Bar Vivant put together a cellar offer from our list meant for toasting to relationships and enjoying with a box of chocolates.

MANY Portland Weekend Events & Giveaways ($1,600+): Great Gatsby’s Daisy, Digital Shorts Online Festival, Cruise Discount & More! | January 27-30, 2022

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The weekend is back, Portland! Experience Theater project opens their immersive production of Great Gatsby’s Daisy. Choose your own adventure w/ Echo Theater’s Digital Shorts Online Festival. And Valentine’s Day is coming up, see our huge list of Romantic ideas.

Portland in the News: Blues Festival is Back; Sea Pickles; Wordle Created by UO Alum & more! | January 27, 2022

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The popular puzzle game Wordle was created by a University of Oregon graduate.

Loads of sea pickles are washing up on the Oregon coast.

And the Waterfront Blues Festival is officially back on for July 4th weekend in Downtown Portland.

Pix Pâtisserie Presents Portland 2022 Valentine’s Day Great Diamond Earring Giveaway | Zoltar the Fortune Teller, 24-Hour Contactless Vending, Chocolates, Macarons & More!

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Pix is bringing the Valentine treats into the Pix-O-Matic, our contactless, self-serve 24 hour vending machine. Special guest Zoltar the fortune teller will be available February 11-14! Stop by on Valentine’s Day for a chance to find a pair of 14 karat white gold stud earrings with 12 ¼ carat round cut diamonds.

Boedecker Cellars 2022 Valentine’s Weekend Specials in NW Portland | Flights, Chocolate Pairings

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February 11-13 @ Boedecker Cellars – We invite you to join us on this special weekend. Be the first to taste our 2019 Stewart, his, & Athena, hers, Pinot Noirs, as well as an exclusive and rare selection from our library.

Win Tickets ($78): Deon Cole @ Revolution Hall | Comedian, BLACK-ISH

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February 20 @ Revolution Hall – Deon Cole is a comedian, writer, and actor, who can currently be seen as Charlie on ABC’s BLACK-ISH and Freeform’s GROWNISH.

Win Tickets ($70): Arooj Aftab LIVE @ The Old Church | w/Special Guest Luke Wyland, Live Stream Available

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February 19 @ The Old Church Concert Hall – Arooj Aftab’s liminal sound floats between classical minimalism and new age, Sufi devotional poetry and electronic trance, jazz structures and states of pure being.

Win Tickets ($40): Dessa @ Aladdin Theater | Singer, Rapper, Writer

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February 18 @ Aladdin Theater – Singer, rapper, and writer Dessa has made a career of bucking genres and defying expectations—she’s appeared on the Billboard charts, recorded with the GRAMMY-winning Minnesota Orchestra, contributed to The Hamilton Mixtape and the RBG documentary soundtrack & more!

Win Tickets ($70): California Guitar Trio + Montreal Guitar Trio @ The Old Church | Jazz, Guitar

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February 18 @ The Old Church Concert Hall – CGT+MG3 features all six virtuoso guitarists from California Guitar Trio (CGT) and Montreal Guitar Trio (MG3).

Win Tickets ($79): Martin Sexton @ Aladdin Theater | Singer/Songwriter, Rock, Blue-Eyed-Soul

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February 17 @ Aladdin Theater – Singer-songwriter Martin Sexton is like an ultra-active antenna, adventuring through the static to grab a clear signal.

Love Struck! Drive-In Valentines Movie Event @ Portland’s Washington Square | Your 2 Favorite Romantic Comedies, Multiple Dinner Options

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February 11-13 @ A drive-in Valentine’s movie experience featuring your favorite old-school romantic comedies and Valentine’s films.

Valentine’s Special Dining Package @ Bella Organic Pumpkin Patch & Winery | Hand Dipped Chocolate, Meat/Veggie & Cheese Board, To-Go or In-Person

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February 4-6, 11-13 – Skip the dozen roses this year and indulge together in our hand dipped chocolate covered strawberries, meats/cheese or veggie/cheese board loaded with fruits, veggies, rustic local bread, Bella Farm pepper jellies, and more!

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.