MANY Weekend Events & Giveaways ($2,400+): Festivals, Fireworks, Concerts, Comedy, Theater, Film, & More!

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A round up of what’s going on in Portland this weekend including live music, concerts, comedy, trivia, happy hours, movies & more!

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!

Echo Theater Presents – Digital Shorts Online Festival | Dance, Aerial Arts, Physical Theater, Acrobatics

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January 27-February 6 – A care package in the form of a collection of short films, Touch and Go gives viewers control over the order and duration of their experience.

MANY Portland Weekend Events & Giveaways ($1,600+): Maizee Mae’s Vintage & Collectible Market, Beyond Van Gogh, Trivia, Live Music, Wine Tasting & more! | January 20-23, 2022

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The weekend is back, Portland! Huge immersive, interactive art piece Beyond Van Gogh is open for a limited time in NE Portland. Shop from 50+ vendors at Maizee Mae’s Vintage & Collectible Market. And start training now for the Shamrock Run in March!

Portland in the News: Mill Ends Park Reopens; Stephen Colbert Pokes Fun at Portland Pickles; Oregon Oddities & Roadside Attractions & More! | January 20, 2022

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Mill Ends Park, the world’s smallest park, has reopened, after moving 6 inches during construction in Downtown Portland.

Forest Park Conservancy has agreed to monitor a 60 acres of land north of the park with the goal of habitat improvement.

And after the Portland Pickles mascot tweeted what appeared to be a suggestive photo, it was featured on Friday’s show of The Late Show with Stephen Colbert.

Win Tickets ($70+): Clowns Without Borders Benefit Show @ Alberta Rose Theatre | Featuring Portland’s Leapin’ Louie, JuggleMania, Aerialists & More!

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Clowns Without Borders returns with a live, as well as online streaming performance of their 23rd Portland Clowns Without Borders annual fundraiser, February 19, 2022.

Win Tickets ($40): 80s Homecoming Dance Featuring Nite Wave @ Mission Theater | High Energy ’80s New Wave Band

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May 7 @ Mission Theater – Known for their high energy show, Nite Wave continues their ’80s dance ways performing New Wave hits from Duran Duran, INXS, Frankie Goes to Hollywood, The Cure, New Order, Prince, Depeche Mode and more!

Win Tickets ($60): Charlotte Day Wilson @ Lola’s Room | Moody Soulfulness, R&B, Juno-nominated Vocalist, Producer & Multi-instrumentalist

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March 23 @ Lola’s Room – 28-year-old Charlotte Day Wilson is a Juno-nominated vocalist, producer, and multi-instrumentalist from Toronto.

Win Tickets ($50): An Evening with North Mississippi Allstars: Set Sail 2022 Tour @ Aladdin Theater | Blues, Southern Rock

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After 25 years, twelve albums, four GRAMMY® Award nominations, and sold out shows everywhere, North Mississippi Allstars will headline the Aladdin Theater on February 11!

Portland Events

MANY Weekend Events & Giveaways ($2,400+): Festivals, Fireworks, Concerts, Comedy, Theater, Film, & More!

A round up of what's going on in Portland this weekend including live music, concerts, comedy, trivia, happy hours, movies & more!

Portland in the News: State Park Passes, Pink Light District, Swimming Holes & More | July 9, 2026

While some Portlanders are tightlipped about their favorite swimming holes, Portland Monthly spills the beans about the best places to cool off within three hours of Portland. 

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.

7 Deadly Sins: CHURCH Part Two: Lust @ PAM-CUT’s Tomorrow Theater | Interactive Storytelling Series

July 24 - 7 Deadly Sins: CHURCH is a seven-part interactive live storytelling series that explores each of the Seven Deadly Sins, what they mean in this particular moment in history, and how we might choose to think of them in these turbulent times.

Portland Sketch Fest @ The Siren Theater | Oregon’s Only Sketch Comedy Festival

July 23-25 - It's Oregon's only festival dedicated solely to Sketch Comedy, and it's back for its 8th year bigger and better!

Haulin Aspen @ Wanoga Sno Park | Marathon, Half Marathon, 6.5-mile “Half As,” and NEW Three-Person Marathon Relay

August 8 - Experience trail running at its best at Haulin' Aspen in the heart of Oregon's stunning Deschutes National Forest.

New Portland Jobs: Lan Su Chinese Garden, PHAME, Creo Chocolate & More

New Portland Jobs: Lan Su Chinese Garden, PHAME, Creo Chocolate & More!

Win Tickets ($85): Jerry’s Middle Finger @ Crystal Ballroom | Jerry Garcia Tribute Band

August 8 - Three decades after the loss of Jerry Garcia, a close-knit band of musicians are carrying the torch for his distinctive blend of soul, guitar, and eclectic American music.

Kumoricon 2026 @ Oregon Convention Center | Anime & Japanese Culture Convention

Celebrating more than twenty years of anime and Japanese culture, Kumoricon is back for its biggest year yet!

Win Tickets ($48): McMenamins Presents Gully Boys @ Mission Theater | Indie Rock

November 6 - The Gully Boys origin story begins in the aisles of a Minneapolis thrift shop.

2026 Summer Free For All In The Parks: Festivals, Free Movies, Free Concerts, Dance, Theater, Comedy, & More

July 10 - August 29: Summer is here! Come down to the park and experience free movies, concerts, festivals, and special events.

Win Tickets ($56): McMenamins Presents The Hails Duck Pond Tour @ Mission Theater | Indie-Rock

November 11 - Following a string of encounters too strange to be coincidence, Robbie Kingsley, Franco Solari, Dylan McCue and Zach Levy came together to form The Hails.

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