A round up of what’s going on in Portland this weekend including live music, concerts, comedy, trivia, happy hours, movies & more!
New Portland Jobs: Historic Parkrose, L&M Hair Company, Badge Bomb & More! | December 28, 2021
Here are the latest job listings on PDX Pipeline for this week including Portland Public Schools, Mercy Corps & More!
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POSTPONED: Cayley Spivey @ Lola’s Room | Indie, Pop, Punk, w/ Aryy, Dazyface
January 19 @ Lola’s Room – Cayley Spivey is no newcomer to the music industry. Her previous project, Small Talks, garnered over a million streams on Spotify.
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Win Tickets ($54): Karl Denson’s Tiny Universe – A Diesel Insane: The Music Of David Bowie @ Revolution Hall | w/ The Mattson 2
January 20 @ Revolution Hall – Fresh off the road with The Rolling Stones, Karl Denson AKA “Diesel” is back out on the road with his “Tiny Universe” celebrating his 65th birthday.
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Sinferno Cabaret @ Dantes | Every Sunday, Fire Dancing, Burlesque, Sideshow, Go-Gos, DJs & Debauchery!
Sundays Both Live In-Person and Streaming – A circus of fire-dancing, DJs & debauchery. Every Sunday night for 20 years…the longest-running weekly cabaret show on the west coast!
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ShanRock’s Triviology Presents Rainbow Gel Pen15 Trivia! @ The EastBurn Public House | Prizes, Portland 2022 New Year’s Weekend
January 2 @ The EastBurn Public House – Pen15 is an actual rainbow gel pen in a sea of black and blue TV programs; all I know is it’s the best show on God’s green freaking Earth. UGISes unite for Pen15 quizzery!
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Hip Chicks Do Wine Open Weekends in SE Portland | Local Discount, Tastings, Oldest Urban Winery in Portland
Taste 5 wines for $20 with a bonus pour of Seasonal Sangria.
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Many Portland Christmas Weekend Events & Giveaways ($1,500+): Christmas at The Old Church, Holiday Treats, Trivia, Peacock Lane & More! | December 23-26, 2021
Christmas weekend is back, Portland! Hip Chicks Do Wine is open for last-minute gifts today or head over to Hawthorne District for creative, local gift ideas! Time is running out to see Christmas at The Old Church with Michael Allen Harrison. And New Year’s is next weekend; see our huge list of parties and celebrations!
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Portland in the News: Snow’s on the Way; New Murals; New Restaurants | December 23, 2021
Get ready, Portland, there’s a lot of white stuff in next week’s forecast.
See this story of two new murals in the Rose City.
And Portland has some awesome new restaurants that opened in the last year.
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Unmask the Night – Club Privata’s 2022 New Year’s Eve Masquerade Ball in Downtown Portland | Champagne Toast, 3 Floors of Entertainment, Multiple Bars, Appetizers
December 31 @ Club Privata – Club Privata’s New Year’s Celebration is a sexy and mysterious Masquerade Ball!
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New Portland Jobs: Historic Parkrose, Precision Aircraft Solutions, Community Energy Project & More! | December 21, 2021
Here are the latest job listings on PDX Pipeline for this week including Portland Public Schools, WeDriveU & More!
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ShanRock’s Triviology Presents Triviology TeleQuizzery: Interactive Trivia Online! | Prizes
December 26 Online – We’re gonna TeleQuiz like it’s 2020 over the holidays!
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Hip Chicks Do Wine Open For Last-Minute Gifts & Wine Tasting in SE Portland | 2021 Holiday Gift Ideas, Delivery & Curbside Pickup Available
Need stocking stuffers for the wine lover in your life? Hip Chicks Do Wine have all kinds of fun items in our tasting room. Check out our special hours this week and drop by!
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Shop Local on Hawthorne for 2021 Portland Holidays | Featuring 400+ Businesses, Gifts, Eat, Drink & More!
Hawthorne District from the Drawbridge to the Volcano invites you to see what we have to offer during this Holiday Season and beyond: a variety of services, unique gift shops and wonderful places to eat, drink and celebrate!
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Many Portland Weekend Events & Giveaways ($1,500+): Christmas Ships Parade, Olde Timey Holiday Special, Elves of Frostländ & More! | December 16-19, 2021
The weekend is back, Portland! This is the last weekend before Christmas to find some holiday gifts! Some fun shows are coming to Alberta Rose Theatre, including The Elves of Frostländ and Grammy Foxx’s Olde Timey Bump N’ Grindy 2021 Holiday Special. Christmas at the Old Church continues and Hip Chicks will be serving extra wines at their Holiday Open House this weekend. And New Year’s Eve is coming up!
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Portland in the News: PDX To Offer Direct Flights to London; Where to get a Booster; Snow on Christmas? | December 16, 2021
Portland is getting a direct flight to London, scheduled to start in June 2022.
Omicron is in Oregon — here’s where to get your booster.
Will Portland see a white Christmas? Chances are slim to none.
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2021 Holiday Open House @ Hip Chicks Do Wine in SE Portland | Last-Minute Gift Ideas, Sangria & Mimosas, Stocking Stuffers
December 17-19 @ Hip Chicks Do Wine – Not only do tasting flights include 5 wines + our Holiday Sangria but because it’s the last weekend before Christmas we’ll be adding several bonus wines to your flight!
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New Portland Jobs: GSI Water Solutions, Inc., Leatherman, HomePlate Youth Services & More! | December 14, 2021
Here are the latest job listings on PDX Pipeline for this week including Wisdom Health, Portland Public Schools & More!
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Ring in the New Year w/ Urban Adventure Quest’s Amazing Scavenger Hunt Adventure | Give the Gift of Adventure, Stay Active Outside into 2023, Discount / Promo Code
Looking for a way to turn Portland into a giant game board? Kick off the new Year and cure your boredom with a city-wide scavenger hunt!
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Win Tickets: Comedy: The Musical ~ Hip Hop Edition @ Cruzroom | Portland 2022 New Year’s Day Stand-up Comedy & Musical Improv Show
January 1 @ Cruzroom – Comedy: The Musical is a stand-up comedy & musical improv show. A comedian tells jokes, then our musical improvisers sing a funny song inspired by their punchlines!
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Deep End Theater Presents Leave the Light On: An Improvised Play @ The Shoebox Theater | Full-length Production About Returning
January 2022 – Deep End Theater presents Leave the Light On: an improvised play. Each night the cast of improvisers will create and completely new piece of theater.
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Win Tickets ($70): Yacht Rock Revue @ Aladdin Theater | Rock, The Greatest Show on Surf
January 14 & 16 @ Aladdin Theater – Over the years, YRR (there’s also a Dave, a Greg, and literally three guys named Mark) have turned themselves into human wine spritzers, playing 120 to 150 shows a year, mastering Yacht Rock’s slick chords and mellow grooves, and partying like it’s 1979.
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CANCELED: Portland 2022 Folk Festival @ Crystal Ballroom | Ron Artis II, John Craigie, Ida Mae & More!
Portland Folk Festival is an ALL AGES, three-day celebration of Folk and Americana music in Portland, hosted by the historic Crystal Ballroom on January 14-16, 2022.
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Portland New Year’s Eve 2022 Live Music & Midnight Fun @ McMenamins Hotels | Champagne Toast, Balloon Drops, Live Music & More!
Welcome 2022 with sparkle & joy, live music & midnight toasts w/ McMenamins.
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3 Leg Torso Presents The Elves of Frostländ – Liberté Par La Musique! @ Alberta Rose Theatre | Take a Trip Around the World
December 18 & 19 @ ALberta Rose Theare – In an exciting and dramatic follow up to 3 Leg Torso’s holiday movie of 2020 , The Elves of Northern Frostländ, this year we are back, live on stage and joined by an all-star cadre of special guests and dear friends.
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Many Portland Weekend Events & Giveaways ($1,300+): Christmas at the Old Church, Timbers, Christmas Ships Parade, Comedy & More! | December 9-12, 2021
The weekend is back, Portland! Laugh out loud w/ The Chocolate Factory Comedy Night & Ronny Chieng. This is your last weekend to see Serious Cupcakes. The Timbers play New York City in the MLS Cup Final. And this is a great weekend to find some obscure holiday gifts!
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Portland in the News: New Plans Around OMSI; Where to Watch Timbers; Portland Traffic Back to Pre-pandemic Levels & More | December 9, 2021
OMSI has announced big plans to develop the space around the museum that include restaurants, housing and shops.
Oregon Parks & Rec is turning 100-years-old and is celebrating w/ new art on their parking permits.
And the Portland Timbers play The New York City FC in Saturday’s MLS Cup, here’s how to watch.
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Win Tickets: Special Purpose, Left on Tenth @ The Goodfoot Pub & Lounge | Jazz-Funk-Fusion and Psychedelic Rock
December 15 @ The Goodfoot Pub & Lounge – With songs influenced by 1970s jazz-funk-fusion and psychedelic rock, Special Purpose brings an updated vintage vibe to their music.
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Grammy Foxx’s Olde Timey Bump N’ Grindy 2021 Holiday Special @ Alberta Rose Theatre | Music, Dance, Artists, Comedy & More!
December 17 @ Alberta Rose Theatre – Join Cassandra Lewis and an amazing cast of musicians, dancers, and artists as we bring to you a wondrous variety show with a sultry spin!
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Portland’s Icelandic Book Festival & Second Sunday Flea @ Urbanite | Holiday Gifts, Outdoor Market Featuring Vintage, Makers, Movers, Shakers!
December 12 @ Urbanite – Second Sunday Flea returns to the Urbanite this week featuring festivities, friends and fun both INSIDE and OUTSIDE.
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Win Tickets ($550+): Patrick Lamb’s Rockin’ New Year’s Eve 2022 w/ Roger Fisher and The Denominators @ Downtown Portland’s Sentinel Hotel | Champagne Toast, Dinner, Dancing
December 31 @ Sentinel Hotel – Ring in 2022 with nonstop live music and entertainment from top artists including special guests Roger Fisher from Heart, Patrick Lamb fresh with a new single out that hit Billboard this last week, the Denominators funk and soul band, and Hit Factory, “America’s Top Cover Band” to finish off the night.
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Christmas at The Old Church with Michael Allen Harrison in Downtown Portland | Beloved Holiday Tradition, w/ Gospel, Blues & Jazz Singer Julianne Johnson
December 10-24 @ The Old Church – The show is known for Michael’s beautiful, inspirational, innovative Christmas arrangements, the legendary vocals of Gospel, Blues & Jazz singer Julianne Johnson, the best new young talented artists, and gifted children from our community.
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New Portland Jobs: Oregon State Bar, POIC+RAHS, Forth & More! | December 7, 2021
Here are the latest job listings on PDX Pipeline for this week including Street Roots, PCC Structurals & More!
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Win Tickets ($90): The Polish Ambassador 2022 New Year’s Eve @ Crystal Ballroom in Downtown Portland | EDM, The World’s Funkiest Diplomat
December 31 @ Crystal Ballroom – The Polish Ambassador rocks more than just a trademark jumpsuit, authoring sublime, intentional artistic works, animated safaris in technicolor sound.
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(POSTPONED) // Win Tickets ($30): Cayley Spivey @ Lola’s Room | Indie, Pop, Punk, w/ Aryy, Dazyface
January 19 @ Lola’s Room – Cayley Spivey is no newcomer to the music industry. Her previous project, Small Talks, garnered over a million streams on Spotify.
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Win Tickets ($60): The Wonder Years @ Crystal Ballroom | Spanish Love Songs, Origami Angel, Save Face
February 5 @ Crystal Ballroom – Join The Wonder Years in celebrating the 11th and 10th anniversaries of their albums The Upsides and Suburbia I’ve Given You All and Now I’m Nothing.
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2021 Holiday Tea & Dine-In @ Pix Pâtisserie | Sweet & Savory Bites, Spanish Tapas, French Patisserie & More!
The Pix / Bar Vivant doors will be open once again in December for a limited number of dine-in reservations for tapas & holiday tea & takeout servings.
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MANY Portland Weekend Events & Giveaways ($2,700+): Concerts, Comedy, Theater, Film, & More!
| Weekend
Portland in the News: James Beard Winners, No Off-Leash, Portland Fire & More | June 19, 2025
| News
Midsommar-ket & VHS Swap @ Dots Cafe | Local Vendors, Wicker Man Burning, DJ Drokker
| events, Food & Drink, Free, music, SE Portland, Shopping
New Portland Jobs: Oregon Tool, Multnomah County, CareOregon & More!
| Jobs
Win Tickets ($152): Jonathan Richman feat. Tommy Larkin on drums @ Aladdin Theater | Frontman of Modern Lovers, Proto-Punk
| All Ages, events, music, SE Portland
7 Wonders of the Gorge @ Portland Spirit | Jet Boat Cruise, Majestic Views
| All Ages, events
Haute & Hip @ Club Privata | Portland’s #1 Lifestyle Club
| downtown, events
Win Tickets ($400): 2025 Project Pabst @ Tom McCall Waterfront Park | Iggy Pop, Devo, Death Cab for Cutie, Japanese Breakfast & More
| downtown, events, Food & Drink, music, Shopping
Free Improv Workshop @ Deep End Theater | Fun Afternoon of Play
| All Ages, events, SE Portland, theater
Win Tickets ($10): Farnell Newton & The Othership Connection @ The Goodfoot | Jazz, Latin, Soul, Funk
| events, music, SE Portland
2025 World Beat Festival – Turtle Island @ Salem Riverfront Park | Music, Dancing, Food
| All Ages, Dance, events, Food & Drink, music, Shopping
Win Tickets ($57): Little Hurricane @ Mission Theater | Blues-Rock
| All Ages, events, music, NW Portland
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