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 ($20): ROBOKCHOY, Space Force @ The Goodfoot Pub & Lounge | Soulful Instrumental Jazz, Funk, Jam, Psychedelia

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December 19 @ The Goodfoot – Portland based Robokchoy brings a tastefully curated mix of organic originals and soulful instrumental jazz covers you’ve probably never heard on an elevator.

Santa’s Workshop: A Date Night Experience @ Rae Loft | A Spirited, Stress-Relieving Night Out

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Get ahead on your holiday to-do list while enjoying a much-needed break (without the kids) at Santa’s Workshop on December 15 at Rae Loft.

Holiday Open House and Artisan Pop up Shop @ Hip Chicks Do Wine | Bonus Wines, Holiday Cookies, Last-Minute Gifts, Mulled Wine

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December 21-22 @ Hip Chicks Do Wine – The Holiday’s are almost here and we want to help you celebrate with wine and cross those last few gifts off of your list!

The Cabin Project (15th Anniversary) @ Mississippi Studios | w/ Ezza Rose, Orchestral Folk, Rock, Indie

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December 19 @ Mississippi Studios – This musical hybrid of orchestral folk, rock, and indie is grounded in haunting choruses, harmonies, and orchestral elements.

The Holiday Adventure Company Presents North Pole Adventureland @ Jantzen Beach | Reindeer Barn, Sit in Santa’s Sleigh, Multiple Photo Opportunities, Visit w/ Santa

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Through December 24 @ Jantzen Beach – Experience the magic and joy of Christmas with an extra special adventure in the North Pole with the elves, reindeer and of course Santa himself!

Ural Thomas 85th Birthday Party @ Revolution Hall | Featuring Ural Thomas & The Pain, The Get Tight, Hosted by Johnny Franco & His Real Brother Dom

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December 21 @ Revolution Hall – Known to many as “Portland’s Pillar Of Soul”, Ural Thomas is set to receive a proclamation from the City Of Portland declaring December 21st “Ural Thomas Day”.

Win Tickets ($150): Swashbuckler’s Ball @ Milwaukie Elks Lodge | Beltaine, Bergamot Burlesque, Chervona, Biddy on the Bench & More!

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January 18 @ Milwaukie-Portland Elks Lodge – Hold fast and make ready, the Swashbuckler’s Ball is back for a glorious 13th year!

2024/2025 New Year’s Eve Champagne Dreams @ Club Privata in Downtown Portland | Silver & Gold, Champagne Toast

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December 31 @ Club Privata – Experience the ultimate New Year’s Eve at Club Privata’s ‘Champagne Dreams’ Party, where silver and gold set the stage for an unforgettable night.

Savannah’s 2025 New Year’s Bash! @ UnderBar Vancouver | Free Champagne Toast, Hosted by Savannah O Bennington

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December 31 @ UnderBar – Join us for one of the best New Year’s Celebration Events of the Year! FREE Champagne Toast at Midnight!

Dongzhi (冬至): A Chinese Holiday Party @ Lan Su Chinese Garden | Chinese Santa, Illuminated Evenings in the Garden, Portland 2024 Winter Solstice Celebration

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December 13-14, 20-21 @ Lan Su Chinese Garden – Lan Su Chinese Garden invites guests of all ages to Dongzhi: A Chinese Holiday Party—four special days celebrating the winter solstice.

Portland in the News: Best Place for Singles; Top Place to Visit; White Stag Sign’s Nose Turns Red & More!

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Portland is No. 25 on Travel Lemming’s list of 50 best places to visit in 2025.

A WalletHub study found that Portland is the 6th best city for singles.

And the holiday season is official in Portland after the White Stag sign’s nose is red.

Win Tickets ($70): Michael Feinstein in Because of You: My Tribute to Tony Bennett @ Arlene Schnitzer Concert Hall | Featuring The Carnegie Hall Big Band

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December 31 @ Arlene Schnitzer Concert Hall – Supported by the Carnegie Hall Big Band, Michael Feinstein pays a heartfelt tribute to the legendary Tony Bennett, bringing his iconic songs to life in a symphony of sound.

Win Tickets ($50): Oregon Symphony Presents New Year’s Concert in Portland – Beethoven’s Ninth @ Arlene Schnitzer Concert Hall | Uplifting Masterpiece, Balloon Drop

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December 30 @ Arlene Schnitzer Concert Hall – The beauty and drama of this uplifting masterpiece, with its crowning jewel the “Ode to Joy” chorus followed by an exhilarating balloon drop, is a wonderful way to end the calendar year and look boldly to the year ahead.

Night Flight Aerial & Raven’s Manor Present CIRCUS OBSCURA | Magical Winter Show, Aerial Coffin, Contortion, Silks, Hoop & More!

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December 5 & 12 – Join Night Flight Aerial for a magical winter show at Raven’s Manor!

Albina Music Trust presents A Brown Branch Christmas @ Portland Center Stage | Big Band Celebration Featuring 15 Piece Band

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December 16-17 @ Portland Center Stage – Now in its fourth season, this two-night big band celebration features directors Domo Branch and Charlie Brown III guiding a heavy 15-piece lineup of regional and national musicians.

The Dinner Detective in Downtown Portland | Largest Murder Mystery Dinner Show In The U.S.

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Select dates through 2024 – Our interactive murder mystery dinner theater is set in the present day, and you’ll get to join in the action as you enjoy a delicious four-course meal.

Ho! Ho! Ho! The Drag Holiday Show @ Darcelle XV | Hosted by Savannah O Bennington

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December 22 @ Darcelle XV – Celebrate Savannah O Bennington’s Darcelles XV Debut & the holidays at one of the Best Holiday Drag Showcases of the year!

Win Tickets ($70): Leftover Salmon New Year’s Eve 2024/2025 @ Revolution Hall | Two-Night Celebration, w/ Jason Carter Band

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December 30-31 @ Revolution Hall – Leftover Salmon features a lineup that has been together longer than any other in Salmon history and is one of the strongest the legendary band has ever assembled.

Win Tickets ($70): Karl Denson’s Kosmic Konvergence @ Revolution Hall | Tight Grooves and Next-level Musicianship, w/ Nigel Hall

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Karl Denson’s Tiny Universe plays Revolution Hall on December 28th, with special guest Nigel Hall!

Win Tickets ($40): New Wave & ’80s Pop Dance Party with Decadent ’80s @ Crystal Ballroom | All Your Favorite New Wave and 80s Pop Dance Favorites

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December 27 @ Crystal Ballroom – Join us for a night of all your favorite New Wave and 80s Pop dance favorites and requests with Decadent 80s.

Win Tickets ($70): Ural Thomas and the Pain: Ural’s 85th Birthday Celebration @ Revolution Hall | w/ The Get Tight & Rattlesnake Mama

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December 21 @ Revolution Hall – Celebrate Ural Thomas & the Pain’s 85th Birthday Celebration with The Get Tight & Rattlesnake Mama!

Win Tickets ($72): New Year’s Eve 2024/2025 @ Kennedy School in NE Portland | Jennifer Batten & Full Steam, Hillstomp, Profit Drama, Champagne Toast, Balloon Drop

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Decemebr 31 @ Kennedy School – McMenamins Kennedy School is going all out for New Year’s 2025 with a night of hoopla and revelry like no other!

3 Leg Torso Presents: The Elves of Frostländ in… Going Home! @ Alberta Rose Theatre in NE Portland | Family Friendly, Magical Holiday Musical

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December 21 @ Alberta Rose Theatre – 3 Leg Torso presents: The Elves of Frostländ in… Going Home!

Win Tickets ($90): Portland 2024/2025 New Year’s Eve with The Polish Ambassador @ Crystal Ballroom | Random Rab, Akal Dub, Scott Nice, Grandfather Gold

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Ring in the New Year w/ The Polish Ambassador at Crystal Ballroom!

Win Tickets ($70): Bridge City Sinners @ Crystal Ballroom | w/ Codefendants, 1876, Los Mal Hablados

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December 26 @ Crystal Ballroom – From the misty, pine-covered hills of the Pacific Northwest hail the Bridge City Sinners, who span the continuum from prohibition-era jazz to Appalachian death folk.

Portland Spirit 2024 Christmas Day Buffet Cruises | Holiday Classics, Beautiful City Views

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December 25 @ Portland Spirit – Enjoy a delicious buffet with holiday classics and tempting desserts as you cruise down the river taking in the views of the city of Portland and the historic Milwaukie waterfront.

Win Tickets ($300): Famous New Year’s Eve Party 2024 / 2025 Champagne Ball @ Hyatt Regency Portland | Live Music w/ Dancehall Days, DJ Doc Rock, DJ Sugar, Star Karaoke, 12 Bars, 2 Dance Floors & More!

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December 31 @ Hyatt Regency Portland – The 32nd Annual Champagne Ball features 12 convenient bars, 2 dance floors, live music, DJs, food, and The Rose City’s most exciting countdown to 2025.

Holiday Afternoon Tea @ Victorian Belle in North Portland | Pastries, Savories, Holiday Decorations

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November-December @ Victorian Belle – The Victorian Belle’s Holiday Tea is an elegant way to celebrate the season!

Margaritas & Mistletoe @ Club Privata | Pacific Northwest’s Premier Lifestyle Club 2024 Holiday Celebration

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December 13 – At Club Privata we can’t think of a better way to celebrate the holidays than at our Margaritas & Mistletoe Party!

First Thursday Art Opening @ The Goodfoot Pub & Lounge | Featuring Jason Brown, DJs Welly Well and tODD

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December 5 @ The Goodfoot Pub & Lounge – Resident Goodfoot artist / curator (Since 2001), Jason Brown brings his current show consisting of more than 100 new works he has completed over the past year, along with collaborations.

Blueprint Ensemble Arts Presents Free Holiday Concert Series in NE Portland | Classic & Contemporary Favorites, Free Food

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December 13-14 in NE Portland – Come join Blueprint for our winter holiday concert series!

Toys for Tots Toy Drive @ The EastBurn Public House | Bring a Toy & Sample From 2 Towns, Rogue, Deschutes & Full Sail

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December 8 @ The EastBurn Public House – Bring in a new, unwrapped toy or book for our Toys for Tots drive and taste some great drinks from 2 Towns, Rogue, Deschutes & Full Sail!

Doja Tea Lounge Presents “Winter Wonderland” Holiday Tea Pop-Up @ Opal 28 in NE Portland | Seasonal Treats & Decor, Twinkling Lights

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November 29-Deember 31 – Celebrate the Season With the “Winter Wonderland” Holiday Tea Pop-Up at Opal 28!

2024 Christmas at The Old Church with Michael Allen Harrison in Downtown Portland | Beloved Holiday Tradition, w/ Gospel, Blues & Jazz Singer Julianne Johnson

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December 13-24 @ The Old Church Concert Hall – Michael’s Christmas at The Old Church is one of Portland’s most beloved traditions every holiday season.

Abbey Road Farm’s Holiday Lights Wine Walk | All Ages, Wine, Mulled Wine, Cider, Hot Cocoa, Soup, Beautiful Holiday Decorations

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November 29-December 22 @ Abbey Road – Join Abbey Road Farm for a festive evening at  their Holiday Lights Wine Walk, running from Thanksgiving weekend through December 22nd.

Sparkling Splendor @ Domaine Divio | Sparkling Wines, Food Pairings

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Join us as we kick off the holiday season and toast to the good times. We will be featuring a variety of our sparkling wines paired with wonderful bites that will make your tastebuds dance.

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.