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!

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.

Portland in the News: Wilson Says Portland Close to Getting MLB Team; ‘Waterlilies’ Restored, and A New Clue in DB Cooper Case | November 27, 2024

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U.S. News & World Report named Portland to its 2025 Report on Best Places to Live in the U.S.

Portland Art Museum has restored Monet’s “Waterlilies” to its original brilliance, after removing all the old varnish.

And Portland’s Mayor-Elect Keith Wilson is confident Portland is very close to landing an MLB team.

McMenamins Presents The Nightcap Before Christmas Holiday Pop Up Bar @ Ringlers Annex At Crystal Hotel | Winter Warmers, Festival Cocktails, Miles of Tinsel, Photo Ops & More!

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November 29-January 1 @ Grab your friends and make The Nightcap Before Christmas your festive December stop for cute pics and December merriment.

PDX Guild of Geeks Presents 2024 Geek the Halls @ DoubleTree Exhibit Hall | Free, 65+ Pacific Northwest Crafters, Holiday Gift Ideas

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November 30 – December 1 @ DoubleTree Exhibit Hall – Join the PDX Guild of Geeks and more than 65 PNW crafters and makers for two days of handmade gift shopping.

Downtown Portland 2024 Christmas/Holiday Tree in Pioneer Courthouse Square | Free Holiday Sing-A-Long, Thanksgiving Weekend

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Join Pink Martini in Portland’s largest holiday sing-a-long on November 29 in celebration of Portland’s Holiday Tree Lighting!

Win Tickets ($20): Brown Stallion @ The Goodfoot Pub & Lounge | Ween Tribute

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December 5 @ The Goodfoot – Made up of seasoned musicians that are truly Ween fans, Brown Stallion’s shows draw from the full catalogue of Ween songs that are imbued with the spirit of the Boognish.

Support Your Local Library This Holiday Season w/ Friends of the Library | Used Books, Cards, Locally Made Gifts

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Bring some friends home for the holidays. Support local this holiday season w/ Friends of the Multnomah County Library

2024 Holiday Vegan Night Market Portland @ The Factor Building | DJs, Food & Drink, 65+ Vegan Restaurants, Small Businesses, Nonprofits & More!

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The LARGEST VEGAN FOOD FESTIVAL in the Pacific Northwest is back December 7-8 at The Factor Building.

Win Tickets ($50): Fun & Flirty // A Comedy Dating Show @ PAM CUT Tomorrow Theater | Hosted by Comedians Zahnae Aquino and Jesse Warren

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December 12 @ Tomorrow Theater – Bear witness to what happens when you take a reality TV show to the stage. Fun & Flirty Productions puts together comedy and an interactive dating experience like no other.

Win Tickets ($90): Livingston Taylor & Loudon Wainwright III @ Aladdin Theater | Two Iconic American Songwriters, Folk, Pop, Gospel, Jazz

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December 13 @ Aladdin Theater – Livingston Taylor’s career as a professional musician has spanned over 50 years, encompassing performance, songwriting, and teaching.

Win Tickets ($80): Paula Poundstone @ Aladdin Theater | NPR’s Wait, Wait… Don’t Tell Me, HBO Specials

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December 14 @ Aladdin Theater – Iconic comedian Paula Poundstone is known for her smart, observational humor and a spontaneous wit that has become the stuff of legend.

Win Tickets ($45): Odie Leigh: Carrier Pigeon Tour @ Revolution Hall | w/ Kaleah Lee, Acoustic Indie Folk

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December 15 2 Revolution Hall – Four years after posting what she calls “that silly joke song” on TikTok, Odie Leigh has continued to transform and evolve as an artist.

Laugh Basement Presents Ha Ha Harvest Comedy Festival w/ Eeland Stribling @ The Goodfoot Pub & Lounge | Hosted by Hewitt Pagenstecher

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The Goodfoot doing a special HaHa Harvest Comedy Festival show on Sunday December 1st with headliner Eeland Stribling!

Cappella Romana Presents Christmas in Ukraine in Portland & Lake Oswego | Featuring Choral Music Expert Dr. Marika Kuzma

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December 14 & 15 in Portland and Lake Oswego, immerse yourself in the enchanting melodies of Ukraine this holiday season!

Winter Gleam Light Experience @ Oaks Amusement Park | Family Friendly Holiday Fun, Dynamic Light Displays, Immersive Light Tunnels

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November 29-Deember 29 @ Oaks Park – Winter Gleam Light Experience transforms the beloved historic park into a sparkling wonderland.

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 Festival Passes ($950) Pickathon 2026 @ Pendarvis Farm in Happy Valley, OR | Indie Music Festival

Pickathon 2026 is back at Pendarvis Farm in Happy Valley, Oregon, July 30 through August 2. Now in its 26th year, this beloved Portland-area festival brings together legends and rising stars across four magical days in the woods.

Happy Hour Sightseeing @ Portland Spirit | Food, Drinks, + River Sailing

Perfect for a happy hour on the river with friends, a family adventure or visitors scoping out Portland for the first time.

McMenamins Presents 7DS: The Absolute Worst Show: Worst. Vacation. Ever @ White Eagle Saloon | Interactive Open Mic Comedy & Storytelling

The Absolute Worst is an interactive, open-mic comedy/storytelling show where audience members face off against three curated comedians and storytellers to find out who can lay claim to having lived the worst love story ever, with both absolutely fabulous and absolutely terrible prizes at stake.

Win Tickets ($44) McMenamins Presents Coda (Led Zeppelin Tribute) @ Mission Theater | Rock & Roll

CODA is a Seattle-based Led Zeppelin tribute super group with a cast of 6 world class musicians.

Portland in the News: Angry Birds, Sidewalks Sparking Joy, Fleet Week Delays & More | June 4, 2026

Is your sidewalk sad? A Portlander has a tutorial on creating your own 'sidewalk joy' project. 

2026 White Lotus Summer Market @ Fubonn Shopping Center | FREE, AAPI Food Vendors, Artists & More

The White Lotus Summer Market returns as Portland’s premier multi-weekend outdoor market experience, bringing together food, culture, and community across four consecutive weekends.

Wine Wednesdays @ Négociant | Weekly Wine Flights & Tastings

A weekly flight of wines centered around a theme, whether that is a grape varietal, a producer, a region, a style of winemaking or sometimes just the crews’ favorites.

Win Tickets ($81) McMenamins Presents Little Stranger w/ Tropidelic & Jarv @ Crystal Ballroom | Alt Indie Hip-Hop

Hailing from Philadelphia and now based in the vibrant city of Charleston, SC, alt indie hip-hop duo Little Stranger (Kevin and John Shields, no relation but best friends) have spent years honing their signature sound and perfecting their version of the 'organized chaos' that a Little Stranger live show entails.

Win Tickets ($22) McMenamins Presents Decadent 80s Dance Party @ Crystal Ballroom | Portland’s Longest Running 80s Night

Get ready for a fun night of dancing to all your favorite hits and requests from the 1980s!

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