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 ($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.

Portland Spirit 2024 Christmas Ships Parade Dinner Cruises | Front Row Seats to Rose City Tradition

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December 9-22 on Portland Spirit – The Christmas Ship Fleet cruises between both rivers offering the Portland area thrilling Christmas time parades.

Win Tickets ($68): Home for the Holidays @ Pittock Mansion | Warm Christmas Decorations, Georgiana Pittock and the City of Roses Exhibit

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November 18-January 9 @ Pittock Mansion – Enjoy the combined splendor and warmth of the mansion, and the charming Gate Lodge decorated with this year’s theme, Holiday Classics.

ScanFair: Portland’s 2024 Nordic Christmas Market @ Oregon Convention Center | Finnish Santa, 100+ Vendors, Raffle, Food & Drink, Entertainment, Games & More!

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December 7-8 @ Oregon Convention Center – Experience the sights, sounds, tastes, and traditions of a Nordic Christmas Market at Nordic Northwest’s 40th annual ScanFair!

2024 Holiday Market @ Hip Chicks Do Wine in SE Portland | Gift Ideas, Local Artisans, Wine Tasting

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December 7 @ Hip Chicks Do Wine – Support small artisan businesses by shopping local, and do so with a glass of wine in hand!

Stumptown Stages Presents It’s A Wonderful Life in Downtown Portland | Award-Winning Musical Adaptation, All Ages Holiday Favorite

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November 29-December 22 @ Stumptown Stages – IT’S A WONDERFUL LIFE, is an award-winning musical adaptation of Frank Capra’s classic film.

UNIQUE WORLD: Holiday Pop-Up Experience @ Portland’s Veterans Memorial Coliseum | Showcasing the Next Big Brands, Designers & Artists, Curated Gifts, Drinks, Food, Music & More!

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December 7-8 @ Veterans Memorial Coliseum – Come shop our highly curated selection of small businesses to find gifts for everyone on your list, all under one roof.

Post-Thanksgiving Gifting Market @ Stoller Family Estate | Featuring 20+ Local Makers & Artisans, Chili, All Ages, Holiday Gift Ideas, Black Friday & Small Business Saturday

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November 29-December 1 @ Stoller Family Estate – Stoller is partnering with more than 20 local makers and artisans to bring you a one-stop-shop of high-quality, sustainably-made gifts, including a selection of exquisite Stoller wine.

Portland in the News: Weird Museums, Giant Gingerbread House, Top 50 Places to Travel | November 21, 2024

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Travel + Leisure named Portland one of the top 50 places to travel in the world in 2025.

Escape the rain in one of Portland’s many weird and wonderful museums including the Portland Insectarium, Stark’s Vacuum Museum and the The Zymoglphyic Museum.

And Benson Portland has created a 230 pound gingerbread house, set to go on display on December 3.

Join Us on Hawthorne: Celebrate the Holidays! | Tree Lighting, Live Music, Ornament Making, Vendors & More!

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Join your friends and neighbors for the Holidays on Hawthorne on November 24!

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!

Scooped Ice Cream Festival @ Esther Short Park in Vancouver, WA | 50+ Flavors of All You Can Eat Ice Cream

July 18-19 - The Pacific Northwest's premier ice cream festival is back at Esther Short Park in Vancouver, WA for two all-you-can-eat days of scoops, live music, and summer fun. Scooped! returns July 18 and 19, 2026, 11:00 AM to 7:00 PM — and your ticket includes unlimited ice cream from 50+ flavors served up across Scoop Valley.

Chamber Music Northwest presents CONFLUENCE: Our Shared Voices 2026 Summer Festival | 70 of the world and our region’s finest chamber musicians!

Music has the ability to connect us beyond words, labels, and borders, inviting us to celebrate both our differences and our common ground.

Tea Fest PDX @ World Forestry Center | A Celebration of Tea Culture

June 27 - TeaFestPDX is more than a festival, it’s a community.

St. Helens Independence Day Celebration 2026 @ Columbia View Park | Music, Food, and Activities for All Ages

July 4 - Celebrate the Fourth of July at Columbia View Park in St. Helens, Oregon – one of the most scenic Independence Day destinations in the Pacific Northwest.

Win Tickets ($160): 2027 Portland Folk Festival @ Crystal Ballroom | 30+ Local & National Artists

January 30 - An annual celebration of folk and Americana music showcasing 30 local and national artists hosted by the historic Crystal Ballroom.

Win Tickets ($86): McMenamins Presents Madison Ryann Ward @ Mission Theater | Contemporary Christian, Pop + R&B

September 4 - Faith-based singer/songwriter Madison Ryann Ward writes warmhearted songs that mix mature pop and contemporary R&B with accents of gospel, blues, and folk.

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.

Portland in the News: Waterfront Restaurant, Airport Accolades, Heatwave & More | June 11, 2026

The Portland Spirit has big plans to open a new restaurant in the former Rose Festival headquarters in Tom McCall Waterfront Park. 

McMinnville Art Festival @ Downtown McMinnville | 50+ Artists & Artisans, Interactive Kids’ Crafting, Art Demos, & More

July 18-19 - Celebrate creativity in the heart of Oregon wine country at the McMinnville Art Festival, a free two-day outdoor event showcasing the work of talented artists and artisans from across the region.

PRIDE at the Museum @ OMSI | A night at the museum celebrating the LGBTQ+ Community

June 12 - Celebrate PRIDE at the Museum with an evening of science, community, and joyful exploration!

Villain Arts Tattoo Festival @ The Rose Quarter | Celebrate the Art of Tattooing

July 17-19 - Tattooing is more than body art—it’s a global language of identity, resilience, and self-expression.

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