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!

Portland in the News: Tilly Tries Oysters, Snow, Elk Statue to Return & More | December 18, 2025

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Could snow be on its way to Portland this weekend? Your phone seems to think so but meteorologists would disagree.

Christmas with Cappella @ St. Mary’s Cathedral | Kontakion on the Nativity of Christ, Degtiarev’s Christmas Concerto & More

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Let your holiday spirit soar with Cappella Romana’s beloved Christmas concert.

HEATWAVE Drag Kings N Things Revue @ Darcelle XV Showplace | Hosted By Wolfgang X

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Heat up your Winter with a HOT Drag & Burlesque Kings N Things Showcase, featuring a cast that will make you SWEAT!

Holiday Open House @ Hip Chicks Do Wine | Wine Tasting + Local Shopping

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It’s the final weekend to stock up for holiday parties, grab those last-minute gifts, and enjoy a little festive cheer at our annual Holiday Open House!

Sonic Renewal 2026 NYE @ JaJa PDX | Quick & Easy Boys, Fox & Bones, Food & Craft Vendors

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Sonic Renewal 2026 with The Quick & Easy Boys. A two night New Years celebration at the JaJa PDX. Featuring the Quick & Easy Boys both nights.

Northwest Academy Winter Dance Concert @ Newmark Theatre | Tap, Jazz, Ballet, Modern Dance

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Northwest Academy’s middle and high school dancers are set to light up the stage at the stunning Newmark Theater.

PDX Game Swap @ Rae Loft | Find Used, New, Rare & Vintage Games, RPG Games & More

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Find used, new, rare, and vintage games, RPG games, murder mystery, cosplay, books, manuals, accessories & more!

Win Tickets ($70): 2025/26 New Year’s Eve Bash @ Kennedy School | The Saloon Ensemble Presents: Cowboy Disco Ball

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McMenamins Kennedy School is going all out for New Year’s Eve 2026, with a night of property-wide merriment and unforgettable live music.

Santas Night @ Club Privata | PNW’s Premier Lifestyle Club

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For a naughty north pole twist on Santa Claus attire, don your most daring and alluring Santa-inspired outfits.

Portland in the News: PDX For the Dogs, Santa Clones, Indie Bookshops & More | December 11, 2025

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PDX has been named one of the top cities in the US to travel with your pampered pup. 

Family Friendly 2025/26 New Year’s Eve Bash @ Dave & Buster’s Clackamas | Arcade, Drinks + Bites, Early Start Time

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Ring in the 2026 New Year with a celebration the whole family will love!

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

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Are you tired of the same old date nights? Portland’s perfect remedy for entertainment boredom is The Dinner Detective.

Bunk After Dark @ Bunk Bar | Monthly Comedy Showcase

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Bunk After Dark is a once-a-month comedy showcase at Bunk Bar on Water Ave in Portland. Hosted by Matt Brown and Tyler Dean.

One Piece vs Sailor Moon Inspired Holiday Crossover @ Echo Theater Company | All Ages Drag/Cosplay Show

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Straw Hats Productions present a Sailor Moon VS One Piece inspired all ages Drag/Cosplay Show!

2025 Holiday Lights Wine Walk @ Abbey Road Farm | Charity Benefit, Hot Cocoa, Cider

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Wander the grounds as they glow with twinkle lights and festive décor, and warm up with a cup of mulled wine, hot cocoa, or cider.

Ugly Sweater Get Together @ Hip Chicks Do Wine | Wine Flights + Retro Apps, Cookie Decorating

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Break out your most outrageous, bedazzled, glitter-covered holiday sweater—it’s time for our Ugly Sweater Get Together!

2025 NYE Glam Slam @ The People’s Courts | Pickleball, Ping Pong, Prizes, Champagne Toast

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Trade the crowded bar scene for something way more fun at NYE Glam Slam at The People’s Courts—Portland’s most active way to ring in 2026.

Margaritas & Mistletoe @ Club Privata | PNW’s Premier Lifestyle Club

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

Win Tickets ($50): The Francos NYE @ Mission Theater | Music, Comedy, 7-Piece Band, Champagne Toast

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Make your plans now for New Year’s Eve shenanigans, and get ready for a night packed with dancing and live music; plus, a midnight champagne toast to mark the turn of the new year!

Win Tickets ($30): Holiday Horror @ Clinton Street Theater | Short Films, Drag Performances, Burlesque

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Get Holly Jolly SPOOKY with HOLIDAY HORROR at the Clinton Street Theater, Sat Dec. 13th!

Win Tickets ($235): PBR Portland @ Moda Center I Bull Riding

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Celebrate the New Year at the greatest western party on dirt and with the world’s toughest cowboys.

Michael Allen Harrison’s Christmas @ The Old Church | Innovative Christmas Arrangements

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Michael’s Christmas at The Old Church is one of the most beloved traditions every holiday season.

Portland in the News: Climbing Crabs, Sasquatch Santa, Adventure Cats & More | December 4, 2025

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Frisky felines are venturing outside the catio. OPB reports on the ‘adventure cats’ exploring the wilds of Oregon. A less welcome furry fellow has been found lurking in the Willamette River. The Chinese mitten crab or ‘hairy’ crab is an invasive species and officials are urging the public to report sightings. And if you like…

A-WOL Dance presents A Solstice Dream Annual Winter Gala | Live Aerial Performances, Raffle, Silent Auction

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Join us for A-WOL Dance Collective’s Annual Gala. This event will feature performances by A-WOL’s various programs, including the A-WOL Aeros, FlyCo, Circus Rose, and A-WOL’s Professional Company.

Rose City Reads Two-Year Anniversary | Mural Unveiling, Live Music, Holiday Shopping

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Rose City Reads is a community hub in East Portland’s Hazelwood neighborhood, known for offering affordable, premium, gently-used books—most priced between $2 and $6.

Lift Laugh Love Grand Opening | Personal Training, Small-Group Sessions, All Experience Levels

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We’re excited to open our doors in the Foster-Powell SE Portland neighborhood and introduce Lift Laugh Love PDX, a welcoming personal training studio built around accessibility, community, and truly individualized support.

Win Tickets ($40): 7 Deadly Sins: CHURCH // Part One: Wrath @ Tomorrow Theater | Live Storytelling Show

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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.

Win Tickets ($150): 2026 Swashbuckler’s Ball @ Milwaukie Elks Lodge #142 | Portland’s Pirate Prom

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Raise your mask and ready your cutlass – The Swashbuckler’s Ball returns for its 14th grand celebration!

Win Tickets ($80): 2025 Rock the Holidays w/ Aaron Meyer @ Southlake Church | Portland’s Best Christmas Holiday Concert

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Concert Rock Violinist Aaron Meyer mesmerizes audiences with his unique & inspiring versions of holiday classics along with his Virtuosic band & local students.

Wild Goose Repertory Theater presents The Chimes | Lesser-known Dickens Christmas Tale

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This lesser-known Dickens Christmas tale brings Victorian London to life through the eyes of Toby Veck and a host of other memorable characters.

The Nightcap Before Christmas @ McMenamins | Holiday Decor, Cozy Cocktails, Win A Gift Card

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The place to find holiday spirit(s) this year is at our holiday pop-ups! You’ll find delicious drinks, miles of tinsel and enough holiday cheer to knock the partridge right out of the pear tree.

Win Tickets ($92): Dexter and The Moonrocks w/ The Prixies @ Crystal Ballroom | Rock, Grunge, Alt Country

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These four friends from small-town Texas meshed the country and western of their childhoods with the grunge they fell in love with as teenagers and landed on top of the charts.

Hip Chicks Holiday Market @ Hip Chicks Do Wine | Sip & Shop Local Makers

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Join us for our Annual Hip Chicks Holiday Market, a festive weekend of wine, shopping, and community!

2025 My People’s Market @ Oregon Convention Center | 150+ Vendors, Live Performances, Food & More

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Shop local this holiday season from 150+ vendors and enjoy free activities, live performances, food at more.

Win Tickets ($114): A Drunk Christmas Carol @ Experience Theatre Project | Drunken Improv of A Holiday Classic

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A very professional (and very consenting) actor downs five shots of whiskey, then performs the role of Scrooge in Dickens’ most famous Christmas story.

2025 Krampus Nacht @ Dots Cafe | VHS & Local Vendor Holiday Market

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Krampus will saunter down through Clinton St. Come atone for your sins at the end of his broom.

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!

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.

New Portland Jobs: Portland Fire, Clark County Fair, Bend Chamber of Commerce & More

New Portland Jobs: Portland Fire, Clark County Fair, Bend Chamber of Commerce & More!

Win Tickets ($92): McMenamins Presents Justin Nozuka @ Mission Theater | Folk, Rock + R&B

October 20 - Justin Nozuka is a singer-songwriter and producer born in Queens, New York and raised in Toronto, Canada.

7 Wonders of the Gorge @ Portland Spirit | Jet Boat Cruise, Majestic Views

Experience some of the most majestic views of the lower Columbia River Gorge visible by water aboard the Explorer Jetboat!

Bigfoot Adventure Cruises @ Portland Spirit | Learn the History of Bigfoot on a Jetboat

On this Columbia River boat tour, you'll explore the history and lore of Bigfoot while traveling 80 miles roundtrip on a high-speed jetboat from Portland to Multnomah Falls.

Watch 2026 World Cup Games @ Sticky Wicket | 7 TVs, 16 Taps, POG Shots

Watch World Cup games with 7 TVs (sound on upon request), 16 taps (beer, draft cocktails, cider, seltzer, and one NA IPA). Have a "POG Shot", a passionfruit, orange, and guava shot that includes rum.

Win Tickets ($46): McMenamins presents Holi Summer Fest: A Celebration of Color @ Grand Lodge in Forest Grove, OR | Organic Colors, Bollywood & Bhangra Dance Party

HOLI HAI! After four sold-out Holi Festivals Anjali & The Kid bring their color throw experience to Forest Grove for their biggest Holi yet featuring all organic colors handmade by farmers and tribal communities in India.

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