A round up of what’s going on in Portland this weekend including live music, concerts, comedy, trivia, happy hours, movies & more!
Win Tickets ($80): 2025 Rock the Holidays w/ Aaron Meyer @ Southlake Church | Portland’s Best Christmas Holiday Concert
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
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
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
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
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
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
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
Krampus will saunter down through Clinton St. Come atone for your sins at the end of his broom.
Win Tickets ($100): 2025 Sip the Gorge @ Mountain View Grange in White Salmon, WA | 13 Wineries, Small Bites, Jazz
Sip the Gorge is an intimate holiday wine tasting & small bites pairing event celebrating the best of the Columbia Gorge AVA at the historic Mountain View Grange.
Nordic Northwest presents 2025 ScanFair @ Oregon Convention Center | Handcrafted Gifts, Scandinavian Food, Music & More
Step into the warmth and wonder of a Nordic Christmas at ScanFair, Portland’s beloved holiday tradition celebrating more than 40 years of festive fun.
Win Tickets ($60): Steely Dead @ Crystal Ballroom | A Sonic Fusion of The Grateful Dead and Steely Dan
Hailing from the vibrant music scene of Denver, Colorado, Steely Dead is a national touring band that has satisfied the curiosity of music lovers with their unique blend of Grateful Dead and Steely Dan.
Win Tickets ($22): Decadent 80s @ 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!
First Thursday Art Show @ The Goodfoot | Featuring Jason Brown
Resident Goodfoot artist / curator (Since 2001), Jason Brown brings his current show consisting of new works he has completed over the past year
The Power of a Calm Mind @ Multnomah Arts Center | The Science of Inner Peace w/ Gen Demo
In a world where stress, anxiety, and uncertainty seem constant, finding PEACE and CLARITY can feel out of reach.
2025 Christmas @ Escapism | Funky Laboratory Gets A Holiday Makeover
Escapism is Portland’s longest running escape room company. Dr. Z has a history of risky experiments, never moved on from the 70s, and loves his cats dearly.
Win Tickets ($114): 2025 New Year’s Eve w/ Eagles of Death Metal @ Crystal Ballroom | Alt Rock
Eagles of Death Metal is an American rock band from Palm Desert, California, founded in 1998 by best friends Jesse Hughes and Joshua Homme.
Breakfast w/ Santa @ Dave & Busters | Breakfast Buffet, Holiday Crafts, Photos
Join us for a jolly morning of holiday magic! Bring the whole family to a festive Breakfast with Santa event.
World Forestry Center presents Forest Pub @ Mission Theater | The Oregon Christmas Tree Story
Oregon grows more Christmas trees than any other state—but what does it take to cultivate the forests behind this festive tradition?
Portland Opera presents Everest @ World Trade Center Theatre | Tale of an Ill-Fated 1996 Expedition
Immersive, breathtaking, and technologically extraordinary, this production marks Portland Opera’s debut in the World Trade Center Theatre.
Oregon Arts & Agriculture Holiday Market @ ADX Portland | Farmers, Food Producers & Makers
Celebrate the season with 1000 Friends of Oregon at the Oregon Arts and Agriculture Holiday Market!”
Win Tickets ($54): Portland Gay Men’s Chorus presents Light Up The Night @ Newmark Theatre | Choral Treasures, Pop Gems, Hilarious Parodies
Get ready to be dazzled as PGMC presents Light Up the Night: a late-night choral show featuring a rich mix of choral treasures; pop gems; hilarious parodies; and, as always, more than a few surprises.
Words & Wine: A Book Fair Pop-Up @ Hip Chicks Do Wine | 16 Local Authors, Book Signings, Tastings
Spend an afternoon sipping, shopping, and celebrating stories at Words and Wine: A Book Fair Pop Up!
Win Tickets ($86): almost monday w/ The Stronks (The Strokes Tribute) @ Crystal Ballroom | Indie Pop, Alternative
Longtime friends Dawson Daugherty (vocals),?Cole Clisby (guitar) and Luke Fabry (bass) bonded over surf culture and a shared love of music.
Suits & Sins @ Club Privata | PNW’s Premiere Lifestyle Club
Gentlemen, tonight the spotlight is on you. Polish your shoes, press your shirt, and knot that tie just right to show us how sexy a well-dressed man can be.
Win Tickets ($66): Kitchen Dwellers w/ Bodhi Mojo @ Revolution Hall | Cosmic Country
In Dante’s Inferno, the author grapples with sin, its various manifestations, and its consequences
Win Tickets ($64): Jay Som w/ Sea Lemon @ Aladdin Theater | Indie Rock
Where, you are almost certainly asking, has Jay Som been?
Drag Bingo w/ Peachy Springs @ Showbar | RuPaul’s Drag Race Meets The Price is Right, Prizes
NOW PLAYING weekly at Show Bar inside of Revolution Hall, it’s a DRAG BINGO night like no other!
Win Tickets ($146): Dave Chappelle @ Moda Center | Grammy Award Winning Comedian, Creator of The Chappelle Show
https://www.rosequarter.com/calendar-events/dave-chappelle-dec-5-2025
Portland in the News: PDX Monopoly, Coastal Sharks, Art Museum Upgrade & More | November 20, 2025
Would you like to own the Nines Hotel or Portland Japanese Garden? The first official Portland Monopoly game allows you to do just that.
2025 Holiday Makers Market @ Sustainable NW Wood | 30+ Local Businesses, Food & Drinks, Sasquatch Santa
Now in it’s 5th year, the Holiday MAKERS MARKET at Sustainable NW Wood is lining up to be the BEST YET!
Portland’s Pettiest Drag Pageant @ Escape Bar & Grill | Hosted By Savannah O Bennington
RAE Presents the Pettiest Drag Pageant in Portland! The Audience Picks The Winner! Hosted By Savannah O Bennington.
Free Portland Trivia w/ Bridgetown Trivia | Sundays-Thursdays, Prizes
Bridgetown Trivia is your neighborhood pub trivia game done right.
2025 Vancouver Holiday Market @ Hilton Vancouver | 120+ Local Artisans, Music, Kids Activities, Black Friday & Small Business Saturday Shopping
Celebrate the season at the Vancouver Holiday Market!
Christmas Ships Cruises @ Island Style Charters | Heated Tiki Boat, Warm Drinks
Celebrate the holidays by viewing the Christmas Ships Parade from the best seat in Portland, the water!
Holiday Appetizer & Wine Pairing @ Hip Chicks Do Wine | 4 Bites, 6 Wines, Coat Drive
Need some fresh inspiration for your holiday entertaining? Join us for our Holiday Appetizer and Wine Pairing event!
2025 Christmas Ship Cruises @ Portland Spirit | Dinner Cruises, Hot Chocolate, Live Music
Enjoy the 21st annual Christmas Ship Parade aboard the Portland Spirit! This marks the 71st year of the Christmas Ship Parade in Portland, Oregon.
MANY Portland July 4th Weekend Events & Giveaways ($2,400+): Festivals, Fireworks, Concerts, Comedy, Theater, Film, & More!
| Weekend
Old Town Dance – Daniel Girón @ Darcelle XV | Community Dance Class Run by Daniel Girón
| All Ages, Dance, NW Portland
Portland New Generations Rotary Club Presents Roses and Rosé @ Portland International Rose Test Garden | Sip, Stroll & Support at Roses & Rosé 2026!
| Food & Drink, SW Portland
Rose City Vintage Expo @ Portland Expo Center | Antiques, Collectibles, Americana and More
| north portland, Shopping
Portland in the News: Doggo Dates, World’s Best Cheddar, Godzilla & More | July 2, 2026
| News
Shoestring Circus @ Hazel Dell Commons in Vancouver | Intimate, Story-Driven Circus Experience
| All Ages, theater
10% off Through July 6th – The 26th Annual Portland Erotic Ball @ Crystal Ballroom | 21+, Hosted by Sasha Scarlett, Live Music, Burlesque, Costume Contest, & More
| Dance, downtown, music, theater
THIS WEEK in Portland: Festivals, Music, Comedy, Trivia, Theater, Happy Hours, & More!
| Today
New Portland Jobs: APANO Action Fund, Play On Shakespeare, World Forestry Center & More
| Jobs
Win Tickets ($358): HAREFEST @ Clackamas County Fairgrounds & Event Center | The Mother of All Tribute Festivals
| music
Win Tickets (30): McMenamins Presents Soul On the Floor with DJ CUTZ1 @ Lola’s Room | Funk, Soul, & R&B
| downtown
Win Tickets ($48): McMenamins Presents Taylor Bickett @ Mission Theater | Indie Pop
| All Ages, music, NW Portland
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