A round up of what’s going on in Portland this weekend including live music, concerts, comedy, trivia, happy hours, movies & more!
Win Tickets ($235): PBR Portland @ Moda Center I Bull Riding
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
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
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
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
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
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
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
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
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
MANY Portland Weekend Events & Giveaways ($1,300+): Festivals, Concerts, Comedy, Theater, Film, & More!
| Weekend
Win Tickets ($950) Pickathon 2026 @ Pendarvis Farm in Happy Valley, OR | Indie Music Festival
| Uncategorized
Watch 2026 World Cup @ Birdie Time Pub | $2 Rainier & $5 Wings
| events, SE Portland, sports
Happy Hour Sightseeing @ Portland Spirit | Food, Drinks, + River Sailing
| All Ages, Food & Drink
McMenamins Presents 7DS: The Absolute Worst Show: Worst. Vacation. Ever @ White Eagle Saloon | Interactive Open Mic Comedy & Storytelling
| Comedy
Win Tickets ($44) McMenamins Presents Coda (Led Zeppelin Tribute) @ Mission Theater | Rock & Roll
| events, music
Portland in the News: Angry Birds, Sidewalks Sparking Joy, Fleet Week Delays & More | June 4, 2026
| News
2026 White Lotus Summer Market @ Fubonn Shopping Center | FREE, AAPI Food Vendors, Artists & More
| All Ages, events, Food & Drink, Free, music, SE Portland, Shopping
Wine Wednesdays @ Négociant | Weekly Wine Flights & Tastings
| events, Food & Drink, NW Portland
Win Tickets ($81) McMenamins Presents Little Stranger w/ Tropidelic & Jarv @ Crystal Ballroom | Alt Indie Hip-Hop
| downtown, events, music
Win Tickets ($22) McMenamins Presents Decadent 80s Dance Party @ Crystal Ballroom | Portland’s Longest Running 80s Night
| Dance, downtown, events, music
Win Tickets ($81) McMenamins Presents Sondre Lerche @ Mission Theater | Indie Rock
| All Ages, events, music
Keep in Touch!
Subscribe to our e-mail newsletter to receive updates