A round up of what’s going on in Portland this week including festivals, concerts, comedy, trivia, happy hours, movies, & more!
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.
Small Business Saturday Winter Market @ The Zed | Craft Beer, Food Stalls, Local Makers
Join us at The Zed this Small Business Saturday for a cozy winter artisan market!
2025 Winter Market @ Brentwood Darlington Community Center | Handmade Goods, Holiday Treats, Kids Market
The Brentwood-Darlington Winter Market returns for its 3rd year! This neighborhood favorite brings together local makers, artists, and small businesses for a cozy day of community and creativity.
Holiday Afternoon Tea @ Victorian Belle | Holiday Decor, Sweet & Savory Pastries, Wine
The Victorian Belle’s Holiday Afternoon Tea is a fun and elegant way to celebrate the holidays!
Win Tickets ($62): Portland’s Singing Christmas Tree @ Sunset Church | Music, Dance & Pageantry
Experience the JOY of Christmas at Portland’s Singing Christmas Tree 2025 concert series!
A Christmas Carol @ Portland Playhouse | Timeless Holiday Classic
The timeless holiday classic A Christmas Carol returns to Portland Playhouse, relating the story of Ebenezer Scrooge, a wealthy and miserly businessman who ultimately experiences redemption.
Wicked Craft: Holiday Bazaar & Craft Fair @ Rae Loft | Local Makers, Food, Drinks, Food Drive
This is our seasonally inspired Holiday Craft Market. Come ready to shop for amazing artisanal gifts, crafts, sundries, and art! Support local artists and small business owners.
Win Tickets ($64): Zepparella @ Aladdin Theater | All-Female Led Zeppelin Tribute
How to honor the legacy of a band deemed sacred? To tread on holy ground is perilous, and must be done with the intent and spirit of a disciple.
Win Tickets ($120): The Mountain Goats @ Revolution Hall | Indie, Folk
There are Mountain Goats albums that emerge from historical deep dives, vividly rendered autobiography, liturgical exploration, and modern anthropological study.
Win Tickets ($64): Jens Lekman w/ Jordan Patterson @ Aladdin Theater | Swedish Pop Musician & Accidental Wedding Singer
Jens Lekman is an accidental wedding singer. But he’s also a wedding singer for a reason.
Win Tickets ($70): 2025 Portland Holiday Brew Fest @ Pioneer Courthouse Square | 40+ Beers, 75 -Foot Christmas Tree, Vinyl DJs
Portland Holiday Brew Fest is pleased to partner with The Square to bring holiday beer and cheer to downtown!
Portland in the News: Pikas Are Back, Exploding Whale Day, Comic Museum & More | November 13, 2025
It’s getting cuter in the Columbia River Gorge these days. The Oregon Zoo’s Cascades Pika Watch reports the potato-size mammals are making a population comeback after the 2017 Eagle Creek Fire caused their numbers to dwindle. Oregonian’s celebrated the 55th anniversary of Exploding Whale Day this week and an official celebration will be held in Florence…
Win Tickets ($60): Taylor Acorn w/ WILT @ Aladdin Theater | Pop-Punk
Taylor Acorn is a singer-songwriter whose emotionally raw music has connected with fans around the world.
Win Tickets ($172): Built to Spill w/ Larry Yes & Papas @ Revolution Hall | Indie Rock
Built to Spill was formed in 1993 by Doug Martsch and over the years they have toured extensively and made several albums with a rotating cast of musicians
MagicSpace presents STOMP @ Keller Auditorium | International Percussion Sensation
STOMP is explosive, provocative, sophisticated, sexy, utterly unique and appeals to audiences of all ages.
THIS WEEK in Portland: Festivals, Music, Comedy, Trivia, Theater, Happy Hours, & More!
| Today
2026 Swan Island Dahlia Festival | 50 Acres of Blooms, Food Carts, Live Music
| All Ages, events, Food & Drink, music
7 Deadly Sins Pants On Fire Family Friendly Show @ White Eagle Saloon | Seven True Tales, One Lie
| All Ages, Comedy, north portland, theater
Win Tickets ($130): Portland Weird Fest @ Oaks Park | 60+ Vendors, Rides, Live Bands, Costume Contest & More
| All Ages, Food & Drink, music, SE Portland, Shopping
Win Tickets ($136): Dogstar w/ The Backfires @ Crystal Ballroom | Keanu Reeves, Alt-Rock
| All Ages, downtown, events, music
Win Tickets ($92): Marc Price @ Mission Theater | Comedy, Star of ‘Trick or Treat’, ‘Family Ties’
| Comedy, NW Portland
Win Tickets ($22): Decadent 80s w/ DJ NoN @ Crystal Ballroom | Portland’s Longest Running 80s Night
| downtown, events, music
2026 Cannon Beach Cottage Tour | Self-Guided Walking Tour of Beautiful Homes, Opening Night Bash
| All Ages, events, Visual Art
2026 Time-Based Art Festival @ Portland Institute for Contemporary Art | Experimental Performances, Live Music, Dance & More
| Dance, events, Film, Food & Drink, music, NE Portland, theater, Visual Art
Lake Oswego Clean Energy and EV Fair @ Lake Oswego United Methodist Church | Test Drive EVs, Learn About Solar, Batteries & More
| All Ages, events, Home Show, Services, Shopping
Win Tickets ($42): Valkerie w/ Withholden, Laughing About Nothing, Fawkes Glove @ Mission Theater | Alternative Rock
| All Ages, music, NW Portland
Keep in Touch!
Subscribe to our e-mail newsletter to receive updates