A round up of what’s going on in Portland this week including festivals, concerts, comedy, trivia, happy hours, movies, & more!
Bunk After Dark @ Bunk Bar | Live Comedy Game Show
Bunk After Dark is a live comedy game show where two teams of comedians go head-to-head in a fast-paced laugh-off packed with improv challenges, wild prompts, and audience participation.
Wine on the Water Cruises @ Portland Spirit | Wine Tasting Sunset Cruise
Taste your way through Oregon on this sunset wine tasting cruise aboard the Portland Spirit!
Ladies Night Out @ Club Privata | PNW’S Premier Lifestyle Club
Everyone is welcome at this special night so dress to impress and step into a world where the men perform for the ladies.
Portland in the News: Bad Bunny Couple’s Oregon Connection, 100 Years of Hollywood Theatre & More | February 12, 2026
Before Thomas Wolter and Eleisa Aparico tied the knot at Bad Bunny’s Super Bowl half-time show, they were engaged in Cannon Beach.
Boom Arts presents WAYQEYCUNA by Tiziano Cruz @ Ellyn Bye Studio | U.S.Premiere Performance from Argentina
Boom Arts is proud to present the National Premiere of Wayqeycuna, a new one-man show by queer, Indigenous, Argentine artist Tiziano Cruz.
Mardi Gras – Kasidie Night @ Club Privata | PNW’s Premier Lifestyle Club
Celebrate Mardi Gras at Club Privata! Indulge in the fantasy where masks, beads, lace, and barely-there looks set the tone.
2026 Valentine’s Day Weekend @ PAM CUT’s Tomorrow Theater | You’ve Got Mail, Hairspray, Crafternoon & More
This weekend, we’re celebrating all types of love! 💖 From friends turned lovers in Rob Reiner’s When Harry Met Sally… to love of friends and crafting at Romy and Michele’s High School Reunion Crafternoon.
Michelle Buteau: The Surviving and Thriving Tour @ Arlene Schnitzer Concert Hall | ‘Survival of the Thickest’, ‘A BUTEAU-FUL MIND’
Michelle Buteau is an actress, comedian, producer and writer. The multihyphenate stars in the Netflix comedy series “Survival Of The Thickest”, which she created and executive produced.
Free Portland Trivia w/ Bridgetown Trivia | Sundays-Thursdays, Prizes
Bridgetown Trivia is your neighborhood pub trivia game done right.
2026 Portland Valentine’s Day Weekend Events | Festivals, Chocolate, Wine, Dinner, Markets & More
In 2026, Valentine’s Day falls on a Saturday so there will be events all weekend.
Win Tickets ($80): FIA @ Crystal Ballroom | R&B, Soul, Reggae
FIA is a five-time Island Music Award winner from Nanakuli, Hawai’i, known for blending R&B, soul, and reggae into a style that connects across generations.
2026 Biamp Portland Jazz Festival | 50+ shows, 30+ venues feat. St. Vincent, Mavis Staples & More
Tickets on sale now for the 2026 Biamp Portland Jazz Festival! The most artistically diverse lineup yet with 50+ shows across 30+ venues.
Eras in a Glass: A Taylor Swift Wine Pairing @ Hip Chicks Do Wine | 6 Wines Inspired by Taylor Swift Songs
Calling all Swifties! Join us at Hip Chicks do Wine on Friday, February 28th from 2pm–5pm for an afternoon of wine, food, and Taylor-inspired fun.
Wine Wednesdays @ Négociant | Weekly Wine Flights & Tastings, Valentine’s Day
A weekly flight of wines centered around a theme, whether that is a grape varietal, a producer, a region, a style of winemaking or sometimes just the crews’ favorites.
Portland in the News: Black History Month Reads, Goodbye Lloyd Center, Beyond Dry January & More | February 5, 2026
February is Black History Month and the Multnomah County Library has a list of graphic novels by black authors to check out.
Bloody Valentine VHS Swap & Market @ Dots | Bachelorx Auction, DJ Black Planet
Saturday Feb 7th, we have our next VHS Swap and Vendor Market. We have a ton of awesome tape vendors this time around, so you definitely don’t want to miss it.
Portland Winter Light Festival 2026 | 9 Days of FREE, Outdoor Winter Art Across The City
PDXWLF brings art, technology, and inclusivity together, invigorating Portland in the winter.
Amanati @ Nova PDX | Exotic Electronic Music
Amanati, godfather of Exotic Electronic Music, is a symbol of creative power, raw expression, sensuality, and freedom.
Toxic Love @ Darcelle XV Showplace | A Drag & Cabaret Revue
RAE presents this ICONIC Drag & Cabaret, featuring some of your Favorite Local Drag Performers in Portland at Darcelle XV Showplace!
Friday Night Magic: The Gathering @ The EastBurn Public House | Join the Battle!
Shuffle up and let the Magic happen. Come sit in with us for Friday Night Magic. A night of games, good energy, and people who truly support the community.
Win Tickets ($34): 2026 Portland Spring Home and Garden Show @ Portland Expo Center | Showcase Gardens, Floral Fashion Show, Chef Demos
For decades, this beloved event has brought together garden enthusiasts, design lovers, homeowners, remodelers, and local makers, offering fresh ideas, expert advice, and the latest home and garden trends for every skill level.
Weird Portland Pub Tour: Valentine’s Edition in SE Portland | Great Beer + Weird Stories
Looking for a Valentine’s outing that’s anything but ordinary? This is the tour for people who love great beer, weird stories, and Portland’s wonderfully offbeat personality.
Heartbreakers: A Draglesque Love Story @ Echo Theater Company | Love & Lust Inspired Drag/Burlesque
RAE presents this ICONIC Love & Lust Inspired Draglesque Showcase.
Alphaboats: A Maritime Voyage from Anchor to Zulu @ Columbia River Maritime Museum in Astoria | Mixed Media Paintings
Set sail on an alphabetical journey through the world of boats in Alphaboats: A Maritime Voyage from Anchor to Zulu, a vibrant mixed-media exhibition by Portland artist Peggy Biskar.
Jade Rabbit x Veganizer 2026 Lunar New Year Banquet | Six Course Menu of Lunar New Year Delicacies
Join us as we usher in the Year of the Fire Horse with a six course menu of Lunar New Year delicacies.
Blueprint Ensemble Arts presents Shadow & Light | FREE, Live Music, Dessert
Come join ensembles Carnation, Peach, Scarlet, and Burgundy (with special guests Ivory and The Super Cuts) as they bring you our upper voices masterwork for 2026: Arnesen’s stunning Stabat Mater!
Drag Brunch @ The Pharmacy | Hosted by Devlin Lynn Phoenixx
The event is hosted by Rose Empress LXV, Devlin Lynn Phoenixx with a rotating cast for each event sure to dazzle you with their everything!
2026 Valentine’s Day Dinner @ The EastBurn Public House + Anti-Valentine’s Day Party | Dinner, Brunch, Specials
Celebrate your sweetie with brunch, dinner and drinks in the beautiful EastBurn dining room!
Win Tickets ($56): Jeremy McComb’s Honky-Tonk Circus @ Mission Theater | The #1 90’s Country Music Experience
The Honky-Tonk Circus Tour isn’t a throwback – it’s a full-throttle time machine to the nights when country music ruled the room.
Win Tickets ($80): Heated Rivalry: A Jockstar Rave @ Crystal Ballroom | A Night of Party Boy Anthems & Club Hits
From the Closet → Ice → Dance floor.
2026 Oregon International Auto Show @ Oregon Convention Center | Cutting-Edge Tech, Ride & Drive Experiences, Kids’ Zone & More
The 2026 Oregon International Auto Show is the largest auto show in the Pacific Northwest, showcasing the newest in-vehicle design, innovation, and technology.
Win Tickets ($80): Katie Boyle @ Mission Theater | Irish Comedian
Katie Boyle is an Irish comedian living in New York City. Her favorite stand-up topics are her journey through American culture, dating, therapy and shame!
Win Tickets ($56): The Ramona Flowers @ Mission Theater | Indie Rock
The Ramona Flowers are on a roll – their latest release Human is climbing up the US Alt Radio charts and hitting over 1 millions global streams, and track Dangerous hit the Top 30 at US Alt Radio.
Win Tickets ($46): Alex Sampson @ Mission Theater | Canadian Singer-Songwriter
With humble small-town beginnings, Canadian singer-songwriter, Alex Sampson knew he was born to perform at just nine years old when he entered a school talent show for the first time singing GOLD by Owl City.
My Petty Valentine @ Badlands | Feat. King of Drag Season One Winner King Molasses
Join some of your Favorite Local Drag Icons for Pettiest Valentine’s Celebration in Portland! Mystery Headliner To Be Revealed!
Valentine’s Sweetheart Tea @ Victorian Belle | 3 Floor Mansion, Sweet & Savory Pastries
The Victorian Belle’s Sweetheart Tea is a fun and elegant way to celebrate Valentine’s, Galentine’s Day and more in February!
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