THIS WEEK in Portland: Halloween Events, 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!

Win Tickets ($20): 2026 Lilac Days @ Hulda Klager Lilac Gardens in Woodland WA | Plant Sale, Mother’s Day, Museum, House Tours

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Each year in the spring, the Hulda Klager Lilac Gardens hosts Lilac Days to celebrate the beauty of lilacs in bloom.

2026 82nd Avenue of Roses Parade | FREE, Carnival, Food Carts, Car Show & More

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The 20th year theme: “History of East Portland,” because many neighbors who represent this diverse community are new to East Portland.

Free Portland Trivia w/ Bridgetown Trivia | Sundays-Thursdays, Prizes

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Bridgetown Trivia is your neighborhood pub trivia game done right.

Sexy Sequins @ Club Privata | PNW’s Premier Lifestyle Club

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Prepare to dazzle and shine at ‘Sexy Sequins,’ the ultimate nightclub party where glamour meets seduction.

Wicked Craft Beltane Night Market @ Rae Loft | 30+ Vendors, Goddess-Themed Drinks, Music

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Wicked Craft: Bazaar and Craft Fairs are a seasonal market series that focuses on supporting women-owned businesses and artists.

Spring Sip & Stroll in Historic Aurora OR | 8 Wineries, Sweet & Savory Samples, Gift Certificates & More

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Grab your pals and get tickets for this antique and vintage filled wine walk event!

Engineering Careers for a Sustainable Future Networking Event @ Revolution Hall | Panel, Q&A, Breakout Sessions

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If you’re curious about engineering careers in Oregon, save the date for April 30!

2026 Plant and Vegan Bake Sale @ House of Dreams Cat Shelter | Pots, Garden Art, Treats & More

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Indoor/outdoor plants, pots, garden art and delicious vegan baked goodies. Great selection and amazing low prices – for a wonderful cause.

The SpongeBob Musical @ Portland Playhouse | Tony Award-Winning Musical

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The end of the world is coming. At least, that’s what the citizens of Bikini Bottom believe when a volcano threatens to wipe them off the map.

Win Tickets ($46): One Way Out @ Mission Theater | Allman Brother’s Tribute

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One Way Out PDX is the Portland, OR based 8-member powerhouse tribute to the music of the great Allman Brothers Band.

2026 Portland Cinco de Mayo Festival @ Tom McCall Waterfront Park | Celebration of Mexican Culture, Music & Cuisine

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The Portland Guadalajara Sister City Association (PGSCA) invites you to the 39th Annual Portland Cinco de Mayo Fiesta, a celebration of Mexican culture, music, and cuisine at the scenic Tom McCall Waterfront Park.

Win Tickets ($48): Steal Your Bass & Jerry’s Pickle @ Mission Theater | Grateful Dead Cover Bands

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Steal Your Bass isn’t your typical Grateful Dead cover band- they’ve reimagined the entire sonic landscape of the Dead’s music by replacing the traditional lead guitar with a lead bass bringing the music to new depths.

4th Annual International Booklover’s Burlesque Festival @ Alberta Rose Theatre | Performing Artists, Authors, Professional Actors/Readers

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Join us for THE INTERNATIONAL BOOKLOVER’S BURLESQUE FESTIVAL!

Portland in the News: Filling in the Cracks, Indigenous Punk, Oregon Beer Awards & More | April 9, 2026

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Anonymous artists have been filling Portland sidewalk cracks with tile mosaics.

2026 Pink! Rosé Festival @ Hillsboro Ballpark | 28 of Tualatin Valley’s Finest Wineries

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The fifth annual Pink! Rosé Festival, the wine event everyone will be talking about, returns to Tualatin Valley this spring.

Portland Men’s Gay Chorus presents She Persisted @ Alberta Rose Theatre | Feat. Resonate, Portland Lesbian Choir’s A Cappella Ensemble

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For the 5th year in a row, Cascade, the proud a cappella ensemble of Portland Gay Men’s Chorus struts their stuff and shows off its Charisma, Uniqueness, Nerve, and Talent like they mean it in this one of a kind show of queer excellence, joy and pride.

Blueprint Arts presents The Time Heists! | FREE Choose-Your-Own-Adventure Musical Tale

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Blueprint brings a unique concept within the choral and theatrical arena: letting the audience choose what comes next!

Win Tickets ($90): Rumors by Neil Simon @ Experience Theatre Project in Aloha OR | 4 New York Power Couples Experience A Severe Attack of Farce

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When they gather to celebrate a tenth wedding anniversary, four New York power couples experience a severe attack of Farce.

Wajan x Veganizer Indonesian Nasi Padang Style Feast @ Wajan | 8 Vegan & Gluten-Free Small Plates

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For this Veganizer event, Chef Feny of Wajan is sharing a vegan take on Nasi Padang style dishes, bold in spice and rich in flavor, inspired by the cuisines of Sumatra and Java, Indonesia.

2026 Mother’s Day Brunch Cruises @ Portland Spirit | Buffet, Sparking Wine, 2-Hour River Cruises

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Sweep mom off her feet this Mother’s Day with a special brunch cruise.

Wine Wednesdays @ Negociant | Alpine Spain, Chausse & More

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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.

Win Tickets ($86): Melody’s Echo Chamber – Unclouded Tour w/ Strange Lot @ Revolution Hall | French Indie, Gospel

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Melody’s Echo Chamber (aka French musician Melody Prochet) returns with her fourth album Unclouded, out December 5th via Domino.

2026 Mt. Hood Jazz Festival | World-Class Jazz Artists, Student Musicians & More

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This April, the heart of East County comes alive as the 2026 Mt. Hood Jazz Festival returns to Mt. Hood Community College for five unforgettable days of world-class music, education, and community celebration.

Win Tickets ($64): Wild Nothing – ‘Gemini’ Anniversary Tour w/ Lunar Vacation @ Revolution Hall | Indie Rock

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Because “Hold,” Jack Tatum’s fifth album under the moniker Wild Nothing, was written in the aftermath of new parenthood during the pandemic, it was probably inevitable that it would be searching and existential music.

Cinco de Mayo Half Marathon, 10k & 5k @ Sellwood Riverfront Park | Quesadillas, Party, Finisher Shirt

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Experience the fiesta, where the miles are lively, the vibes are caliente, and every finisher celebrates with a sizzling quesadilla at the finish line!

Win Tickets ($86): Fantastic Negrito @ Mission Theater | Delta Blues, Soul, Rock

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Fantastic Negrito is a powerhouse performer whose live shows are charged with emotion, intensity, and connection.

Classical Unbuttoned: An Evening w/ Julian Gargiulo @ The Old Church | ‘The Pianist with the Hair’, SNL Meets Carnegie Hall

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Join us for an evening with world renowned Steinway Artist Julian Gargiulo, in his much-anticipated debut at The Old Church in Portland.

Decade of Diamonds – 10 Year Anniversary @ Club Privata | PNW’s Premier Lifestyle Club

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A decade of memories deserves an upscale cocktail party with a lot of playful sparkle.

Sip & Spark – Speed Date Sunday @ Rae Loft | Four Rounds. Real Chemistry. No Small Talk.

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We’ve got four spicy rounds of speed dating for you, only in a way that can be offered by the incredible Rae Loft! in Portland Oregon!

FREE Improv Workshop @ Deep End Theater | A Fun Afternoon of Play

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Join us for a fun afternoon of play! In this workshop we will dip our toes into Deep End’s unique improv style.

Fat Ham @ Portland Center Stage | Pulitzer Prize-Winning Reimagining of Shakespeare’s ‘Hamlet’

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James Ijames’s Pulitzer Prize-winning reimagining of Shakespeare’s Hamlet casts the sweet prince of Denmark as a queer, Black boy from the South.

Portland in the News: Best Grocery Prices, Movie Madness Moves, Culture on the Cheap & More | April 2, 2026

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How do you move 100,000-plus films, along with more than 100 notable film costumes and props?

Interactive Wood Fired Steak Dinner @ MEATSTUFF | Multi-Course Dinner, Butchery Demos, Wine

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Do you want to know the hidden secrets – directly from your butcher – on how to carve and cook the best steak over a wood fire!?

Portland 2026 Easter Brunch @ The EastBurn Public House | Eggs Benedict, Mimosas, Cocktails, Bloody Marys & More!

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Have your eggs how you really want them at EastBurn’s Easter Brunch!

2026 Portland Auto Swap Meet @ Portland Expo Center | Vintage Car Parts, Classic Vehicles, Antiques & More

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The Portland Swap Meet is the largest indoor/outdoor swap meet in the Pacific Northwest, drawing car enthusiasts, collectors, vendors, and shoppers from across the region.

GrünerFest 2026 @ Raptor Ridge Winery | Oysters, Wine Tasting, Commemorative Glass

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Join us for GrünerFest 2026, the third annual return of this celebration of Grüner Veltliner and the incredible producers who champion this distinctive grape in Oregon.

THIS WEEK in Portland: Halloween Events, 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!

Win Tickets ($70): 94/7FM KNRK presents “December to Remember” w/ Buffalo Traffic Jam @ Crystal Ballroom | Folk Music

December 6 - Buffalo Traffic Jam is a folk band born in the heart of Bozeman, Montana, where its members, Frankie Cassidy and Nathan Ross, first crossed paths as students at Montana State University.

Win Tickets ($40): World Forestry Center presents Forest Pub: Mushrooms @ Mission Theater | An Evening of Storytelling, Science & Community

November 9 - Join us for our next Forest Pub focused on Mushrooms as the Architect of the Forest: Fungi and their Hidden Ecological Roles, an evening of storytelling, science, and community exploration in partnership with the Oregon Mycological Society.

New Portland Jobs: Path Home, HOLLA School, Pole Portland & More

New Portland Jobs: Path Home, HOLLA School, Pole Portland & More!

Pass the Hatchet Halloween Takeover @ LaVerne’s | Bayou-Gothic Decor, Spooky Food & Drink Specials

October 13 - November 1 - LaVerne's presents ~ “Pass the Hatchet” a Bayou-Gothic Halloween takeover at Woodlawn’s friendly neighborhood haunt.

Get Spooked at Haunted Escape Room – Escapism’s Malice Manor in NE Portland | Ghost Story, Private Rooms, 2026 Halloween Activity

October - Escapism Portland is a live action room escape game. Solve clues, puzzles, and tasks in small teams to unlock new secrets and eventually escape the room!

Halloween Party II @ Trouble Bar | Dance Party, Costume Contest, Prizes, Drink Specials

October 31 - We had so much fun last year we are doing it again bigger and better‼️ tell all ur friends ‼️DONT MISS THE HALLOWEEN DANCE PARTY

The Happy Hour @ Bikram Yoga | FREE, Learn & Practice Meditation

November 7 - Find your happy! Buddha explained that the true nature of our mind is concentrated and joyful. Come learn and practice meditation!

Win Tickets ($200): BOOgie Night: Burlesque Dinner Show & Disco @ Hōkū Events on Madison | Halloween Burlesque w/ A ’70s Disco Twist

October 31 - Love Halloween, but not the crowds? Skip the packed bars and make BOOgie Night your fabulous Halloween night out!

Portland Symphonic Choir presents Tales From The Vault @ Bank of Expensify | Part Halloween Party, Part Musical Adventure

October 30 - Grab your map and make your way through the Bank, where performances and experiences are tucked throughout the building, just waiting to be discovered.

A Scary Home Companion @ Victorian Belle | Spooky Sketch Comedy

October 30 - Unchained Productions presents A Scary Home Companion featuring all-new material!

Nocino Liqueur Release Party @ New Deal Distillery | Fall Cocktail Menu, Behind-The-Scenes, Take Home This Year’s Batch

November 8 - Join us for the release of this year's batch of Nocino Liqueur, a rich, spiced walnut liqueur perfect for holiday sipping.

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