THIS WEEK in Portland: 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!

A Nightmare on Clinton Street | A Month of Horror Movies & Cocktails @ Clinton Street Theater & Dots Cafe

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As long as Clinton Street Theater keeps rolling out a month of killer programming, we are going to keep throwing up a month of cocktails to go along with it.

2025 October Fruit Loop Events in Hood River & Parkdale | Fiesta Days, U-Pick Apples, Cider Days & More

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Choices and more choices! Amazing u-pick selection of apples, pears, peaches, nectarines and raspberries.

2025 Halloween VHS Swap & Vendor Market @ Dots Cafe | Halloween Goods, DJ Rob Drokker

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We figured what’s the point in having a Halloween market at the end of the month, when you can come get all your Halloween goods early.

World Forestry Center presents Forest Pub @ Mission Theater | Spooky Forest Tree Lore

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👻 Join us this October for a hauntingly fun edition of Forest Pub! Cozy up with a drink and dive into the eerie side of forest folk stories.

2025 Sitka Art Invitational Show & Sale @ Oregon Contemporary | 100 Local Artists + 300 Works of Art

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The Sitka Art Invitational show and sale—the Northwest’s largest and longest-running art event —is happening October 10-12, 11am-5pm.

Portland Spirit Presents 2025 Boo Cruise | Halloween Costume Contest, DJ, Multiple Floors

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Get on board for a ghoulishly good time on our Halloween Boo Cruise!

2025 Halloween @ Escapism | Ritual Room Escape Room Gets Halloween Makeover

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Explore the classic Ritual Room puzzles with all new spooky lighting and decor for a limited time!

Win Tickets ($30): Jujuba @ The Goodfoot | Nigerian Afrobeat

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Jujuba delivers a funky, danceable style of Nigerian Afrobeat and Juju music.

Wine & Design: Harvest Broom Class @ Hip Chicks Do Wine | Decorate Your Own Harvest Broom + Wine

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In this session, of our Wine & Design series, instructor Laura Gifford Kerr, Gifford’s Flowers will guide you in decorating your very own harvest broom.

2025 Hawthorne Ghost Tours | Family-friendly Haunted Adventure

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The Hawthorne Ghost Tour is a fun, exciting, and family friendly adventure through the heart of East Portland’s most haunted street.

Win Tickets ($30): One Way Out @ The Goodfoot | Allman Brothers Tribute

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One Way Out is a powerhouse 8 piece Allman Brothers Band tribute with a growing reputation for fiery live performances that capture peak ABB magic!

White Bird Presents Limón Dance Company at Arlene Schnitzer Concert Hall

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Limón Dance Company—one of America’s most iconic modern dance ensembles—brings its signature power and emotion to Portland.

Win Tickets ($84): Bella Organic Presents ‘Human Rights for All’ Corn Maze & Pumpkin Patch | Haunted Maze, Petting Zoo, Food & Drinks

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This fall, get lost in our 7-acre corn maze on Sauvie Island.

2025 Halloween Candy & Wine Pairing @ Hip Chicks Do Wine | 5 Classic Candies Paired w/ Wine Tastings

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Join us as we pair 5 classic Halloween candies with 5 delicious wines, carefully chosen to bring out the best in both.

Wicked Craft: Samhain Night Market @ Rae Loft | Women-Owned Businesses & Artists

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

Fall Cruises with Island Style Charters | Pirates & Pumpkins, Sights & Ciders, City Nights & Tiki Lights

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Celebrate fall with pirates, pumpkins, and Halloween fun on a family-friendly river cruise!

2025 Mountain Town Throwdown in White Salmon, WA | 30 Local Vendors, Adoptable Dogs, Live Music & more

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Everybody’s Brewing is thrilled to bring back Mountain Town Throwdown – an epic block party in White Salmon, WA, on Saturday, October 11, 2025!

2025 Creating Keepsakes Scrapbook Convention @ Wingspan Event & Conference Center | Classes, Crops, Shopping

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Shop from your favorite manufacturers, new products, embellishments, & ideas will get your creative juices flowing – and creating!

2025 Oregon Music Hall of Fame Induction & Concert @ Aladdin Theater | Performances by Pete Droge, Curtis Salgado, Casey Neil & More

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The 18th Annual Oregon Music Hall of Fame (OMHOF) Induction and Concert will be held on Saturday, October 11 at 7pm at the Aladdin Theater. The

Win Tickets ($64): Stop Light Observations @ Mission Theater | Blues, Pop, Indie Rock

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Stop Light Observations is a dynamic four-piece group hailing from Charleston, South Carolina.

Slabtown Tours Presents ‘A Night With Ghosts’ Haunted Walking Tour | Explore the Paranormal in NW Portland

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Step into the shadows of Northwest Portland’s past with A Night With Ghosts, a tour you might want to forget!

Win Tickets ($32): 2025 Hood River Harvest Festival @ Hood River Event Site | 70+ Arts, Crafts & Food Vendors

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The Hood River Valley Harvest Festival returns October 10-12.

2025 Dine the Couve in Vancouver WA | Unbeatable 3 for $33 October Specials Across Clark County

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Celebrate 10 years of Dine the Couve with unbeatable 3 for $33 specials at participating restaurants across Clark County.

Win Tickets ($64): Mo Lowda & The Humble w/ French Cassettes @ Aladdin Theater | Indie Rock

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Mo Lowda & the Humble are a self-produced indie rock band hailing from Philadelphia.

Win Tickets ($60): Softcult @ Mission Theater | Grunge, Shoegaze

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Twin sisters Phoenix (She/They) and Mercedes Arn-Horn (She/Her) have been making music together since they were barely teenagers.

Win Tickets ($92): Wet Leg w/ The Stupid Girls @ Crystal Ballroom | Dance-Punk

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Wet Leg – the Isle of Wight five-piece founded by Rhian Teasdale and Hester Chambers – have announced their eagerly anticipated second album moisturizer ill be released on July 11 on Domino.

2025 BeerQuest Haunted Pub Tour | Get Spooked, Award-Winning Beer + Portland’s Famous Ghosts

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Celebrate the spooky season with BeerQuest’s Haunted Pub Tour – a journey into Portland’s wicked and scandalous past.

2025 Oktoberfest @ Urban German Wursthaus | Giveaways, Live Music, German Food & More

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Urban German Wursthaus celebrates OKTOBERFEST 2025 at the St. John’s Workshop building in St. Johns, N. Portland.

My Favorite Murder Live @ Arlene Schnitzer Concert Hall | True Crime Podcast

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Since My Favorite Murder launched in January of 2016, Karen Kilgariff and Georgia Hardstark have shared their lifelong interest in true crime stories.

Portland in the News: Best Smashburger, Kicking Rock, Fall Foliage & More | September 25, 2025

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There are many smashburgers to be had around Portland but food writer Michael Zusman has named a new cart’s smashie supreme. 

2025 White Lotus Portland Mid-Autumn Moon Festival @ Shun Fat Supermarket | Lantern Parade, Mooncakes, 100+ Local Vendors

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The White Lotus Mid Autumn Moon Festival is Portland’s largest celebration of this cherished holiday and one of the most widely celebrated traditions across Asia.

Pasties & Panties @ Club Privata | PNW’s Premiere Lifestyle Club

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We all love Pasties & Panties, so tonight come to Club Privata with your favorite Pasties & Panties on display.

2025 Cinema of Horrors Drive-In @ Clark County Fairgrounds | Live- Action, Drive-in Horror Movie Experience

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A drive-in horror movie experience where screams from the screen come to life! Returning to Clark County Fairgrounds this October for 18 terrifying nights.

The Pirates of Penzance @ McCaw Hall in Seattle | A Swashbuckling Good Time!

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A swashbuckling good time! Ahoy mateys! Get ready for opera on the high seas with Gilbert and Sullivan’s popular piratical comedy.

Psilocybin Assisted Therapy Association presents 2025 Collaborence | Psilocybin-Assisted Therapy Conference

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The Collaborence is the signature conference of the Psilocybin Assisted Therapy Association (PATA), a national nonprofit dedicated to advancing education, collaboration, and innovation in the world of psilocybin-assisted therapy.

Profile Theatre presents ‘Witch’ @ The Ellyn Bye Studio | Modern Retelling of a Jacobean Drama

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A charming devil arrives in the quiet village of Edmonton to bargain for the souls of its residents in exchange for their darkest wishes.

THIS WEEK in Portland: 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!

Scooped Ice Cream Festival @ Esther Short Park in Vancouver, WA | 50+ Flavors of All You Can Eat Ice Cream

July 18-19 - The Pacific Northwest's premier ice cream festival is back at Esther Short Park in Vancouver, WA for two all-you-can-eat days of scoops, live music, and summer fun. Scooped! returns July 18 and 19, 2026, 11:00 AM to 7:00 PM — and your ticket includes unlimited ice cream from 50+ flavors served up across Scoop Valley.

Chamber Music Northwest presents CONFLUENCE: Our Shared Voices 2026 Summer Festival | 70 of the world and our region’s finest chamber musicians!

Music has the ability to connect us beyond words, labels, and borders, inviting us to celebrate both our differences and our common ground.

Tea Fest PDX @ World Forestry Center | A Celebration of Tea Culture

June 27 - TeaFestPDX is more than a festival, it’s a community.

St. Helens Independence Day Celebration 2026 @ Columbia View Park | Music, Food, and Activities for All Ages

July 4 - Celebrate the Fourth of July at Columbia View Park in St. Helens, Oregon – one of the most scenic Independence Day destinations in the Pacific Northwest.

Win Tickets ($160): 2027 Portland Folk Festival @ Crystal Ballroom | 30+ Local & National Artists

January 30 - An annual celebration of folk and Americana music showcasing 30 local and national artists hosted by the historic Crystal Ballroom.

Win Tickets ($86): McMenamins Presents Madison Ryann Ward @ Mission Theater | Contemporary Christian, Pop + R&B

September 4 - Faith-based singer/songwriter Madison Ryann Ward writes warmhearted songs that mix mature pop and contemporary R&B with accents of gospel, blues, and folk.

Win Tickets ($70): McMenamins Presents “A Hot August Night” with Super Diamond @ McMenamins Grand Lodge in Forest Grove | The Neil Diamond Tribute

August 22 - An uncanny tribute to beloved master singer/songwriter/performer, American pop icon Neil Diamond – Super Diamond has appeared on The Late Show with David Letterman, CNN, VH1, Fox News, and Comedy Central, and has been featured in publications such as Rolling Stone Magazine, The New York Times, and the San Francisco Chronicle.

Portland in the News: Waterfront Restaurant, Airport Accolades, Heatwave & More | June 11, 2026

The Portland Spirit has big plans to open a new restaurant in the former Rose Festival headquarters in Tom McCall Waterfront Park. 

McMinnville Art Festival @ Downtown McMinnville | 50+ Artists & Artisans, Interactive Kids’ Crafting, Art Demos, & More

July 18-19 - Celebrate creativity in the heart of Oregon wine country at the McMinnville Art Festival, a free two-day outdoor event showcasing the work of talented artists and artisans from across the region.

PRIDE at the Museum @ OMSI | A night at the museum celebrating the LGBTQ+ Community

June 12 - Celebrate PRIDE at the Museum with an evening of science, community, and joyful exploration!

Villain Arts Tattoo Festival @ The Rose Quarter | Celebrate the Art of Tattooing

July 17-19 - Tattooing is more than body art—it’s a global language of identity, resilience, and self-expression.

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