A round up of what’s going on in Portland this weekend including live music, concerts, comedy, trivia, happy hours, movies & more!
Portland in the News: Frog Protest, Bigfoot, Trash Fulfillment & More | October 23, 2025
As inflatable frog costumes sell out across the country, Wired breaks down the history of the frog as a historic protest symbol.
Shanrocks Trivia Presents Eerie Queries | Halloween Trivia + Costume Contests
All things Halloweenie are fair game for Eerie Queries…spooky lit, horror films, seasonal foodstuffs, terrifying TV, macabre music and Halloween culture will all be on the slab!
Win Tickets ($160): Portland Opera presents La Bohème @ Keller Auditorium | Puccini’s Soaring Arias
This unforgettable story of passionate young artists remains one of the world’s most beloved operas, reminding us of the beauty and meaning in life’s fleeting moments of joy.
The Saloon Ensemble Presents The Nitemare B4 Xmas @ Alberta Rose Theatre | Sing-a-Long, Costume Contest, Screaming Contest
We’re back with The Saloon Ensemble‘s epic ALL AGES production of “The Nitemare B4 Xmas!!!!”
Win Tickets ($70): Tanael Joachim: The Alien Everywhere @ Mission Theater | Hatian-Born Stand-Up Comedian
Fresh off a TV pilot filmed for FX, TJ is back on the road with new jokes about love, death, grief, and immigration.
The Screwtape Letters @ Keller Auditorium | C.S. Lewis’ Satiric Masterpiece
Witness a fast-paced, tour-de-force performance in this acclaimed adaptation of C.S. Lewis’ satiric masterpiece.
Spirits on the Spirit @ Portland Spirit | 12 Spirit Tastings + Sunset Cruise
Sample your new favorite spirits on this sunset cruise aboard the Portland Spirit!
2025 Kumoricon @ Oregon Convention Center | Anime + Japanese Culture Convention
For more than twenty years anime fans have gathered together for an amazing annual event, rain or shine.
The Dinner Detective in Downtown Portland | Largest Murder Mystery Dinner Show In The U.S.
Are you tired of the same old date nights? Portland’s perfect remedy for entertainment boredom is The Dinner Detective.
Win Tickets ($150): 2025 Portland Erotic Ball @ Crystal Ballroom | Premier Adult Halloween Party
The Portland Erotic Ball celebrates 25 years as the premier adult Halloween Event in Portland on Saturday, November 1st, 2025 in the historic Crystal Ballroom.
Free Portland Trivia w/ Bridgetown Trivia | Sundays-Thursdays, Prizes
Bridgetown Trivia is your neighborhood pub trivia game done right.
2025 Halloween @ Club Privata | Costumes, Cocktails, & Contests
Halloween weekend is one of the biggest of the year and Club Privata’s annual Costumes, Cocktails, & Contests party returns again!
Fright Night – A Halloween Circus @ Portland State Lincoln Hall | Aerialists, Hand-Balancers, Contortionists & More
Night Flight proudly presents FRIGHT NIGHT, a queer, sexy and sensational circus spooktacular featuring aerialists, hand-balancers, contortionists and more!
Win Tickets ($20): Asher Fulero & Friends @ The Goodfoot | Funk, Rock, Jazz
Expect massive jams touching on funk, rock, jazz and all of the familiar jam tropes you’ve come to love!
Sal Vulcano: Everything’s Fine Tour @ Arlene Schnitzer Concert Hall | ‘Impractical Jokers’
Best known for co-creating, executive producing and starring in one of the most recognized and long-standing comedy shows of all time, Impractical Jokers, comedian Sal Vulcano recently announced the EVERYTHING’S FINE TOUR.
Portland in the News: Inflatable Animals, The Daily Show, Helping Immigrants & More | October 16, 2025
All eyes are on Portland as protests continue at the city’s ICE building in the South Waterfront, with many protestors donning inflatable animal costumes.
Win Tickets ($180): Third Angle presents Evergreen @ World Forestry Center | String Quartet + Clarinet + Poetry
World Forestry Center is proud to partner with Third Angle New Music to celebrate the place 3A has called home for 40 years.
Beaverton Symphony Orchestra presents Into Midnight @ Village Church | Copland’s Rodeo and Brahms Third Symphony
The mysterious and vibrant spirit of autumn is brought to life by the Beaverton Symphony Orchestra’s season opener, Into Midnight.
Win Tickets ($56): Willi Carlisle – Winged Victory Tour w/ Olive Klug @ Aladdin Theater | Folk, Country
Carlisle’s music has always been a dance between absurdity, spectacle, and philosophy.
Win Tickets ($64): Margo Cilker w/ Jeremy Ferrara @ Aladdin Theater | Country, Americana
Margo Cilker’s sophomore album, Valley of Heart’s Delight, refers to a place she can’t return: California’s Santa Clara Valley
Win Tickets ($24): Get On Up w/ Takimba & Friends: Monster Mashup Edition @ The Goodfoot | Hip-Hop, Funk, Soul
Come in your best costume and shake it ’til the wee hours!
Win Tickets ($46): Shafty @ Mission Theater | Phish Tribute Band
Since February 2012, Shafty – Portland’s Tribute to Phish has brought masterful improv to the stage using the decades-deep Phish catalog as a trampoline for creative expression.
A BAROQUE REVELRY: Magic, Music, & Marvels of the 18th Century @ Victorian Belle | Dinner, Drinks & Baroque Entertainment
Journey to the ornately gilded period of the 18th Century for an evening of grandeur encompassing the richness of an authentic Baroque ensemble
Lipstick, Leather & Lace @ Club Privata | PNW’s Premiere Lifestyle Club
Get ready to strut into a fantasy of fierce femininity and provocative fashion.
Win Tickets ($40): Halloween Prom @ Bunk Bar | Internet Viral DJ Chi Duly, Costumes Encouraged
Are you looking for THE Halloween party this year? Come out to our Halloween themed prom at Bunk Bar Water on Saturday, October 18th!
Portland in the News: Is Portland Burning, Food Carts in Parks, Naked Bike Ride Set for Sunday & More | October 9, 2025
A new permitting program from Portland Parks & Recreation will allow food trucks and other mobile services to set up in certain city parks.
CANCELLED: Portland Trail Blazers vs OKC Thunder + Live Click Clack Podcast @ Moda Center | Meet Former WNBA Jacki Gemelos & Lindsey Yamasaki
Be part of the first-ever women’s sports podcast recorded live at a Portland Trail Blazers game.
2025 Portland Halloween @ McMenamins: Kennedy School, Cornelius Pass Roadhouse, Grand Lodge, White Eagle, Edgefield, Grand Lodge
Spooky season is finally here! Whether you’re planning a night of fun and treats, ghoulish tricks or something in between, McMenamins is ready with Halloween parties and more this month.
Wine Wednesdays @ Négociant | Weekly Wine Flights & Tastings
Wine Wednesday is now in its third year and has become a staple in our weekly routine and part of the tradition around here.
Cappella Romana presents Mass Appeal w/ Portland Youth Philharmonic @ St. Mary’s Cathedral | Stravinsky + Bruckner
Brace yourself for a sonic experience that stirs the soul and lifts the roof.
Win Tickets ($52): Rory Scovel: Know Your Enemy Tour (Late Show) @ Aladdin Theater | Comedian & Actor from ‘Physical’
Rory Scovel is an actor, comedian, and writer. His latest comedy special RORY SCOVEL: RELIGION, SEX, AND A FEW THINGS IN BETWEEN released in February, 2024 on Max.
The Great Pumpkin Run @ Springwater Corridor Trail | Halloween Costumes, Candy & More
Get ready to dress up, run in your favorite Halloween costume & snag candy at aid stations on course
Growl & Wail @ Deep End Theater | Improvised Horror Play
We love this season at Deep End Theater and we are delighted to be bringing back one of our favorite spooky shows!
Albariza Wine Bar Social @ Meatstuff/Proletariat Butchery | Charred Meaty Bones, Caviar Bumps, Fancy Cheese & More
A once a month casual good time spent mingling, drinking good wine and grazing on (sometimes unusual) meaty things at a butcher shop.
Win Tickets ($100): Sam Bush @ Aladdin Theater | Progressive Bluegrass Mandolinist
There is only one consensus pick of peers and predecessors, of the traditionalists, the rebels, and the next gen devotees. Music’s ultimate inside outsider. Or is it outside insider? There is only one Sam Bush.
Rise Up Northwest in Unity Convening @ Portland Expo Center | Safeguarding the Northwest’s Essential Life Sources
The third annual Rise Up Northwest in Unity Convening (R.U.N.) is coming to Portland!
MANY Weekend Events & Giveaways ($2,400+): Halloween, Festivals, Concerts, Comedy, Theater, Film, & More!
| Weekend
Nocino Liqueur Release Party @ New Deal Distillery | Fall Cocktail Menu, Behind-The-Scenes, Take Home This Year’s Batch
| events, Food & Drink, Free, SE Portland
The Nitemare B4 Xmas w/ The Saloon Ensemble @ Alberta Rose Theatre | Sing-A-Longs, Costume Contest, Screaming Contest
| All Ages, events, Halloween, music, NE Portland, theater
George Martin: The Beatles Scores and More @ Hallowed Halls | Rare Film, Audio & Stories of George, the Beatles, Abbey Road
| All Ages, events, Film, Lectures, music, SE Portland
Stumptown Stages presents ‘Annie’ @ Dolores Winningstad Theatre | Tony Award-Winning Musical
| All Ages, downtown, SW Portland, theater
Distinguished and Disney @ Blueprint Arts Ensemble | Music from Aladdin, Frozen, Mulan & More
| All Ages, events, music, NE Portland
Circus Soiree @ A-WOL Dance Collective | Immersive Dance Experience
| All Ages, Dance, NE Portland
Win Tickets ($92): 2000s New Years Eve Y2K Ball @ Crystal Ballroom | Two Floor Massive Dance Party
| Dance, downtown, events, music
New Portland Jobs: Stumptown Coffee, Friends of Trees, Meals On Wheels People & More
| Jobs
Win Tickets ($124): 94/7FM KNRK presents “December to Remember” w/ Dirty Heads @ Crystal Ballroom | Reggae Rock
| All Ages, downtown, events, music
Win Tickets ($38): Apes of the State w/ Pigeon Pit @ Mission Theater | Folk, Punk
| All Ages, events, music, NW Portland
The Rise of Houdini @ Experience Theatre Project | An Effervescent Burlesque & Séance to Raise the Great Houdini
| events, Food & Drink, Halloween, theater
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