MANY Portland Weekend Events & Giveaways ($1,700+): UFO Fest, Collaborence Psilocybin Conference, Drag, Wine & Dine for Hope & Joy & More!

A round up of Portland weekend events including festivals, concerts, comedy, trivia, happy hours, movies, & more!

Featured: Portland Memorial Day Weekend Events: Festivals, Fireworks, Food & Wine, Traveling

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Win Portland Tickets

• Win Tickets ($60): Taylor Rave @ Crystal Ballroom | A Taylor Swift Rave (May 24)
• Win Tickets ($50): This Will Destroy You presents: 10 Years of Tunnel Blanket @ Aladdin Theater | w/ Christopher Tignor & Ilyas Ahmed (May 25)
• Win Tickets ($24): Memorial Day Weekend with Shafty @ Goodfoot Pub & Lounge | Portland’s Tribute to Phish (May 26)
• Win Tickets ($36): CLAY @ Mission Theater | R&B, Pop, Soul (May 29)
  
• Win Tickets ($50): Avi Kaplan @ Revolution Hall | Formerly of Pentatonix, / Michael Alvarado (May 31)
• Win Passes ($190): Sabertooth Music Festival @ Crystal Ballroom | Psychedelic Stoner Rock, Elder, Frankie and the Witch Fingers & more! (May 31-June 1)
• Win Tickets ($90): Emmy and Grammy Nominee Kamasi Washington: Fearless Movement Tour @ Crystal Ballroom | Jazz Saxophonist (June 2)
• Win Tickets ($60): The Raveonettes @ Aladdin Theater | w/ Wild Pink (June 4)
• Win Tickets ($120): Parliament Funkadelic Featuring George Clinton, Dumpstaphunk @ Crystal Ballroom | Psychedelic Funk (June 1)
• Win Tickets ($94): Thompson Twins’ Tom Bailey @ Crystal Ballroom | w/ Bow Wow Wow, The Plimsouls, DJ Gregarious (June 26)
• Win Tickets ($50): ShadowGrass @ Mission Theater | Fast Picking Bluegrass (June 28)
• Win Tickets ($100): The Church, The Afghan Whigs @ Crystal Ballroom | w/ Ed Harcourt (July 6)
• Win Tickets ($44): Softcult @ Mission Theater | w/ Present (July 7)
• Win Tickets ($50): Black Sabbitch @ Mission Theater | Hand-picked Black Sabbath Tribute (July 12)
• Win Tickets ($230): Project Pabst @ Waterfront Park | Billy Idol, Big Thief, T-Pain, Denzel Curry, Violent Femmes, Gossip, Manchester Orchestra & More! (July 27-28)
• Win Tickets ($50): Petty Theft @ Mission Theater | San Francisco Tribute to Tom Petty and the Heartbreakers (Aug 9)
• Win Tickets ($80): Everclear @ Crystal Ballroom | Iconic ’90s Alt-rock, w/ Marcy Playground, Jimmie’s Chicken Shack (Sept 15)
• Win Tickets ($80): Grammy Nominee Cornelius 30th Anniversary Dream In Dream World Tour @ Crystal Ballroom | Internationally-renowned Japanese Multi-instrumentalist, Alternative (Sept 27)
• Win Tickets ($50): John Cooper Clarke @ Mission Theater | ‘Godfather of Punk Poetry’ (Oct 2)
• Win Tickets ($50): Stop Light Observations @ Mission Theater | Rock, Pop, Indie (Nov 4)
• Win Tickets ($130): The LOX 30th Anniversary Tour @ Crystal Ballroom | Hip Hop, R&B (Nov 10)
• Win Tickets ($50): Harrison Storm @ Mission Theater | Australian Indie Folk Singer/Songwriter (Nov 13)

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Portland Saturday Events, May 18

• Art: Mt. Tabor Art Walk | Meet Artists, Juried Show & Sale (more info)
• Bikes: Reach the Beach 2024 | Bike From Sauvie Island to Astoria, All Ages & Skills, Multiple Start Locations, Scenic Landscapes, Coupon/Promo Code
• Brunch: Weekend Brunch @ The EastBurn Public House | Mimosa Flights, Bloody Marys
• Community: Third Saturday @ Laurelwood Park | 1-4PM, Free Afternoon of Games, Giant Jenga, Cornhole, Ladder Toss (more info)
• Community: Oregon & SW Washington MS Society Presents Walk MS: Portland @ Moda Center | 10AM (more info)
• Cruise: Portland Spirit Sightseeing Cruises Through the Heart of Downtown Portland | Lunch, Dinner, Brunch
• Dance: Boom Arts Presents “The History of Empires” @ The Armory | A Cheerfully Nihilistic Dance/Theater Piece
• Drag: LICK: A Draglesque Experience @ Underbar in Vancouver | 9-11PM, Hosted by Savannah O Bennington
• Drinks: $7 Bulleit or Ketel One Mules @ The EastBurn Public House | 5-11PM, Inside Dining, Heated Patio, Sidewalk Cafe (more info)
• Escape Room: Escapism Portland Presents Funky Laboratory Escape Room | Find Out What Happened to Dr. Zylchov & His Cats
• Farmers Market: Hollywood Farmers Market in NE Portland | 8AM-1PM (more info)
• Farmers Market: St Johns Farmers Market | 9AM-2PM (more info)
• Farmers Market: Portland Farmers Market at Portland State University – Park Blocks
• Festival: UFO Fest @ Hotel Oregon | Featuring Former Navy Pilot Ryan Graves, Experts, Experiencers, Costume Contest, Parade & More
• Film: Late Night Showing of Rocky Horror Picture Show @ Clinton Street Theater | 11PM, Weekly Screenings Since 1978 (more info)
• Film: Pagan May @ Clinton Street Theatre | 7PM, The Wicker Man (more info)
• Jobs: Oregon Tradeswomen’s Career Fair @ NECA/IBEW Electrical Training Center | 9AM-3PM (more info)
• Music: Fox and Bones “Long Time Honey” Record Release @ Mississippi Studios | 8PM, Featuring Quick & Easy Boys, w/ Reb & the Good News (Win Tickets, $40)
• Music: Jujuba @ The Goodfoot Pub & Lounge | 9:45PM, Featuring Nojeem Lasisi, Danceable Afrobeat (more info)
• Music: Portland Peace Choir Presents Turn The World Around @ Trinity United Methodist Church | 7PM, Free (more info)
• Music: Dueling Piano Show @ Barrel Room Portland | 7PM, Vegas Style Dueling, Requests, Cocktails, Dining
• Psilocybin: Psilocybin Assisted Therapy Association Presents the Collaborence – Educate, Empower, Collaborate Conference | 9AM-5PM, In Person & Online, Addressing the Mental Health Crisis
• Roller Derby: Rose City Rollers Doubleheader @ The Hangar at Oaks Park in SE Portland | 5:30PM, All Ages,  Break Neck Betties, High Rollers, Heartless Heathers, Guns N Rollers
• Seattle: Seattle Opera Presents The Barber of Seville @ McCaw Hall | One of the Greatest Masterpieces of Comedy Within Music
• Tea: Wonderland Afternoon Tea @ Victorian Belle | Tea Service, Pastries, Gardens
• Timbers: Portland Timbers @ Minnesota United FC | 5:30PM, Where to Watch in Portland
• Wine: Celebrate Oregon Wine Month in May! | Giveaway, Regional Activities, Creamery TOUR + SIP, Dog-friendly Wineries
• Wine: Hip Chicks Do Wine Open Weekends in SE Portland | Tastings, Oldest Urban Winery in Portland
• Wine: Lone Wolf Seminar: The Wasserman Wines of Germany @ Ora Et Labora Wine Shop | 2-4PM

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Portland Sunday Events, May 19

• Art: Local Artist Showcase w/ VEWS and the Vibes @ Barrel Room Portland | 7PM (more info)
• Art: Mt. Tabor Art Walk | Meet Artists, Juried Show & Sale (more info)
• Bikes: Sunday Parkways East Portland | 11AM-4PM,  Car-Free Streets, Free Bike Tuneups, Dance Performances & More!
• Brunch: Drag Brunch @ The Pharmacy | Noon, Hosted by Devlin Lynn Phoenixx, Mimosas
• Brunch: Portland Spirit Sunday Brunch Cruise | Bottomless Champagne & Mimosas, Live Music, Locally Sourced Cuisine
• Brunch: Weekend Brunch @ The EastBurn Public House | Mimosa Flights, Bloody Marys
• Community: Free Tours at Hoyt Arboretum | 11AM-Noon, Explore the Walking Trails w/ Trained Volunteer (more info)
• Community: Free Clothing Exchange @ Kenton Church | 2-4PM (more info)
• Community: Repair Fair @ Tigard Public Library | 1-4PM (more info)
• Cruise: Portland Spirit Sightseeing Cruises Through the Heart of Downtown Portland | Lunch, Dinner, Brunch
• Dance: Boom Arts Presents “The History of Empires” @ The Armory | A Cheerfully Nihilistic Dance/Theater Piece
• Dining: $12 Burger & Pint @ The EastBurn Public House | 5-11PM, Heated Patio, SIN Night 25% off drinks & $6 Half- pound Burger (more info)
• Escape Room: Escapism Portland Presents Funky Laboratory Escape Room | Find Out What Happened to Dr. Zylchov & His Cats
• Farmers Market: Hillsdale Farmers Market | 9AM-1PM, 50+ Local Farmers & Food Artisans (more info)
• Farmers Market: Montavilla Farmers Market | 10AM-2PM
• Farmers Market: King Farmers Market in NE Portland | 10a-2p
• Film: Pagan May @ Clinton Street Theatre | 7PM, Valerie and Her Week of Wonders (more info)
• Film: Free Community Screenings @ Movie Madness | 11:30AM, 6PM & 9PM (more info)
• Games: Free Pool @ The Goodfoot Pub & Lounge | 5PM-2AM, Food & Drink Specials (more info)
• Music: Oregon Sinfonietta Concert @ Sunnyside Seventh-day Adventist Church | 3-5PM, Free (more info)
• Seattle: Seattle Opera Presents The Barber of Seville @ McCaw Hall | One of the Greatest Masterpieces of Comedy Within Music
• Tea: Wonderland Afternoon Tea @ Victorian Belle | Tea Service, Pastries, Gardens
• Trivia: ShanRock’s Triviology Presents Sunday Trivia @ The Knock Back | 7PM, Prizes
• Trivia: ShanRock’s Triviology Presents Sunday Trivia @ The EastBurn Public House | 5PM, Prizes
• Trivia: Free Trivia in SE Portland w/ Bridgetown Trivia @ Wayfinder Bar | 6:30PM
• Wine: Celebrate Oregon Wine Month in May! | Giveaway, Regional Activities, Creamery TOUR + SIP, Dog-friendly Wineries
• Wine: Build a Charcuterie Board @ Hip Chicks Do Wine | 6-7:30PM (more info)

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Upcoming Portland Events

• May 20: Wednesday @ Revolution Hall | 8PM, w/ Draag, Alternative Rock
• May 20: Monthly Acoustic Jam Session @ Rae Loft | 5:30-9:30PM
• May 20: It’s Gonna Be Okay FREE Monday Night Comedy @ The EastBurn Public House | 8PM, Hosted by Lewis Sequeira
• May 20: Laugh Basement Comedy Show @ The Goodfoot Pub & Lounge | Featuring Jamal Coleman, Hosted by Hewitt Pagenstecher, DJ BHOLT
• May 21: Lost Ox & Friends @ The Goodfoot Pub & Lounge | 9PM, Genre Blending Jammers (more info)
• May 21: Woodinville Whiskey Pairing Cocktail Dinner @ The EastBurn Public House | 6:30PM, Cozy Atmosphere, Multi-Course Curated Dinner
• May 22: Battle Beast Circus of Doom Over North America @ Revolution Hall | 8PM, w/ Blackbriar (Win Tickets, $60)
• May 22: We Three @ Aladdin Theater | 8PM, Alt-pop Trio, w/ SkyDxddy (Win Tickets, $50)
• May 22: Lip Sync Smackdown @ The Pharmacy (NW 21st) | w/ Nashville Hott (more info)
• May 22: Jam And Ping Pong @ Barrel Room Portland | 6PM (more info)
• May 22: Basement Jams @ The Goodfoot Pub & Lounge | 8PM, Hosted by José Rioseco’s House Band (more info)
• May 23: Juan’s Crowd Work Chronicles @ Rae Loft | 8PM, Comedy
• May 23: Local Artist Showcase w/ Cartoon Violence USA @ Barrel Room Portland | 6PM (more info)
• May 23: Keyed up Karaoke w/ Saint Syndrome @ Barrel Room Portland | 9PM, Pacific Northwest’s Only Piano Queen (more info)
• May 23: Portland Spirit Celebrates 30 Years with 90s-Themed Cruise | 5:30PM, Celebrating the Best of Portland, Benefit for Local Non-Profits
• May 24: Soul Stew Featuring DJ Aquaman and Friends @ The Goodfoot Pub & Lounge | 9PM, Funk, Soul, Disco (more info)
• May 24: Portland Spirit Rose Festival Fireworks Dinner Cruise | 7-9:03PM, Enjoy the Best Seats in the House
• May 24: Taylor Rave @ Crystal Ballroom | 10PM, A Taylor Swift Rave (Win Tickets, $60)
• May 24: Grupo Masato @ Barrel Room Portland | 9PM (more info)
• May 24: Portland’s Pettiest Pageant @ Escape Bar & Grill | 9-11PM, Hosted By Savannah O Bennington
• May 25: The Dinner Detective in Downtown Portland | 6-8:30PM, Largest Murder Mystery Dinner Show In The U.S., Everyone’s Suspect
• May 25: This Will Destroy You presents: Tunnel Blanket @ Aladdin Theater | 8PM, w/ Christopher Tignor & Ilyas Ahmed (more info)
• May 25: DJ Night Featuring EDM Sets – A Rainbow City Production @ Barrel Room Portland | 9PM (more info)
• May 25: Memorial Day Weekend with Shafty @ Goodfoot Pub & Lounge | 10PM, Portland’s Tribute to Phish (more info)
• May 25: UnderBar’s Underground Drag And Comedy Show in Vancouver | 9-11PM, Hosted By Savannah O Bennington
• May 25: The More Esoteric Grapes of Oregon @ Ora Et Labora Wine Shop | 2-4PM
• May 26: Memorial Day Weekend Beach Party @ Club Privata in Downtown Portland | 8PM, Pacific Northwest’s Premier Lifestyle Club
• May 26: Dancehall Reggae Party @ Barrel Room Portland | 9PM (more info)
• May 26: Memorial Day Weekend with Shafty @ Goodfoot Pub & Lounge | 10PM, Portland’s Tribute to Phish (Win Tickets, $24)
• May 26-28: Memorial Day Weekend BBQ & Wine @ Hip Chicks Do Wine | Wine Tasting
• May 27: Memorial Day Brunch @ Portland’s EastBurn Public House | 8AM-2:30PM, Large Tables, Patio, Mimosas, Eggs Benedict & More!
• May 28: The Wallflowers @ Aladdin Theater | 8PM, Rock (more info)
• May 28: Lost Ox & Friends @ The Goodfoot Pub & Lounge | 9PM, Genre Blending Jammers (more info)
• May 29: CLAY @ Mission Theater | 8PM, R&B, Pop, Soul (Win Tickets, $36)
• May 29: Jam And Ping Pong @ Barrel Room Portland | 6PM (more info)
• May 29: Thirsty City Hosted by Slurgeon @ The Goodfoot Pub & Lounge | 8PM (more info)
• May 30: Local Artist Showcase w/ Bug Complex , Drop of Honey and REI DEORA @ Barrel Room Portland | 6PM (more info)
• May 30: Keyed up Karaoke w/ Saint Syndrome @ Barrel Room Portland | 9PM, Pacific Northwest’s Only Piano Queen (more info)
• May 31: Avi Kaplan @ Revolution Hall | 8PM, Formerly of Pentatonix, w/ Michael Alvarado (Win Tickets, $50)
• May 31: Soul Stew Featuring DJ Aquaman and Friends @ The Goodfoot Pub & Lounge | 9PM, Funk, Soul, Disco (more info)
• May 31-June 1: Sabertooth Music Festival @ Crystal Ballroom | 7PM, Psychedelic Stoner Rock, Elder, Frankie and the Witch Fingers & more! (Win Passes, $190)
• May 31-June 1: Dueling Piano Show @ Barrel Room Portland | 7PM, Vegas Style Dueling, Requests, Cocktails, Dining
• May 31- June 1: NW Dance Project Presents: MOVING Stories @ Newmark Theatre | 7:30PM, 2 World Premieres, Celebrating 20 Years
• June 1: Native Youth Wellness Warriors Pow Wow @ Wingspan Event Center | 5-10PM, Free Community Meal, Drumming, Dancers, Kids Activity Table & More!
• June 1: The Victorian Belle Presents Garden Afternoon Tea | Tea Service, Pastries, Gardens
• June 1: Grand Lodge Brewfest in Forest Grove | 2-8PM, Beer, Cider, Wine, Spirits, Cocktails, Live Music & More!
• June 1-2: Oregon Renaissance Faire @ Clackamas County Event Center | 10AM-7PM, Musicians, Jugglers, Magicians, Entertainers, Jousting Tournament
• June 2: Emmy and Grammy Nominee Kamasi Washington: Fearless Movement Tour @ Crystal Ballroom | 8PM, Jazz Saxophonist (Win Tickets, $90)
• June 3: Monthly Game Night @ Rae Loft | 5-9PM
• June 4: The Raveonettes @ Aladdin Theater | 8PM, w/ Wild Pink (Win Tickets, $60)
• June 6-9: Portland Spirit Fleet Week Cruises | Lunch & Brunch, Live Music (more info)
• June 7: Build a Charcuterie Board @ Hip Chicks Do Wine | 6-7:30PM (more info)
• June 8: Jim Norton: Now You Know @ Aladdin Theater | 8PM, Comedian, Author, “The Jim Norton & Sam Roberts Show” (more info)
• June 8: Experience Theatre Project Presents Queen’s Feast Return of the Monarch @ The Butler Barn | 6-10PM, An Interactive Tudor Feast of Intrigue
• June 8: Camera Obscura @ Revolution Hall | 8PM, w/ Photo Ops (more info)
• June 8: The Dinner Detective in Downtown Portland | 6-8:30PM, Largest Murder Mystery Dinner Show In The U.S., Everyone’s Suspect
• June 8-9: Hip Chicks Do Wine Presents 2024 Rosé All Day | Rosé Flight, Frosè, Small Plates, Patio
• June 8-9: Portland Spirit Dragon Boat Races Lunch Cruise | Lunch & Brunch, Live Music (more info)
• June 8-9: Oregon Renaissance Faire @ Clackamas County Event Center | 10AM-7PM, Musicians, Jugglers, Magicians, Entertainers, Jousting Tournament
• June 10: Pokey LaFarge @ Aladdin Theater | 7PM, w/ The Tailspins, Blues, Folk, Country (more info)
• June 10: Rose City Book & Paper Fair @ Lloyd DoubleTree Portland | Featuring 60+ Booksellers, Rare & Collectible Books
• June 12: DIIV @ Revolution Hall | 8PM, w/ SASAMI & Glixen (more info)
• June 14: Parliament Funkadelic Featuring George Clinton,  Dumpstaphunk @ Crystal Ballroom | 8PM, Psychedelic Funk (Win Tickets, $120)
• June 14 & 15: The Portland Lesbian Choir Presents Love Who You Love @ First United Methodist Church of Portland | Benefit for Queer Youth
• June 15: The Victorian Belle Presents Garden Afternoon Tea | Tea Service, Pastries, Gardens
• June 15-16: Oregon Renaissance Faire @ Clackamas County Event Center | 10AM-7PM, Musicians, Jugglers, Magicians, Entertainers, Jousting Tournament
• June 16: The Damned (Night 2) @ Revolution Hall | 8PM, w/ Special Guest The Avengers, Punk (more info)
• June 16: Portland Spirit Father’s Day BBQ Brunch Cruises | Scenic Views, Live Music, Downtown Portland
• June 17: Bea Arthur is Judging You @ Chapel Theater | 7PM, Featuring the World’s Premiere Bea Arthur Impersonator Beatrix Eglantine Aurthurson
• June 19: James McMurtry @ Aladdin Theater | 8PM, w/ BettySoo (more info)
• June 19: Free Throw @ Mission Theater | 7:30PM, w/ Slow Joy, Emo, Pop Punk (more info)