MANY Portland Weekend Events & Giveaways ($2,300+): Concerts, Comedy, Theater, Film, & More!

A round up of what’s going on in Portland this weekend including festivals, concerts, comedy, trivia, happy hours, movies, & more!

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GIVEAWAYS: Win Tickets to Concerts, Comedy, Festivals, Films, Theater, & More!

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Portland Friday Events, May 16

• Comedy: Juno Birch: The Probed Tour @ Aladdin Theater | Alien Drag, Comedy
• Cruise: Portland Spirit Cruises | Dinner, Champagne Brunch, Sightseeing & More!
• Dance: Soul Stew Featuring DJ Aquaman and Friends @ The Goodfoot Pub & Lounge | 9PM, Funk, Soul, Disco (more info)
• Derby: Rose City Rollers: Wreckers vs. Gresham Alter Egos @ The Hangar at Oaks Amusement Park | 8 PM (doors at 7 PM) Theme: Superheroes
• Drinks: Old Fashion Fridays @ The EastBurn Public House | 8AM-11PM, Inside Dining, Heated Patio, Sidewalk Cafe (more info)
• Exhibit: What the Log Saw: Honoring the legacy of Catherine “The Log Lady” Coulson @ World Forestry Center’s Discovery Museum | 10AM-4PM (more info)
• Farm: Spring Fun @ Frog Pond Farm | Wednesday-Sunday, 9am-5pm | Bounce Park, Farm Animals, Llama Walks, Tours
• Film: Galaxy of Terror (1981) @ Clinton St Theater | 7PM, A visceral and nightmarish sci-fi dystopia film (more info)
• Film: Filmed By Bike Festival @ Hollywood Theater | 3 Days of Bike Films
• Music: Neal Francis – Return to Zero Tour w/ Color Green @ Revolution Hall | Psychedelic, Rock, Indie
• Music: Cold at Mission Theater | Post-Grunge, Alt Metal, Nu Metal
• Theater: The Nature Ten Minute Play Festival @ Alberta Abbey | 7PM, All Ages, 6 Plays + Live Music
• Theater: The Other Place @ 21ten Theatre in SE Portland | 7:30PM, A Medical Researcher’s Health, Homelife & Workplace are Shaken
• Theater: Experience Theatre Project presents Boeing Boeing in Aloha, OR | 7:30PM, Take a plane ride back in time to a 1960 Paris apartment in this Immersive Comedy Farce! 
• Theater: The Storyteller @ Artists Repertory Theatre | 7:30PM, World Premiere, Inspired by Shakespeare’s ‘The Tempest’
• Wine: Hip Chicks Do Wine Open Weekends in SE Portland | Tastings, Oldest Urban Winery in Portland

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Portland Saturday Events, May 17

• Art: Mt. Tabor Art Walk | ceramics, fiber art, glass, jewelry, mixed-media, painting, photography, sculpture (more info)
• Brunch: Weekend Brunch @ The EastBurn Public House | Mimosa Flights, Bloody Marys
• Cruise: Portland Spirit Cruises | Dinner, Champagne Brunch, Sightseeing & More!
• Derby: Rose City Rollers: RCR All Stars: Wheels vs. Justice @ Hangar at Oaks Amusement Park  | Doors @ 6pm, Game @ 7pm
• Drinks: $9 Bulleit or Ketel One Mules @ The EastBurn Public House | 5-11PM, Inside Dining, Heated Patio, Sidewalk Cafe (more info)
• Exhibit: What the Log Saw: Honoring the legacy of Catherine “The Log Lady” Coulson @ World Forestry Center’s Discovery Museum | 10AM-4PM (more info)
• Farm: Spring Fun @ Frog Pond Farm | Wednesday-Sunday, 9am-5pm | Bounce Park, Farm Animals, Llama Walks, Tours
• Film: Filmed By Bike Festival @ Hollywood Theater | 3 Days of Bike Films
• Film: Late Night Showing of Rocky Horror Picture Show @ Clinton Street Theater | 11PM, Weekly Screenings Since 1978 (more info)
• Market: Hollywood Farmers Market in NE Portland | 9AM-1PM (more info)
• Music: Portland Cello Project @ Revolution Hall | Sunshine & Stars feat. Music of Weezer and Stevie Wonder
• Music: Get On Up w/ Takimba @ The Goodfoot Lounge | Classic Hiphop, Funk, Soul & Electronic Dance Cuts (more info)
• Music: Cappella Romana presents Passion & Resurrection @ St. Mary’s Cathedral in Downtown | 7:30PM, 40+ Singers, String Quartet, Bells
• Mystery: The Dinner Detective at Embassy Suites in Downtown Portland | 6-8:30PM, Largest Murder Mystery Dinner Show In The U.S.
• Run: American Lung Association’s 35th annual Reach the Beach | 6AM-5PM, Choose from 4 route lengths, Use code ‘RTBOR25’ for $10 off registration (more info)
• Sandler: Sandler in the Park @ Cathedral Park | 3PM, Free, Dress Like Your Favorite Adam Sandler Character (more info)
• Seattle: Seattle Opera presents Tosca @ McCaw Hall | 7:30pm, Giacomo Puccini’s Melodrama
• Theater: The Nature Ten Minute Play Festival @ Alberta Abbey | 7PM, All Ages, 6 Plays + Live Music
• Theater: The Storyteller @ Artists Repertory Theatre | 2PM & 7:30PM, World Premiere, Inspired by Shakespeare’s ‘The Tempest’
• Theater: The Other Place @ 21ten Theatre in SE Portland | 7:30PM, A Medical Researcher’s Health, Homelife & Workplace are Shaken
• Theater: Experience Theatre Project presents Boeing Boeing in Aloha, OR | 7:30PM, Take a plane ride back in time to a 1960 Paris apartment in this Immersive Comedy Farce! 
• Twin Peaks: Log Lady Day @ World Forestry Center Discovery Museum | 10AM-4PM, Log Lady Look-Alike Contest @ 1PM (more info)
• Wine: Hip Chicks Do Wine Open Weekends in SE Portland | Tastings, Oldest Urban Winery in Portland

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Portland Sunday Events, May 18

• Art: Mt. Tabor Art Walk | ceramics, fiber art, glass, jewelry, mixed-media, painting, photography, sculpture (more info)
• Art: Drink & Draw Upstairs @ The Goodfoot Pub & Lounge | 7PM, 21+ (more info)
• Bikes: Southwest Portland Sunday Parkways | 11AM-4PM, (more info)
• 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: Cascadia Day Portland 2025: The Resilience Movement @ Alberta Park | 1-5PM, Free, Speakers, Yoga, Storytelling, Music (more info)
• Dining: $13 Burger & Pint @ The EastBurn Public House | 5-11PM, Heated Patio, SIN Night 25% off drinks & $6 Half- pound Burger (more info)
• Exhibit: What the Log Saw: Honoring the legacy of Catherine “The Log Lady” Coulson @ World Forestry Center’s Discovery Museum | 10AM-4PM (more info)
• Farm: Spring Fun @ Frog Pond Farm | Wednesday-Sunday, 9am-5pm | Bounce Park, Farm Animals, Llama Walks, Tours
• Film: Filmed By Bike Festival @ Hollywood Theater | 3 Days of Bike Films
• 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)
• Market: Hillsdale Farmers Market | 9AM-1PM, 50+ Local Farmers & Food Artisans (more info)
• Market: Montavilla Farmers Market at SE Stark & 76th | 10AM-2PM, 60 local farms and food vendors (more info)
• Music: Bach Cantata Choir’s Season Finale @ at Rose City Park Presbyterian Church | 2PM, Free (more info)
• Music: Cappella Romana presents Passion & Resurrection @ Our Lady of the Lake Parish in Lake Oswego | 3PM, 40+ Singers, String Quartet, Bells
• Opera: Portland Opera presents Falstaff @ Keller Auditorium | 2PM, Giuseppe Verdi, Inspired by Shakespeare’s Henry IV and The Merry Wives of Windsor
• Seattle: Seattle Opera presents Tosca @ McCaw Hall | 2pm, Giacomo Puccini’s Melodrama
• Theater: The Other Place @ 21ten Theatre in SE Portland | 2PM, A Medical Researcher’s Health, Homelife & Workplace are Shaken
• Theater: Experience Theatre Project presents Boeing Boeing in Aloha, OR | 1PM, Take a plane ride back in time to a 1960 Paris apartment in this Immersive Comedy Farce! 
• Theater: The Storyteller @ Artists Repertory Theatre | 2PM, World Premiere, Inspired by Shakespeare’s ‘The Tempest’
• 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: Hip Chicks Do Wine Open Weekends in SE Portland | Tastings, Oldest Urban Winery in Portland

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Upcoming & Featured Portland Events

• Next Week: Concerts, Comedy, Trivia, Theater, Happy Hours, & More!
• May: Our May Events Calendar
• Giveaways: Win Portland STUFF: Prizes, Concert Tickets, Gift Cards, Food & Drink