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!
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Related Events & Info:
- September: Our September Events Calendar + Giveaways
- GIVEAWAYS: Win Tickets to Concerts, Comedy, Festivals, Films, Theater, & More!
- Halloween: Events, Parties, Costume Contests, Haunts, Horror Films, Activities, & Giveaways!
- Jobs: Jobs Board – Creative, Tech, Construction, Green, Marketing, Service Industry, & More
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Portland Friday Events, September 18:
- Art: Sneaky Squatch PDX Art | Find the Sasquatch art hidden around Portland (more info)
- Canby: Swan Island Dahlia Festival | 9AM-5:30PM, 50 Acres of Blooms, Live Music, Food Trucks
- Cruise: Portland Spirit Cruises | Dinner, Champagne Brunch, Sightseeing & More!
- Cruise: 7 Wonders of the Gorge @ Portland Spirit | Jet Boat Cruise, Majestic Views
- Dance: Club Curfew – 90s Edition @ Lola’s Room | 4PM, Happy Hour Dance Party w/ DJ Gregarious
- Drinks: Friday Happy Hour @ The Pharmacy on NW 21st Ave | 2-6PM, $7 Whiskey Sours (more info)
- Drag: The Crystal Gems in the Land of Ooo! @ Echo Theater Company | 7PM, Drag, Burlesque, Costume Contest
- Ducks: Oregon Ducks vs. Portland State | 7:30PM, Where to Watch in Portland + Food & Drink Specials
- Fire: Portland Fire at Golden State Valkyries | 7PM, Where to Watch in Portland + Food & Drink Specials
- Ghosts: Slabtown Tours presents A Night With Ghosts in NW Portland | 90 Minute Walking Tour, Local Paranormal History
- Happy Hour: Happy Hour Sightseeing Aboard The Portland Spirit | Boarding: 3PM, Cruising: 3:30PM – 5PM | See the city from a new perspective!
- Happy Hour: Food & Drink Specials at The Social Spoon in Downtown | 3-6PM, $2-6 Beer Selections, $6 Wells, $5 Wines, $10 Cocktails, Chili, Mac & Cheese, Salads, Pizza, Wings, Hot Dog, Cheeseburger, & more (more info)
- Newport: Newport Oregon Pride Weekend | 5-11PM Trivia Pub Night @ Bier One Brewing // 5:30PM Movie & Picnic @ Newport Recreation Center Pool, w/ Pizza, Sweets, & Drinks
- Music: EasyFolk Festival @ Portland’5 Winningstad Theatre | 7PM, Essie & The Hum, Rebecca McDade, Kenzy Peach & More
- Oktoberfest: Oktoberfest Specials @ All McMenamins Locations | Food & Drink Specials
- Oysters: Oyster Social @ Négociant on NW 21st Ave | $2 Oysters from 2-4PM, Join them for a glass of wine, a special event or peruse the market (more info
- Theater: Agatha Christie’s ‘And Then There Were None’ @ Experience Theatre Project | 7:30PM, Immersive Production of a Classic Mystery
- Tiki Cruise: Island Style Charters River Cruises | Happy Hour, City Views, Sunset Cruises, Tiki Night & City Lights, & More
- Titanic: Titanic: The Artifact Exhibition @ OMSI | 9:30AM-4PM, Real Artifacts Recovered from Titanic
- Wine: Pumpkin Spice & Everything Nice…With Wine @ Hip Chicks Do Wine | 2-7PM, Wine Flights, Pumpkin Spice Sangria, Fall Appetizers
- Woodland: Realms Unknown @ Lewis River Golf Course in Woodland, WA | 2-10PM, 3-Day, All Genre Fantasy Festival, Jousting, Marketplace & More
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Portland Saturday Events, September 19:
- Art: Sneaky Squatch PDX Art | Find the Sasquatch art hidden around Portland (more info)
- Canby: Swan Island Dahlia Festival | 9AM-5:30PM, 50 Acres of Blooms, Live Music, Food Trucks
- Cascade Locks: Bridge of the Gods Centennial Celebration in Cascade Locks @ Port of Cascade Locks | 12-8PM, A Century of Connection (more info)
- Cruise: Portland Spirit Cruises | Dinner, Brunch, Sightseeing & More!
- Cruise: Bigfoot Adventure Cruises @ Portland Spirit | Learn the History of Bigfoot on a Jet Boat
- Cruise: 7 Wonders of the Gorge @ Portland Spirit | Jet Boat Cruise, Majestic Views
- Dining: Farm to Plate Dinner @ Topaz Farm | 6:30PM, Hyper-Seasonal Food, Drinks
- Festival: Portland Weird Festival @ Oaks Park | 10:30AM-5PM, 60+ Vendors, Live Bands, Chicken Beauty Contest & More
- Film: Late Night Showing of Rocky Horror Picture Show @ Clinton Street Theater | 11PM, Weekly Screenings Since 1978 (more info)
- Forest: Lookout Landscape, an Immersive Forest-Art Exhibition @ World Forestry Center | 10AM-4PM, A new immersive art exhibition by David Buckley Borden and collaborators (more info)
- Ghosts: Slabtown Tours presents A Night With Ghosts in NW Portland | 90 Minute Walking Tour, Local Paranormal History
- Happy Hour: Happy Hour Sightseeing Aboard The Portland Spirit | Boarding: 3PM, Cruising: 3:30PM – 5PM | See the city from a new perspective!
- Lake Oswego: Lake Oswego Clean Energy & EV Fair @ 10AM-2PM, Lake Oswego United Methodist Church | Free, Test Drive EVs, Run Your Home on Clean Energy
- Market: Wicked Craft: Mabon Market @ Rae Loft | 11AM-5PM, Artisan Vendors, Pagan Harvest Festival
- Maze: Corn Maze ‘5 Kind Acts’ @ Bella Organic Farm on Sauvie Island | 9AM-5PM, Apple Cider, Trains, Petting Zoo & More
- Music: EasyFolk Festival @ Portland’5 Winningstad Theatre | 6PM, Essie & The Hum, Rebecca McDade, Kenzy Peach & More
- Music: McMenamins Presents Coda (Led Zeppelin Tribute) @ Mission Theater | 8PM, Rock & Roll
- Newport: Newport Oregon Pride Weekend | Trivia, Elton John Tribute, Queer Fun Fair & More
- Oktoberfest: Oktoberfest Specials @ All McMenamins Locations | Food & Drink Specials
- Oysters: Oyster Social @ Négociant on NW 21st Ave | $2 Oysters from 2-4PM, Join them for a glass of wine, a special event or peruse the market (more info)
- Party: End of Summer Pearl Party @ Pearl District | 11AM-4PM, Live Music, Local Food, Artisans, Activities, & More
- Shrek: Shrek Forever After at Clinton St Theater | 7PM, Shrektember Film Series (more info)
- Storytelling: 7 Deadly Sins Pants on Fire – Family Friendly @ White Eagle Saloon | 6PM, 7 True Tales, 1 Liar
- Storytelling: 7 Deadly Sins Pants on Fire – Filthy/Freaky Late Show @ White Eagle Saloon | 9PM, 7 True Tales, One Liar
- Theater: Agatha Christie’s ‘And Then There Were None’ @ Experience Theatre Project | 2PM & 7:30PM, Immersive Production of a Classic Mystery
- Thorns: Portland Thorns @ Orlando Pride | 1PM, Where to Watch in Portland
- Tiki Cruise: Island Style Charters River Cruises | Happy Hour, City Views, Sunset Cruises, Tiki Night & City Lights, & More
- Titanic: Titanic: The Artifact Exhibition @ OMSI | 9:30AM-6PM, Real Artifacts Recovered from Titanic
- Wilsonville: 3rd Annual Fresh Hop Fest @ Wilsonville Old Church & Pub | All Day, Celebrates all the best flavors of the season
- Wine: Pumpkin Spice & Everything Nice…With Wine @ Hip Chicks Do Wine | 2-7PM, Wine Flights, Pumpkin Spice Sangria, Fall Appetizers
- Woodland: Realms Unknown @ Lewis River Golf Course in Woodland, WA | 10AM-10PM, 3-Day, All Genre Fantasy Festival, Jousting, Marketplace & More
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Portland Sunday Events, September 20:
- Art: Sneaky Squatch PDX Art | Find the Sasquatch art hidden around Portland (more info)
- Brunch: Portland Spirit Sunday Brunch Cruise | Bottomless Champagne & Mimosas, Live Music, Locally Sourced Cuisine (more info)
- Canby: Swan Island Dahlia Festival | 9AM-5:30PM, 50 Acres of Blooms, Live Music, Food Trucks
- Cruise: Portland Spirit Cruises | Dinner, Brunch, Sightseeing & More!
- Cruise: 7 Wonders of the Gorge @ Portland Spirit | Jet Boat Cruise, Majestic Views
- Drag: It’s Britney….Brunch @ The Social Spoon | 12PM, Britney Spears Themed Drag Brunch (more info)
- Drag: Drag Brunch at The Pharmacy | 12PM, Hosted by Devlin Lynn Phoenixx, this is the drag brunch event you won’t want to miss!
- Festival: Circle V Portand @ Castaway | 12-5:30PM, Unforgettable Plant-Based Tasting Experience, Fundraiser
- Fire: Portland Fire at Los Angeles Sparks | 4PM, Where to Watch in Portland + Food & Drink Specials
- Forest: Lookout Landscape, an Immersive Forest-Art Exhibition @ World Forestry Center | 10AM-4PM, A new immersive art exhibition by David Buckley Borden and collaborators (more info)
- Ghosts: Slabtown Tours presents A Night With Ghosts in NW Portland | 90 Minute Walking Tour, Local Paranormal History
- Happy Hour: Happy Hour Sightseeing Aboard The Portland Spirit | Boarding: 3PM, Cruising: 3:30PM – 5PM | See the city from a new perspective!
- Karaoke: Karaoke at Dots Cafe on SE Clinton | 9PM-Late, Free (more info)
- Maze: Corn Maze ‘5 Kind Acts’ @ Bella Organic Farm on Sauvie Island | 9AM-5PM, Apple Cider, Trains, Petting Zoo & More
- Music: Kernside Serenade @ Rainbow Road (SE 28th & Ankeny) | 1-4PM, Kate Sweat, Aron Schur & Colin Ranney, Samie Jo (more info)
- Newport: Newport Oregon Pride Weekend | Trivia, Elton John Tribute, Queer Fun Fair & More
- Oktoberfest: Oktoberfest Specials @ All McMenamins Locations | Food & Drink Specials
- Oktoberfest: Oktoberfest @ Crystal Hotel | 1-7PM, Free, Live Music, Oktoberfest Lager, Food Specials
- Oktoberfest: Oktoberfest @ Ringler’s Pub | 1-7PM, Free, Live Music, Oktoberfest Lager, Food Specials
- Oysters: Oyster Social @ Négociant on NW 21st Ave | $2 Oysters from 2-4PM, Join them for a glass of wine, a special event or peruse the market (more info)
- Seahawks: Seattle Seahawks at Arizona Cardinals | 1:25PM, Week 2, Where to Watch in Portland + Food & Drink Specials
- Theater: Agatha Christie’s ‘And Then There Were None’ @ Experience Theatre Project | 1PM, Immersive Production of a Classic Mystery
- Tiki Cruise: Island Style Charters River Cruises | Happy Hour, City Views, Sunset Cruises, Tiki Night & City Lights, & More
- Titanic: Titanic: The Artifact Exhibition @ OMSI | 9:30AM-4PM, Real Artifacts Recovered from Titanic
- Trivia: Shanrock’s Triviology @ The Goodfoot | Full Bar, Food Menu, Pool
- Trivia: Free Portland Trivia w/ Bridgetown Trivia @ The Oaks Pub Pharmacy on SE Bybee in Sellwood | 6:30PM\
- Wine: Pumpkin Spice & Everything Nice…With Wine @ Hip Chicks Do Wine | 12=5PM, Wine Flights, Pumpkin Spice Sangria, Fall Appetizers
- Woodland: Realms Unknown @ Lewis River Golf Course in Woodland, WA | 10AM-6PM, 3-Day, All Genre Fantasy Festival, Jousting, Marketplace & More
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Portland Monday Events, September 21:
- Bikes: NakedHearts:PDX presents Mellow Monday Rides | 7PM, Casual Rides, Meet New People (more info)
- Comedy: Marc Price @ Mission Theater | 7PM, Comedy, Star of ‘Trick or Treat’, ‘Family Ties’
- Cruise: Portland Spirit Cruises | Dinner, Brunch, Sightseeing & More!
- Cruise: 7 Wonders of the Gorge @ Portland Spirit | Jet Boat Cruise, Majestic Views
- Drinks: Monday Happy Hour @ The Pharmacy on NW 21st Ave | 2-6PM, $7 Moscow Mules (more info)
- Ghosts: Slabtown Tours presents A Night With Ghosts in NW Portland | 90 Minute Walking Tour, Local Paranormal History
- Happy Hour: Food & Drink Specials at The Social Spoon in Downtown | 3-6PM, $2-6 Beer Selections, $6 Wells, $5 Wines, $10 Cocktails, Chili, Mac & Cheese, Salads, Pizza, Wings, Hot Dog, Cheeseburger, & more (more info)
- Maze: Corn Maze ‘5 Kind Acts’ @ Bella Organic Farm on Sauvie Island | 9AM-5PM, Apple Cider, Trains, Petting Zoo & More
- McMinnville: Free Trivia in McMinnville w/ Bridgetown Trivia @ The Pub at Grounded Table | 7PM
- Oysters: Oyster Social @ Négociant on NW 21st Ave | $2 Oysters from 2-4PM, Join them for a glass of wine, a special event or peruse the market (more info)
- Titanic: Titanic: The Artifact Exhibition @ OMSI | 9:30AM-4PM, Real Artifacts Recovered from Titanic
- Trivia: Free Trivia in Downtown Portland w/ Bridgetown Trivia @ Ringlers Pub | 7:30PM
- Trivia: Free Trivia in SE Portland w/ Bridgetown Trivia @ No Fun Bar | 7PM
- Trivia: Free Trivia in Troutdale w/ Bridgetown Trivia @ Highlands Carts | 6:30PM
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Portland Tuesday Events, September 22:
- Cruise: Portland Spirit Cruises | Dinner, Brunch, Sightseeing & More!
- Drinks: Tuesday Happy Hour @ The Pharmacy on NW 21st Ave | 2-6PM, $1 off craft beers (more info)
- Ghosts: Slabtown Tours presents A Night With Ghosts in NW Portland | 90 Minute Walking Tour, Local Paranormal History
- Fire: Portland Fire vs. Golden State Valkyries | 7PM, Where to Watch in Portland + Food & Drink Specials
- Forest: Lookout Landscape, an Immersive Forest-Art Exhibition @ World Forestry Center | 10AM-4PM, A new immersive art exhibition by David Buckley Borden and collaborators (more info)
- Ghosts: Slabtown Tours presents A Night With Ghosts in NW Portland | 90 Minute Walking Tour, Local Paranormal History
- Happy Hour: Food & Drink Specials at The Social Spoon in Downtown | 3-6PM, $2-6 Beer Selections, $6 Wells, $5 Wines, $10 Cocktails, Chili, Mac & Cheese, Salads, Pizza, Wings, Hot Dog, Cheeseburger, & more (more info)
- Maze: Corn Maze ‘5 Kind Acts’ @ Bella Organic Farm on Sauvie Island | 9AM-5PM, Apple Cider, Trains, Petting Zoo & More
- Movie: Pride & Prejudice (2005) @ Portland Center Stage The Armory: Ellyn Bye Studio Lobby | 6PM, Free, PCS Movie Night (more info)
- Music: Tuesday Night Jazz: Tracy Kim and Keilimei @ Négociant on NW 21st Ave | Doors at 5:30PM, Music 6-8PM, No cover. No reservations. (more info)
- Oysters: Oyster Social @ Négociant on NW 21st Ave | $2 Oysters from 2-4PM, Join them for a glass of wine, a special event or peruse the market (more info)
- Titanic: Titanic: The Artifact Exhibition @ OMSI | 9:30AM-4PM, Real Artifacts Recovered from Titanic
- Trivia: Shanrock’s Triviology @ Thunderbird Bar | 7PM, Patio, Vegan Food Options, Cocktails
- Trivia: Triviology @ The Snug | 7PM, Tacos, Cheap Drinks, Pinball (21+)
- Trivia: Free Trivia in Montavilla @ Beer Bunker Bar w/ Bridgetown Trivia @ Migration Brewing Glisan | 7PM
- Trivia: Free Trivia in SE Portland w/ Bridgetown Trivia @ Gift Bar | 7PM
- Trivia: Free Trivia in NE Portland w/ Bridgetown Trivia @ The Paladins League | 7PM
- Trivia: Free Trivia in NE Portland w/ Bridgetown Trivia @ Alberta Street Pub | 7PM
- Trivia: Free Trivia in NE Portland w/ Bridgetown Trivia @ Side Street | 7PM
- Trivia: Free Portland Trivia w/ Bridgetown Trivia @ The Pharmacy (NW 21st) | 7:30PM
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Portland Wednesday Events, September 23:
- Canby: Swan Island Dahlia Festival | 9AM-5:30PM, 50 Acres of Blooms, Live Music, Food Trucks
- Cruise: Portland Spirit Cruises | Dinner, Brunch, Sightseeing & More!
- Cruise: Bigfoot Adventure Cruises @ Portland Spirit | 9:15AM, Learn the History of Bigfoot on a Jet Boat
- Cruise: 7 Wonders of the Gorge @ Portland Spirit | Jet Boat Cruise, Majestic Views
- Drinks: Wednesday Happy Hour @ The Pharmacy on NW 21st Ave | 2-6PM, $7 Old Fashioneds (more info)
- Film: Community Energy Project presents ‘Grassroots to the Grid’ @ Mission Theater | 5:30PM, Locally Produced Clean Energy Documentary
- Ghosts: Slabtown Tours presents A Night With Ghosts in NW Portland | 90 Minute Walking Tour, Local Paranormal History
- Happy Hour: Food & Drink Specials at The Social Spoon in Downtown | 3-6PM, $2-6 Beer Selections, $6 Wells, $5 Wines, $10 Cocktails, Chili, Mac & Cheese, Salads, Pizza, Wings, Hot Dog, Cheeseburger, & more (more info)
- Market: People’s Food Co-op Farmers Market on SE 21st | 2-6PM, The longest running year-round market in Portland / Farmers & Producers, Prepared Foods & Services (more info)
- Maze: Corn Maze ‘5 Kind Acts’ @ Bella Organic Farm on Sauvie Island | 9AM-5PM, Apple Cider, Trains, Petting Zoo & More
- Oysters: Oyster Social @ Négociant on NW 21st Ave | $2 Oysters from 2-4PM, Join them for a glass of wine, a special event or peruse the market (more info)
- Scream: ScreamSocietyPDX at the Eastbank Esplanade between the Hawthorne Bridge and the north OMSI lot | 6PM, Free, “I scream, you scream, we all scream” (more info)
- Titanic: Titanic: The Artifact Exhibition @ OMSI | 9:30AM-4PM, Real Artifacts Recovered from Titanic
- Trivia: ShanRock’s Triviology Presents Wednesday Trivia @ Dots Cafe | 7PM, Prizes
- Trivia: Free Trivia in North Portland w/ Bridgetown Trivia @ Chapel Pub McMenamins | 7PM
- Trivia: Free Trivia in North Portland w/ Bridgetown Trivia @ Hollywood Q | 7PM
- Trivia: Free Trivia in SE Portland w/ Bridgetown Trivia @ Smitty’s Taphouse | 7PM
- Wine: Wine Wednesday: Forgotten Grapes @ Négociant on NW 21st | 5-8PM, Overlooked grapes still hanging on in very specific corners of the Loire: Menu Pineau, Romorantin, and Grolleau Gris (more info)
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Portland Thursday Events, September 24:
- Canby: Swan Island Dahlia Festival | 9AM-5:30PM, 50 Acres of Blooms, Live Music, Food Trucks
- Cruise: Portland Spirit Cruises | Dinner, Brunch, Sightseeing & More!
- Cruise: 7 Wonders of the Gorge @ Portland Spirit | Jet Boat Cruise, Majestic Views
- Drinks: Thursday Happy Hour @ The Pharmacy on NW 21st Ave | 2-6PM, $7 Margaritas (more info)
- Film: PEAKING: Psychedelics & The Pursuit of Happiness @ Cinema 21 | 7PM, Portland Premiere, Live Q&A
- Ghosts: Slabtown Tours presents A Night With Ghosts in NW Portland | 90 Minute Walking Tour, Local Paranormal History
- Happy Hour: Food & Drink Specials at The Social Spoon in Downtown | 3-6PM, $2-6 Beer Selections, $6 Wells, $5 Wines, $10 Cocktails, Chili, Mac & Cheese, Salads, Pizza, Wings, Hot Dog, Cheeseburger, & more (more info)
- Happy Valley: Thurgood @ Adrienne C. Nelson High School in Happy Valley, OR | One Man’s Fight to Change the Country
- Music: Sondre Lerche @ Mission Theater | 8PM, Indie Rock
- Oysters: Oyster Social @ Négociant on NW 21st Ave | $2 Oysters from 2-4PM, Join them for a glass of wine, a special event or peruse the market (more info)
- Shrektember: Puss in Boots at Clinton St Theater | 7PM, Shrektember Film Series (more info)
- Street Fair: Last Thursday on Alberta Street | 6-9PM, Art gallery opening parties, live music, DJs and other performances at venues, bars, event spaces. (more info)
- Tiki Cruise: Island Style Charters River Cruises | Happy Hour, City Views, Sunset Cruises, Tiki Night & City Lights, & More
- Titanic: Titanic: The Artifact Exhibition @ OMSI | 9:30AM-4PM, Real Artifacts Recovered from Titanic
- Trivia: Shanrock’s Triviology Presents Thursday Trivia @ Thunderbird Mississippi | 7PM, Prizes
- Trivia: ShanRock’s Triviology Presents Thursday Trivia @ BareBones | 7PM, Prizes
- Trivia: Free Trivia in NE Portland w/ Bridgetown Trivia @ Broadway Pub | 7PM
- Trivia: Free Trivia in SE Portland w/ Bridgetown Trivia @503 Distilling | 7PM