Portland 2024 Labor Day Weekend Events: Cruises, Brunch, Food, Drink, Ice Cream & More!

The 2024 Labor Day Weekend takes place August 30-September 2. There are many great Portland and Oregon events all weekend. As always, we have a large list of events and tips for you to enjoy the city or travel.

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Related Portland Events & Giveaways

• Win Tickets ($79): Eugene Mirman: An Evening of Whimsy and Mild Grievances @ Aladdin Theater | Bob’s Burgers, Archer, Broad City (Sept 7)
• Win Tickets ($90): Oregon Celtic Festival in Canby | Folk & Fiddle, Ale House, Whiskey Tasting, Food Court, Marketplace, Camping & More! (Sept 13-15)
• Win Tickets ($110): Literary Arts Presents Connie Chung in Conversation @ Arlene Schnitzer Concert Hall | Pioneering News Anchor and Reporter, 1st Woman to Co-anchor The CBS Evening News (Sept 25)
• Games: Portland Retro Gaming Expo @ Oregon Convention Center | Thousands of Free Games to Play, Museum, Auction, Tournament, Cosplay & More! (Sept 27-29)
• Street Fair: St. Johns Boosters Presents St. Johns Fall Fling | 11AM-2PM, District-wide Celebration, Art, Music & More! (Sept 21)

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All 2024 Portland Labor Day Weekend Events:

• All Weekend: Bella Organic Presents “Thank You Teachers” Corn Maze in NW Portland | Free For School Staff, Petting Zoo, Food, Wine, Beer, Cider
• All Weekend: Escapism Portland Presents Magician’s Menagerie Escape Room | Learn the Magician’s Tricks to Prove His Innocence
• All Weekend: Bella Organic U-Pick Blueberries on Sauvie Island | 9AM-5PM
• All Weekend: Portland Spirit Heart of Portland Sightseeing Happy Hour Cruise | 3:30PM, Drinks, Appetizers, Historical Narration (No Cruise Sept 2)
• All Weekend: Portland Spirit Presents Bigfoot Adventure Cruise | Narrated by Animal Planet’s Cliff Barackman, Downtown to Multnomah Falls
• All Weekend: Portland Spirit Presents 7 Wonders of the Gorge Cruise | Portland to Multnomah Falls Aboard The Explorer Jetboat
• All Weekend: Portland Spirit Cruises | Dinner, Champagne Brunch, Sightseeing & More!
• All Weekend: Vaux’s Swifts Watch @ Chapman School in NW Portland | Pictures & Video
• Aug 30: Old Fashion Fridays @ The EastBurn Public House | 8AM-11PM, Inside Dining, Heated Patio, Sidewalk Cafe (more info)
• Aug 30: Hawthorne Ghost Tour | 7-9PM, Spooky & Real-life Stories of Portland’s Old Red Light District
• Aug 30: Last Friday Butcher’s Burger at Proletariat Butchery on SE Foster | 4-8PM, Fresh Local Beef (more info)
• Aug 30: KMHD DJ @ Beer Bunker | 8PM, Free, Montavilla Jazz Festival (more info)
• Aug 30: Montavilla Jazz Festival Student Stages in SE Portland | 5PM, 6PM, 7PM, Free (more info)
• Aug 30: Montavilla Jazz Festival Opening Night w/ Julana Torres’ La Colorá featuring Carmelo Torres @ Tabor Park | 6:30PM, Free (more info)
• Aug 30: Montavilla Jazz Festival & Driveway Jazz presents Olivia Fields Quartet in SE Portland | 4PM (more info)
• Aug 30: Montavilla Jazz Festival Opening Night w/ Unearthing the Extraordinary: PJCE featuring Christopher Brown @ Tabor Park | 8PM (more info)
• Aug 30: Fred Cole’s Birthday Celebration @ Crystal Ballroom | w/ Toody Cole and Friends, Jenny Don’t & the Spurs, Monica Nelson & The Jack London Trio (Win Tickets, $40)
• Aug 30: The Polyphonic Spree @ Aladdin Theater | 8PM, w/ Special Guest Another Michael, Choral Rock (Win Tickets, $60)
• Aug 30: Ted Leo and the Pharmacists – Shake The Sheets 20th Anniversary @ Revolution Hall | 8PM, w/ Diners, Indie Rock (Win Tickets, $50)
• Aug 30: Multnomah County REACH Presents Reclaiming Black Joy @ Dawson Park | Noon-4PM, Free, Weekend, Community, Food, Music, Poetry, Fun Activities & more!
• Aug 30: Soul Stew Featuring DJ Aquaman and Friends @ The Goodfoot Pub & Lounge | 9PM, Funk, Soul, Disco (more info)
• Aug 30: Free Outdoor Summer Movies in the Park – A Million Miles Away @ Sewallcrest Park | 7:30PM
• Aug 30: Watch Indiana Fever vs Chicago Sky @ Automatic Bar | 4:30PM (more info)
• Aug 30: Free Outdoor Summer Concerts in the Park – Bottleneck Blues Band @ Columbia Park | 6:30PM, Electric Dance Blues
• Aug 30: Portland Thorns vs Bay FC | 7PM, Where to Watch in Portland
• Aug 30: Free Outdoor Movies @ Daubenspeck Park in Bingen | Dusk, Centennial Summer Celebration
• Aug 30: Kickstand Comedy Presents Free Comedy in the Park @ Laurelhurst Park | 6:30PM, Hosted by Julia Corral & Rachelle Cochran (more info)
• Aug 30-31: Dueling Piano Show @ Barrel Room Portland | 7PM, Vegas Style Dueling, Requests, Cocktails, Dining
• Aug 30-31: Bella Organic Presents Sunflower Festival | U-Pick Flowers, Photo Opportunities, Summer Bounty
• Aug 30-Sept 1: World Forestry Center Presents Tree People | 11AM-4PM, Spotlighting the Sacred Connection Between People & Trees
• Aug 30-Sept 1: Cirque du Soleil Presents KOOZA Under the Big Top at the Portland Expo Center | Sheer Magic, Daredevil Performances, Mischievous Clowns & More!
• Aug 30-Sept 1: Hip Chicks Do Wine Open Weekends in SE Portland | Tastings, Oldest Urban Winery in Portland
• Aug 31: Late Night Showing of Rocky Horror Picture Show @ Clinton Street Theater | 11PM, Weekly Screenings Since 1978 (more info)
• Aug 31: Rosewood Saturday Celebrations | Noon-4PM, The Rosewood Initiative’s East Portland Makers’ Market & Resource Fair
• Aug 31: Southern Culture on the Skids @ Aladdin Theater | 8PM, Rock, Psychobilly (Win Tickets, $50)
• Aug 31: Rose City Rollers Presents Adult Intro to Derby | 8-10AM, Learn Basic Skills w/ a Roller Derby Flair
• Aug 31: Kim Gordon: The Collective @ Revolution Hall | 8PM, w/ Moor Mother, Hip Hop, Trap (Win Tickets, $70)
• Aug 31: Spokoma Fest in SE Portland | 4-10PM, End of Summer Block Party Featuring Live Music by Jermaine, Karaoke, Food, Drinks (more info)
• Aug 31: KMHD DJ @ Beer Bunker | 8PM, Free, Montavilla Jazz Festival (more info)
• Aug 31: KMHD DJ @ Montavilla Plaza | 8PM, Free, Montavilla Jazz Festival (more info)
• Aug 31: Animals Attack @ Clinton Street Theatre | 7PM, Snakes on a Plane (more info)
• Aug 31: Montavilla Jazz Festival Presents Concerts in Montavilla Plaza with SoundsTruck NW | 4PM, w/ Adriana Wagner Quartet (more info)
• Aug 31: Montavilla Jazz Festival Student Stages in SE Portland | 5PM, 6PM, 7PM, Free (more info)
• Aug 31: Montavilla Jazz Festival Presents Concerts in Montavilla Plaza with SoundsTruck NW | Noon, w/ Ross Garlow’s Big Water (more info)
• Aug 31: Montavilla Jazz Festival Presents Jam Sessions Hosted by AJAM @ Beer Brats & Beats | 3PM (more info)
• Aug 31: Portland Timbers vs Seattle Sounders FC | 7:30PM, Where to Watch in Portland
• Aug 31: Free Outdoor Summer Concerts in the Park – Providence Stage Band @ Grant Park | 6:30PM, Big Band Sounds From the 40s to Today
• Aug 31: Free Outdoor Summer Movies in the Park – Barbie @ Hamilton Park | 7:30PM
• Aug 31: Hollywood Farmers Market in NE Portland | 8AM-1PM (more info)
• Aug 31: Rocky Butte Farmers Market | 9AM-1PM (more info)
• Aug 31: St. Johns Farmers Market | 9AM-2PM (more info)
• Aug 31: Sellwood Moreland Farmers Market | 10AM-2PM (more info)
• Aug 31: Woodlawn Neighborhood Farmers Market | 10AM-2PM (more info)
• Aug 31: Portland Farmers Market at Portland State University – Park Blocks
• Aug 31: $7 Bulleit or Ketel One Mules @ The EastBurn Public House | 5-11PM, Inside Dining, Heated Patio, Sidewalk Cafe (more info)
• Aug 31-Sept 1: Weekend Brunch @ The EastBurn Public House | Mimosa Flights, Bloody Marys
• Aug 31-Sept 2: Art In The Pearl Fine Arts & Crafts Festival | Featuring 120+ Juried Artists
• Sept 1: Free Pool @ The Goodfoot Pub & Lounge | 5PM-2AM, Food & Drink Specials (more info)
• Sept 1: $12 Burger & Pint @ The EastBurn Public House | 5-11PM, Heated Patio, SIN Night 25% off drinks & $6 Half- pound Burger (more info)
• Sept 1: Drink & Draw Upstairs @ The Goodfoot Pub & Lounge | 7PM, 21+ (more info)
• Sept 1: Multco REACH Presents The People’s Market in SE Portland | 1-5PM, Vibrant Music, Food, Fresh Local Produce, Jewelry, Art & More!
• Sept 1: Bridge City Block Party in SE Portland | 5PM, Sullivan King, Boogie T, Dirt Monkey, Delta Heavy, Fred V, Blvcksmith
• Sept 1: ShanRock’s Triviology Presents Sunday Trivia @ The EastBurn Public House | 5PM, Prizes
• Sept 1: Free Trivia in SE Portland w/ Bridgetown Trivia @ Wayfinder Bar | 6:30PM
• Sept 1: Portland Spirit Sunday Brunch Cruise | Bottomless Champagne & Mimosas, Live Music, Locally Sourced Cuisine
• Sept 1: Free Yoga at the Park @ Director Park | 9-10AM, w/ Jewel Yoga (more info)
• Sept 1: Living Wage Fund Cookout @ People’s Food Co-op | 4-7PM, Vegetarian, Vegan, Drinks, Fun (more info)
• Sept 1: Free Community Screenings @ Movie Madness | 11:30AM, 6PM & 9PM (more info)
• Sept 2: Come Thru Black & Indigenous Market in SE Portland | 3-7PM (more info)
• Sept 1: Hanabi Japanese Film Festival @ Clinton Street Theatre | 7PM, The Castle of Caglisotro (more info)
• Sept 1: Hanabi Japanese Film Festival @ Clinton Street Theatre | 3PM, High and Low (more info)
• Sept 1: Free First Sundays @ The Japanese American Museum of Oregon | 11AM-4PM (more info)
• Sept 1: A-Ron The DJ @ 5 & Dime Bar | 2-8PM, House, Disco, Downtempo, Triphop, Hot Dogs, Cocktails, Slushies, Dancing (more info)
• Sept 1: Watch Indiana Fever vs Dallas Wings @ Automatic Bar | 1PM (more info)
• Sept 1: Montavilla Jazz Festival Presents Concerts in Montavilla Plaza with SoundsTruck NW | 4PM, w/ DoubleDash (more info)
• Sept 1: Montavilla Jazz Festival Presents Concerts in Montavilla Plaza with SoundsTruck NW | Noon, w/ Rivkah Ross Quartet (more info)
• Sept 1: Montavilla Jazz Festival Student Stages in SE Portland | 5PM, 6PM, 7PM, Free (more info)
• Sept 1: Montavilla Jazz Festival Presents Jam Sessions Hosted by AJAM @ Beer Brats & Beats | 3PM (more info)
• Sept 1: KMHD DJ @ Beer Bunker | 8PM, Free, Montavilla Jazz Festival (more info)
• Sept 1: KMHD DJ @ Montavilla Plaza | 1PM, Free, Montavilla Jazz Festival (more info)
• Sept 1: Free Tours at Hoyt Arboretum | 11AM-Noon, Explore the Walking Trails w/ Trained Volunteer (more info)
• Sept 1: Hillsdale Farmers Market | 9AM-1PM (more info)
• Sept 1: Woodstock Farmers Market in SE Portland | 10AM-2PM (more info)
• Sept 1: Milwaukie Farmers Market | 9:30AM-2PM (more info)
• Sept 1: Montavilla Farmers Market Guidelines & Info
• Sept 1: King Farmers Market in NE Portland | 10a-2p
• Sept 1: Lents International Farmers Market in SE Portland | 9AM-2PM
• Sept 2: Labor Day Brunch @ The Eastburn Public House | 8AM-3PM, $3 Mimosa Refills
• Sept 2: Portland Spirit Presents Yacht Rock Cruise in Downtown Portland | 2:45PM, Featuring DJ Scott Tom Playing Hits of the 70s & 80s
• Sept 2: ShanRock’s Triviology Presents Monday Trivia @ Waypost | 7PM, Prizes
• Sept 2: Free Trivia in Downtown Portland w/ Bridgetown Trivia @ Ringlers Pub | 7:30PM
• Sept 2: Free Trivia in SE Portland w/ Bridgetown Trivia @ No Fun Bar | 7PM
• Sept 2: NakedHearts:PDX presents Mellow Monday Rides | 7PM, Casual Rides, Meet New People (more info)
• Sept 2: Hanabi Japanese Film Festival @ Clinton Street Theatre | 7PM, Battle Royale (more info)
• Sept 2: Hanabi Japanese Film Festival @ Clinton Street Theatre | 2PM, Lady Snowblood and the Song of Vengeance (more info)

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