Portland 2026 Labor Day Weekend Events: Brunch, Food & Drink, Festivals, Oregon Coast, Willamette Valley

The 2026 Labor Day Weekend takes place September 4-7. 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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All 2026 Portland Labor Day Weekend Events:

• All Weekend: Cannon Beach – Loma Sauna House Now Open in Cannon Beach | 10AM-6PM, 10% Discount, Cold Plunge, Massage & More
• All Weekend: Wilsonville – Spend the Day at the Farm @ Frog Pond Farm | 9AM-5PM, Visit, Feed, and Interact with 80+ Animals
• All Weekend: Portland Spirit Cruises | Dinner, Brunch, Sightseeing & More!
• All Weekend: Hip Chicks Do Wine Open Weekends in SE Portland | Local Discount, Tastings, Oldest Urban Winery in Portland
• All Weekend: Titanic: The Artifact Exhibition @ OMSI | 9:30AM-4PM, Real Artifacts Recovered from Titanic (Win Tickets, $60)
• All Weekend: 7 Wonders of the Gorge @ Portland Spirit | Jet Boat Cruise, Majestic Views
• All Weekend: 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)
• September 4: First Friday Art Walk in East Side Arts District | 6-9PM, Free, Art Openings, Performances, Live Music at 23 Independent Galleries, Shops, and Studios (more info)
• September 4-6: Labor Day Weekend Wine & BBQ @ Hip Chicks Do Wine | Exceptional Wine, Mouth Watering BBQ, Discounts
• September 4: Typhoon at Topaz Farm | 6PM, Live Summer Concert Series on Sauvie Island
• September 4: McMenamins Presents Madison Ryann Ward @ Mission Theater | Doors: 7PM, Show: 8PM, Contemporary Christian, Pop + R&B (Win Tickets, $86)
• September 5–7: Art In The Pearl Fine Arts and Craft Festival @ North Park Blocks | Free, Portland’s largest outdoor art fair! Celebrating 30 years of bringing art to the community 
• September 6: Free First Sundays @ The Japanese American Museum of Oregon | 11AM-4PM (more info)
• September 6: Portland Thorns vs Washington Spirit @ Providence Park | 1PM, Where to Watch in Portland
• September 6: Bikini Kill @ Crystal Ballroom | 8PM, Feminist Punk Rock (Win Tickets, $114)
• September 7: Mt Tabor Monday @ Mt. Tabor Park | 6-8PM, Zach Markezich of Smile Pile, Erina McLaren (more info)
• September 7: Canby – Swan Island Dahlia Festival | 9AM-5:30PM, 50 Acres of Blooms, Live Music, Food Trucks

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Related Portland Events and Info:

• Events Calendar: Check out our full calendar of Portland Events & Ticket Giveaways
• Swifts: Pictures and Video of the Vaux’s Swifts Watch @ Chapman School

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