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

Memorial Day takes place on May 25, 2026. See our huge list of weekend events to enjoy your  weekend.

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2026 Memorial Day Weekend Events:

• All Weekend: Portland Rose Festival | Fireworks, CityFair, Fun Runs, Parades & More (Win Tickets, $240)
• All Weekend: The SpongeBob Musical @ Portland Playhouse | Tony Award-Winning Musical. Runs Through June 7
• All Weekend: Portland Spirit Sightseeing Cruises Through the Heart of Downtown Portland | Lunch, Dinner, Brunch
• All Weekend: Rumors by Neil Simon @ Experience Theatre Project in Aloha OR | 4 New York Power Couples Experience A Severe Attack of Farce (Win Tickets, $90)
• All Weekend: Brunch @ The EastBurn | 8AM-2:45PM, Large Tables, Patio, Mimosas, Eggs Benedict & More! No reservations needed (more info)
• Friday – Sunday: Hip Chicks Do Wine Open Weekends in SE Portland | Tastings, Oldest Urban Winery in Portland
• May 22: Portland Rose Festival Opening Night Fireworks @ Tom McCall Waterfront Park | Best Places to Watch, Photos, Video, Schedule
• May 22: Laughs PDX presents Tits & Giggles @ Curious Comedy | 9:30PM, A Drag & Comedy Show Featuring some of your Favorite Local Comedians and Drag Performers!
• May 22: Melody’s Echo Chamber – Unclouded Tour w/ Strange Lot @ Revolution Hall | 8PM, French Indie, Gospel (Win Tickets, $86)
• May 22: Fireworks River Cruise Memorial Day Weekend @ Island Style Charters | 7:30PM, 3 Hour Tiki Cruise (more info)
• May 22: Astoria –Historic Vessels Guided Tour @ Columbia River Maritime Museum in Astoria | 11AM, Celebrate National Maritime Day with a special tour highlighting the Museum’s historic vessels.
• May 22: Rose Festival Fireworks Dinner Cruise @ Portland Spirit | 6:30PM, Sunset Cruise + Plated Dinner
• May 22 & 23: Non-Fiction Book Flash Sale @ Rose City Reads | 11AM-5PM, Free, 1/2 Off History, Cooking, Crafts, Sports & More!
• May 22-24: Memorial Day Weekend Wine & BBQ at @HipChicksDoWine in SE Portland | To-Go Sangria, Wine Tasting, Discounts
• May 22-25: Portland Rose Festival CityFair @ Portland Waterfront | Rides, Games, Classic Fair Food (more info)
• May 23: Bend – Bend Brews & Beyond @ Drake Park in Bend OR | 50+ Breweries, NA Options, Food (Win Tickets, $101)
• May 23: Decadent 80s @ Crystal Ballroom | 8PM, Portland’s Longest Running 80s Night (Win Tickets, $22)
• May 23: Portland Fire at Toronto Tempo| 3PM, Where to Watch in Portland + Food & Drink Specials
• May 23: Astoria – Model Boat Sailing Season Opens @ Columbia River Maritime Museum in Astoria | 12-2PM, Head to the Warnock Model Boat Pond for R/C sailboat rentals
• May 23: Grape Culture @ PAM CUT Tomorrow Theater | 7PM, 18+, Tragic Comedy w/ Toni Nagy and Seraphina Supernova
• May 23: Spring Workshops @ PAM CUT in Downtown | 10am – 2pm, Moving Pictures // Zines, Artist Books, & Visual Storytelling
• May 23: Island Style Charters River Memorial Day Weekend Cruises | 9:30AM &/or 2PM, City Views Day Cruise // 4:30PM, Tiki Boat Party Float Happy Hour // 6:30PM, Sunset Cruise & Willamette River Tour // 9:30PM, Tiki Night & City Lights (21+)
• May 23: Spring Workshops @ PAM CUT in Downtown | 10am – 2pm, Moving Pictures // Zines, Artist Books, & Visual Storytelling
• May 24: Island Style Charters River Memorial Day Weekend Cruises | 9:30AM &/or 2PM, City Views Day Cruise // 6:30PM, Sunset Cruise & Willamette River Tour // 9:30PM, Tiki Night & City Lights (21+)
• May 24: Astoria – Must-See Museum Tour @ Columbia River Maritime Museum in Astoria | 11AM, Discover the Museum’s most notable artifacts on this highlights tour
• May 24: Alt Bloom @ Mission Theater | 8PM, Alternative Soul (Win Tickets, $46)
• May 25: NakedHearts:PDX presents Mellow Monday Rides | 7PM, Casual Rides, Meet New People (more info)
• May 25: Portland Fire at New York Liberty | 5PM, Where to Watch in Portland + Food & Drink Specials
• May 25: Island Style Charters River Memorial Day Weekend Cruises | 9:30AM &/or 2PM, City Views Day Cruise // 6:30PM, Sunset Cruise & Willamette River Tour
• May 25: It’s Gonna Be Okay FREE Monday Night Comedy @ The EastBurn Public House | 8PM, Hosted by Lewis Sequeira (more info)

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Related Events & Info:

• Calendar: May Events Calendar & Giveaways
• Travel: Willamette Valley, Columbia Gorge, Oregon Coast, Bend

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