All Ages
Win Tickets ($60): Great Lake Swimmers’ Caught Light Tour 2026 @ Mission Theater | Indie-Folk
October 30 – Featuring a blend of acoustic instruments, rural soundscapes, and wistful vocals, Great Lake Swimmers are a critically acclaimed indie-folk group led by Tony Dekker.
Read MoreWin Tickets ($270): 2026 Kasayahan Filipino American Festival Portland @ Pioneer Courthouse Square | APL.DE.AP of The Black Eyed Peas, Fashion Show, Food Vendors & More
September 12 – Filipino American music icon APL.DE.AP of the Black Eyed Peas is coming to Portland to headline Kasayahan 2026: Filipino American Festival Portland — Oregon’s first and only Filipino festival in the heart of downtown Portland.
Read MoreWin Tickets ($80): 2026 Oktoberfest Brewfest @ McMenamins Kennedy School | German Food & Drink, Live Music
September 26 – Raise a handcrafted ale as you dance the polka! Oktoberfest meets McMenamins brewfest at this fall festival of German-style beer, food, music and fun.
Read MoreRadical Harvest Craft Faire & Community Center @ SymbiOp Garden Shop | 40+ Local Makers, Giveaways, Food Pantry
September 5-6 – Radical Harvest is more than a craft fair – it’s a pop-up community center!!
Read MoreSlabtown Tours presents A Night with Ghosts in Northwest Portland | 90 Minute Walking Tour, Local Paranormal History
September 4-October 31 – Uncover Northwest Portland’s eerie heritage on A Night with Ghosts, a compelling 90-minute walking tour led by expert urban historian Dr. Tanya Lyn March.
Read MoreWin Tickets ($110): 2026 Easyfolk Festival @ Portland’5 Winningstad Theatre | Essie & The Hum, Rebecca McDade, Kenzy Peach & More
September 18-19 – This celebration of Portland music spans two nights of music with seven total bands.
Read MoreWin Tickets ($76): Everyone Orchestra Conducted by Matt Butler @ Mission Theater | Danceable Grooves Created on the Fly
October 23 – Everyone Orchestra is a masterfully conducted, fully spontaneous explosion of live music created by a rotating cast of world renowned musicians and led by conductor Matt Butler.
Read MoreEnd of Summer Pearl Party @ Pearl District | Live Music, Local Food, Artisans, Activities, & More
September 19 – Party in the Pearl returns, transforming NW 13th Avenue between Hoyt and Irving into a lively neighborhood celebration.
Read MoreWin Tickets ($22): 2026 Corn Maze ‘5 Kind Acts’ + Pumpkin Patch @ Bella Organic Farm on Sauvie Island | Apple Cider, Trains, Petting Zoo & More
August 22-October 31 – This fall, get lost in our 7-acre corn maze on Sauvie Island.
Read MoreWin Tickets ($80): Haunted Corn Maze @ Bella Organic Farm on Sauvie Island | Ghouls, Zombies, Costume Party
September 26-October 30 – Get lost in acres of corn, in the dark, on Friday and Saturday nights in October! Terrifying creatures stalk you as you make your way through our Haunted Corn Maze!
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