Portland, ME · Weekend edition

Things to do in Portland, ME this weekend

15 events happening around Portland, Oct 23–25, 2026, picked from every local listing so you don't have to. Get this every Thursday, free.

Pick of the week

Sat, Oct 24 · 1pm · Cross Insurance Arena , Portland · See tickets

Loud, late, and worth it

Evan Honer: It's An Even Longer Road Tour
Sat, Oct 24 · 8pm · State Theatre, Portland · See tickets
$1 per ticket will go to The Cloverdale Project, which supports organizations taking care of people, animals, and the world around us.
Halloween Bash w/Trifecta Band
Sat, Oct 24 · Italian Heritage Center, Portland · From $15
Walk Among the Shadows 2026 - Burial Ground Blues
Sun, Oct 25 · Eastern Cemetery, Portland · From $7

Bring stretchy pants

Sea Spray @ Fall '26 - Thompson’s Point Maker's Market
Sun, Oct 25 · Thompson's Point, Portland · See tickets
Maker's Market at Thompson's Point!
Sun, Oct 25 · Thompsons Point Rd, Portland, ME 04102, United States · See tickets
5k Fun Run at Allagash Brewing
Sat, Oct 24 · Allagash Brewing Company, Portland · From $42

Culture, with a cocktail

Portland Boos & Booze Halloween Bar Crawl: 2nd Annual, by Bar Crawl…
Sat, Oct 24 · Fore Play Sports Pub, Portland · From $20
Portland, ME Halloween Bar Crawl
Sat, Oct 24 · Mathew's, Portland · From $17