Seasonal & Holiday in Portland, ME
Upcoming seasonal & holiday events.
AllConcerts & Live MusicTheater & Performing ArtsComedyFestivalsExhibitions & ArtMuseums & HeritageFood & DrinkMarkets & FairsSports & FitnessFamily & KidsNightlife & ClubbingHiking & OutdoorsWorkshops & ClassesTalks & LecturesMovies & FilmCommunity & SocialBusiness & NetworkingWellness & MindfulnessSeasonal & HolidayLiteraryLGBTQ+Speed Dating & SinglesConferences & SummitsGamesEsports
Sold outThu, Oct 22 · 6:00 PM
Wander in Terror
Desert of Maine
$28.52 +
Thu, Oct 22 · 8:30 PM
Wander in Terror
Desert of Maine
$28.52 +
Sold outThu, Oct 22 · 9:00 PM
Wander in Terror
Desert of Maine
$28.52 +
Fri, Oct 23 · 9:45 AM
Happy Trolleyween!
Seashore Trolley Museum
$0 +
Sat, Oct 24 · 4:00 PM
Portland, ME Halloween Bar Crawl
Mathew's
$16.84 +
Sat, Oct 24 · 4:00 PM
Portland Boos & Booze Halloween Bar Crawl: 2nd Annual, by Bar Crawl USA
Fore Play Sports Pub
$18.09 +
Sat, Oct 24 · 6:00 PM
Halloween Town
Southpaw Meat Market
$81.88 +
Sat, Oct 24 · 7:00 PM
Batson River Fright Camp! Kennebunk Halloween Party
Batson River Fish Camp - Kennebunk
$0 +
Sun, Oct 25 · 5:00 PM
Punkin Carving at Smalls!
Smalls
$25 +
Sold outThu, Oct 29 · 9:00 PM
Wander in Terror
Desert of Maine
$28.52 +
Sold outFri, Oct 30 · 6:30 PM
DEAD & BREAKFAST: A Halloween House Party at Blind Tiger
Blind Tiger Danforth
$44.52 +
Fri, Oct 30 · 7:00 PM
Grump & Sunshine's Halloween Party
Grump & Sunshine Bookshop
$40.25 +
Fri, Oct 30 · 7:00 PM
Lincoln's Masquerade Ball
The Lincoln Hotel
$39.19 +
Fri, Oct 30 · 9:00 PM
the Casket's 2026 Hallow's Eve Monster Mash
Aura
$35 +
Sat, Oct 31 · 9:00 AM
Halloween at the Desert of Maine
Desert of Maine
$17 +
Sat, Oct 31 · 3:00 PM
Portland, ME Official Halloween Bar Crawl
Mathew's
$15.81 +
Sat, Oct 31 · 3:00 PM
Portland ME Halloween Bar Crawl 2026
Mathew's
$16.84 +
FreeSat, Oct 31 · 3:00 PM
The Great Candy Trail Adventure
The Refuge Church
Free
Sat, Oct 31 · 4:00 PM
Portland Halloween Bar Crawl 2026
Fore Play Sports Pub
$18.41 +
Sat, Oct 31 · 5:00 PM
Halloween Costume Party
630 Main St
$17.85 +
Sold outSat, Oct 31 · 6:00 PM
Wander in Terror
Desert of Maine
$28.52 +
Sat, Oct 31 · 6:30 PM
The Baba Yaga Ball: A Samhain Ritual and Dance Party
Maine Center for Sacred Arts at The Portland New Church
$28.52 +
Sold outSat, Oct 31 · 6:30 PM
Wander in Terror
Desert of Maine
$28.52 +
Sold outSat, Oct 31 · 7:00 PM
Wander in Terror
Desert of Maine
$28.52 +