Seasonal & Holiday in Portland, ME
Upcoming seasonal & holiday events.
AllMusic & ConcertsTheater & Performing ArtsComedyFestivalsExhibitions & ArtMuseums & HeritageFood & DrinkMarkets & FairsSports & FitnessFamily & KidsNightlife & ClubbingHiking & OutdoorsWorkshops & ClassesTalks & LecturesMovies & FilmCommunity & SocialBusiness & NetworkingWellness & MindfulnessSeasonal & HolidayLiteraryLGBTQ+Speed Dating & SinglesConferences & SummitsGamesEsports
Sat, Sep 26 · 4:00 PM
Portland, ME Oktoberfest 2026
Mathew's
$7.13 +
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
$10.20 +
Sat, Oct 24 · 6:00 PM
Halloween Town
Southpaw Meat Market
$81.88 +
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 +
Wed, Dec 2 · 5:30 PM
Winter Wreath Making with Mare Brook Farm at Blind Tiger Guest House
Blind Tiger
$81.88 +
Thu, Dec 3 · 5:30 PM
Winter Wreath Making with Mare Brook Farm at Blind Tiger Guest House
Blind Tiger
$81.88 +
Fri, Dec 4 · 9:30 AM
Kennebunkport Christmas Prelude Trolley Rides
Seashore Trolley Museum
$0 +
Sat, Dec 5 · 5:30 PM
Wreath Decorating
Blind Tiger Portland – Carleton Street
$60.54 +
Sat, Dec 19 · 4:00 PM
The Christmas Bar Crawll - Portland, ME
Fore Play Sports Pub
$12.78 +
Thu, Dec 31 · 9:00 PM
Lincoln's NYE Celebration!
The Lincoln Hotel
$49.87 +