Portland Holiday Events

Holiday events Happening Next in Portland, ME

Portland, ME Halloween Bar Crawl

 Portland 25 Oct 2025
PARTIES USD 15 TO 36

Portland, ME Day of The Dead Bar Crawl - Dia De Muertos

 Portland 1 Nov 2025
DAY-OF-THE-DEAD USD 15 TO 31

Portland, ME Ugly Sweater Bar Crawl

 Portland 20 Dec 2025
UGLY-CHRISTMAS-SWEATER-DAY USD 0 TO 31

Curtain Up!

 Crewe Center for the Arts, 111 Bedford St, Portland, 04103 31 Oct 2025
LIVE-MUSIC

Scheherazade

 Merrill Auditorium 15 Nov 2025
CONTESTS

The Nutcracker

 20 Myrtle St, Portland, ME 04101-4911, United States 28 Nov 2025
MUSIC

Béla Fleck & The Flecktones: Jingle All The Way

 State Theatre, Portland, Maine 7 Dec 2025
ART

WICKED FUNNY WITCHES: A MAGICKAL STAND UP COMEDY SHOW

 Newscapes Brewing 163 Washington Avenue Portland Maine 10 Oct 2025
COMEDY

Portland, ME St. Patrick's Day Bar Crawl

 Porttown Public House 14 Mar 2026
PARTIES USD 0 TO 36

Winter Wreath Making with Mare Brook Farm at Blind Tiger Guest House

 Blind Tiger 6 Dec 2025
CHRISTMAS-WREATH-WORKSHOPS

Windborne: To Warm the Winter Hearth at OLS

 181 State Street, Suite 201, Portland, ME, United States, Maine 04101 14 Nov 2025
MUSIC

Bailey's Mistake at the MIHC!

 34 Gray St, Portland, ME, United States, Maine 04102 13 Dec 2025
MUSIC

Disney On Ice: Road Trip Adventures

 Cross Insurance Arena 27 Nov 2025
TRIPS-ADVENTURES

Cody Jinks & Ward Davis

 Merrill Auditorium 17 Nov 2025
CONTESTS

Scheherazade at Merrill Auditorium

 Merrill Auditorium 16 Nov 2025

Portland Ugly Sweater Bar Crawl: 8th Annual

 Registration: Fore Play Bar 13 Dec 2025
UGLY-CHRISTMAS-SWEATER-DAY USD 24

Disney on Ice - Road Trip Adventures - Portland, ME

 Cross Insurance Arena 28 Nov 2025
TRIPS-ADVENTURES

Choir! Choir! Choir! Presents Un-Silent Night

 State Theatre, Portland, Maine 2 Dec 2025
ENTERTAINMENT

Parking Dustin Lynch and Scotty McCreery with Walker Montgomery

 Cross Insurance Arena 14 Nov 2025
CONTESTS

Annual Fiera Di Natale Christmas Craft Fair & Italian Bake Sale at the Italian Heritage Center

 40 Westland Ave, Portland, ME, United States, Maine 04102 1 Nov 2025
CHRISTMAS-MARKETS-AND-FAIRS

Rock My Soul

 181 State Street, Suite 201, Portland, ME, United States, Maine 04101 21 Dec 2025
MUSIC

Winter Wreath Making with Mare Brook Farm at Blind Tiger Guest House

 Blind Tiger 5 Dec 2025
CHRISTMAS-WREATH-WORKSHOPS

Christmas with Kennerley

 Merrill Auditorium 23 Dec 2025
HOLIDAY

"A Charlie Brown Christmas" with The Heather Pierson Trio - 7PM SHOW

 181 State Street, Suite 201, Portland, ME, United States, Maine 04101 7 Dec 2025
MUSIC

Maine Irish Reads “The Sea” by John Banville

 34 Gray St, Portland, ME, United States, Maine 04102 13 Nov 2025
HEALTH-WELLNESS

Portland Jazz Orchestra Holiday Show - NIGHT 1

 181 State Street, Suite 201, Portland, ME, United States, Maine 04101 18 Dec 2025
MUSIC

Spending Christmas with Alicia Witt

 181 State Street, Suite 201, Portland, ME, United States, Maine 04101 10 Dec 2025
ENTERTAINMENT

SEASON’S GREETINGS

FLASK LOUNGE 3 Dec 2025
HOLIDAY

Portland Supper Club - Farm to Table Dinner Series

 Blind Tiger Portland – Danforth Street 15 Aug 2025
FOOD-DRINKS USD 135

Portland Symphony Orchestra - Magic of Christmas at Merrill Auditorium

 Merrill Auditorium 12 Dec 2025
MUSIC

Another Evening at Dave's Sauna - Holiday HiJinXXX

 76 Congress St, Portland, ME 04101-3617, United States 6 Dec 2025
HOLIDAY

Choir! Choir! Choir! - Un-Silent Night: An Epic Holiday Sing Along at State Theatre Portland

 State Theatre Portland 2 Dec 2025
MUSIC