Portland Christmas Events

How The Grinch Stole Christmas

Merrill Auditorium 20 Nov 2026

A Drag Queen Christmas

Merrill Auditorium 14 Nov 2026

Portland SantaCon Bar Crawl 2026

Mathew's 12 Dec 2026

Portland Symphony Orchestra - The Magic of Christmas at Merrill Auditorium

Merrill Auditorium 12 Dec 2026

Portland Symphony Orchestra - Magic of Christmas at Merrill Auditorium

Merrill Auditorium 11 Dec 2026

STRUT KRAMPUS feat. Miss Ma'am She — Portland's Filthiest Holiday Party

SPACE 12 Dec 2026

Advance Base with Karima Walker and Lisa/Liza

SPACE 5 Dec 2026

Symphony & Spirits: Magic of Christmas

Arcadia - Portland, Me 18 Dec 2026

Becky Robinson's Holiday Spectacular at State Theatre Portland

State Theatre Portland 6 Dec 2026

Portland Symphony Orchestra - Magic of Christmas Preview at Merrill Auditorium

Merrill Auditorium 11 Dec 2026

RWS Holiday Market & Print Crawl

250 Anderson Street, 04101 12 Dec 2026

Christmas Drag Brunch at Chaval

Chaval 13 Dec 2026

The Christmas Bar Crawll - Portland, ME

Fore Play Sports Pub 19 Dec 2026

HOLIDAY HI-JINXXX "ANOTHER EVENING AT DAVE'S SAUNA"

The Hill Arts ME 4 Dec 2026

Single All the Way! An Ugly Holiday Sweater Party for Singles 45+

The Porthole Restaurant & Pub 5 Dec 2026

Maine State Ballet: The Nutcracker

Merrill Auditorium 27 Nov 2026

Gary Hoey - Ho Ho Hoey's Rockin' Holiday Show at Portland HOME House of Music and Events

Portland HOME House of Music and Events 5 Dec 2026

RWS Holiday Market and Print Crawl

Running With Scissors Artist Studios & Community 11 Dec 2026

Candlelight: Christmas Classics

Stevens Square Theater 20 Dec 2026

Spose Pdank Xmas 12

Aura 12 Dec 2026

RWS Holiday Market & Print Crawl

250 Anderson Street, 04101 13 Dec 2026

Wreath Decorating

Blind Tiger Portland – Carleton Street 5 Dec 2026

Annual Celtic Fair 2026

34 Gray St, Portland, ME, United States, Maine 04102 14 Nov 2026

Rave X annual Christmas Party and Snowmobile Show

Thompson's Point 28 Nov 2026

Whipped & Frosted

Grump & Sunshine Bookshop 4 Dec 2026

Two Minutes Out - Live at Andy’s - HOLIDAY SPECIAL

Andy's Old Port Pub 19 Dec 2026

Portland, ME Christmas Bar Crawl 2026

Fore Play Sports Pub 19 Dec 2026

Allie Shante In Conversation with C. Rochelle

Grump & Sunshine Bookshop 6 Dec 2026

Georgia Peach Truck - South Portland, ME @ Broadway Gardens

1640 Broadway, South Portland, ME 04106-3424, United States 3 Dec 2026

Benefit Holiday Wreath Workshop! 🎄

The Point Community Center 23 Nov 2026

Downeasters 2026 Holiday Show

Crewe Center for the Arts 17 Dec 2026

Paint & Sip: Holiday Ornaments

Root Wild Kombucha 24 Nov 2026

Rigometrics - Rigsmas 2026

144 Fore Street, Portland, ME, United States, Maine 04103 11 Dec 2026

Bid Tree Lighting

Broadway/Main Corner 25 Nov 2026

2026-12-20 Maine Pops Small Ensembles Holiday Concert

Hope Gate Way 20 Dec 2026

Candlelight: Christmas Classics | Portland

Stevens Square Community Center 20 Dec 2026

ChoralART Holiday Singalong

Portland Conservatory of Music 12 Dec 2026

2026-12-21 Clarinet Chromatics Holiday Performance at Maine Mall

Maine Mall, South Portland, ME 04106, United States 21 Dec 2026

Christmas with Kennerley

Merrill Auditorium 22 Dec 2026

Portland Ugly Sweater Bar Crawl: 9th Annual

Registration: Fore Play Bar 12 Dec 2026

The Fogcutters Big Band Superfantastic Christmas Extravaganza!

State Theatre 12 Dec 2026

Tinsel Trot 5K & 1 Mile

Leisure & Entertainment District, Portland, TX 12 Dec 2026