Portland Christmas Events

Portland Symphony Orchestra - Magic of Christmas at Merrill Auditorium

Merrill Auditorium 11 Dec 2026

How The Grinch Stole Christmas

Merrill Auditorium 20 Nov 2026

Portland Symphony Orchestra - The Magic of Christmas at Merrill Auditorium

Merrill Auditorium 12 Dec 2026

A Drag Queen Christmas

Merrill Auditorium 14 Nov 2026

Portland SantaCon Bar Crawl 2026

Mathew's 12 Dec 2026

Strut Krampus: Portland’s Queer Holiday Ritual

SPACE 12 Dec 2026

Portland Symphony Orchestra - Magic of Christmas Preview at Merrill Auditorium

Merrill Auditorium 11 Dec 2026

The Christmas Bar Crawll - Portland, ME

Fore Play Sports Pub 19 Dec 2026

Advance Base with Karima Walker and Lisa/Liza

SPACE 5 Dec 2026

Becky Robinson's Holiday Spectacular at State Theatre Portland

State Theatre Portland 6 Dec 2026

Candlelight: Christmas Classics

Stevens Square Theater 20 Dec 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

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

The Hill Arts ME 4 Dec 2026

Maine State Ballet: The Nutcracker

Merrill Auditorium 27 Nov 2026

Maine State Ballet - The Nutcracker at Merrill Auditorium

Merrill Auditorium 27 Nov 2026

Wreath Decorating

Blind Tiger Portland – Carleton Street 5 Dec 2026

Portland Ugly Sweater Bar Crawl: 9th Annual

Registration: Fore Play Bar 12 Dec 2026

Sea Spray @ Holiday Maker’s Market ‘26

Thompson's Point 12 Dec 2026

Tinsel Trot 5K & 1 Mile

Leisure & Entertainment District, Portland, TX 12 Dec 2026