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279 upcoming events

Portland, Maine

What to do in Portland, Maine this weekend

23 events from Saturday, October 17 to Sunday, October 18, 2026. Free: 2. Busiest venues: Portland Museum of Art, Bayside Bowl, One Longfellow Square.

Saturday, October 17, 2026

Visual arts
until Oct 29

Sara Crisp: New Work

Maine Jewish Museum
- Visual arts
Theatre
until Oct 25

Eureka Day

Mad Horse Theatre · South Portland
- Theatre
$4 Tickets
Visual arts
until Oct 31

Roy Germon: Already There

Greenhut Galleries
- Visual arts
Visual arts
until Dec 13

Dear Data,

Institute of Contemporary Art at MECA&D · Arts District
- Visual arts
Free
Visual arts
until Jan 24

Eve Biddle: Wonderlands

Portland Museum of Art · Arts District
- Visual arts
Visual arts
until Oct 25

Friends and Neighbors: Selections from the Isabelle and Scott Black Collection

Portland Museum of Art · Arts District
- Visual arts
Visual arts
until Nov 1

Jared Lank: Bay of Herons

Portland Museum of Art · Arts District
- Visual arts
Visual arts
until Jan 1

Passages in American Art

Portland Museum of Art · Arts District
- Visual arts
Visual arts
until Oct 18

Winslow Homer: Painter, Etcher

Portland Museum of Art · Arts District
- Visual arts
Cinema
11 AM

Champlain Film Festival: All Stirred Up!/Tous toqués!

Portland Museum of Art · Arts District
- Cinema
Literature
3 PM

Author Talk with Jonathan Edward Durham

Portland Public Library · Downtown
- Literature
Free
Music
3 PM

Gospel Messiah: A Refugee Oratorio

The Hill Arts
- Music
Tickets
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Cinema
4 PM

Champlain Film Festival: Once Upon My Mother/Ma Mère, Dieu et Sylvie Vartan

Portland Museum of Art · Arts District
- Cinema
Music
7 PM

Tophat Productions' Phantom of the Opera

Mayo Street Arts · East Bayside
- Music
- Opera
Music
8 PM

BERTHA: Grateful Drag

State Theatre · Arts District
- Music
- Cabaret
$26–$31 Tickets
Music
8 PM

James Montgomery

One Longfellow Square · Longfellow Square
- Music
Music
8 PM

Milk St. & Alma June & The Persian Cats | live at Bayside Bowl

Bayside Bowl · Bayside
- Music
Music
Time not announced

Milk St. & Alma June & The Persian Cats

Bayside Bowl · Bayside
- Music
Tickets

Sunday, October 18, 2026

Cinema
12 PM

Champlain Film Festival: Sisters and Neighbors/Nos Belles-Soeurs

Portland Museum of Art · Arts District
- Cinema
Cinema
2:30 PM

Champlain Film Festival: The Stranger/L'Étranger

Portland Museum of Art · Arts District
- Cinema
Music
4 PM

Gospel Messiah: A Refugee Oratorio

The Hill Arts
- Music
Tickets
Music
7 PM

Jake Blount Band

One Longfellow Square · Longfellow Square
- Music
Comedy
7 PM

Lucas Zelnick

State Theatre · Arts District
- Comedy
$20–$45 Tickets

Everything on in Portland, Maine