Events in Portland , Maine

Hawthorne Heights - 20 th anniversary of If Only You Were Lonely

Aura · Portland

Fri, Oct 23

Haggis X-1 with Bailey's Mistake

Live at Madrid's · Portland

Fri, Oct 23

Balla Kouyaté: Malian Djeli and Balafon Player

Mayo Street Arts · Portland

Fri, Oct 23

Pete Kilpatrick Band

One Longfellow Square · Portland

Sat, Oct 24

Festival

Portland Farmers' Market- Deering Oaks Park — Saturday

Portland Farmers' Market- Deering Oaks Park · Portland

Sat, Oct 24 · 9:00 AM

Comedy

Tandem Coffee Roasters Tasting and Tour

Tandem Coffee Roasters · Portland · $10

Sat, Oct 24

PMA Films: “A Few Small Odysseys”: The Swimmer (1968)

Bernard Osher Foundation Auditorium · Portland

Sat, Oct 24

Monster-Making Workshop with Dr. Stampenstein

Congress Square Park · Portland

Sat, Oct 24

PMA Films: American Doctor

Bernard Osher Foundation Auditorium · Portland

Sat, Oct 24

Sports

Hearts Of Pine Watch Party

Bissell Brothers · Portland

Sat, Oct 24

Halloween Bash with Trifecta Band

Italian Heritage Center · Portland

Sat, Oct 24

Built to Spill

Live at Madrid's · Portland

Sat, Oct 24 · 7:00 PM

Comedy

Next Stop Comedy at Battery Steele Brewing! - Portland, ME

Battery Steele Brewing · Portland · $27.86

Sat, Oct 24 · 8:00 PM

Evan Honer: It's An Even Longer Road Tour

State Theatre · Portland

Sat, Oct 24 · 8:00 PM

Weird Phishes | Radiohead Through the Lens of Phish live at Bayside Bowl

Bayside Bowl · Portland · $17.85

Sun, Oct 25

Wellness

Walk & Roll!

Congress Square Park · Portland

Sun, Oct 25

Literary

Edgar Allan Poe's “The Raven”

Congress Square Park · Portland

Sun, Oct 25

PMA Films: The Work in Progress (with filmmaker Ian Cheney)

Bernard Osher Foundation Auditorium · Portland

Sun, Oct 25

Silent Movie Sunday: Cat and the Canary (1927)

Congress Square Park · Portland

Sun, Oct 25

Mike Dawes (rescheduled from 1/28)

One Longfellow Square · Portland

Mon, Oct 26

Leaf Peeping Season - Fall Residency

Live at Madrid's · Portland

Mon, Oct 26 · 7:30 PM

Balance and Composure

SPACE · Portland · From $29.55

Tue, Oct 27 · 6:30 PM

Ryuichi Sakamoto's "Music Sets You Free" discussion w/ translator Sam Bett

SPACE · Portland · From $12.58

Tue, Oct 27

Find Out Media - The F*ck Around and Find Out Tour

Live at Madrid's · Portland

Tue, Oct 27 · 8:00 PM

Find Out Media: The F*ck Around and Find Out Tour

Live at Madrid's · Portland

Wed, Oct 28

Festival

Portland Farmers' Market- Monument Square — Wednesday

Portland Farmers' Market- Monument Square · Portland

Wed, Oct 28

PMA Films: American Doctor

Bernard Osher Foundation Auditorium · Portland

Wed, Oct 28

Run Club

Bissell Brothers · Portland

Wed, Oct 28

Trivia Night

Bissell Brothers · Portland

Thu, Oct 29

After Dark Halloween at Children's Museum + Theatre of Maine

Children's Museum & Theatre of Maine · Portland

Thu, Oct 29

Sports

PMA Films: American Doctor

Bernard Osher Foundation Auditorium · Portland

Thu, Oct 29

JEOPARDY! Bar League

Bissell Brothers · Portland

Thu, Oct 29 · 7:00 PM

Dance

Monson, Maine, USA

Mechanics' Hall · Portland · From $23.18

Thu, Oct 29 · 8:00 PM

Third Eye Blind - Halloween 2026

State Theatre · Portland

Fri, Oct 30

Noontime Talk: The Haunted PMA Tour

Portland Museum of Art · Portland

Fri, Oct 30

PMA Films: Fjord

Bernard Osher Foundation Auditorium · Portland

Fri, Oct 30 · 5:00 PM

Conference

New England Motorsports Classic

Cross Insurance Arena · Portland

Fri, Oct 30

Family

Family Night

Bissell Brothers · Portland

Fri, Oct 30

Feud Night

Bissell Brothers · Portland

Fri, Oct 30 · 6:00 PM

Holiday

The New England Dental Halloween Ball

Holiday Inn Portland-By The Bay · Portland · $12.51

Fri, Oct 30

Heck House's Super Spooky Haunted House: Lost in the Woods Edition

Mayo Street Arts · Portland

Fri, Oct 30

Upstate with special guest The Pinkerton Raid (solo)

One Longfellow Square · Portland

Sat, Oct 31

Festival

Portland Farmers' Market- Deering Oaks Park — Saturday

Portland Farmers' Market- Deering Oaks Park · Portland

Sat, Oct 31 · 9:00 AM

Conference

New England Motorsports Classic

Cross Insurance Arena · Portland

Sat, Oct 31

PMA Films: Fjord

Bernard Osher Foundation Auditorium · Portland

Sat, Oct 31

Heck House's Super Spooky Haunted House: Lost in the Woods Edition

Mayo Street Arts · Portland

Sat, Oct 31 · 6:30 PM

The Great Pumpkin Ball: Low Sensory Hour

State Theatre · Portland

Sat, Oct 31

Coyote Island with Midnight Breakfast

Live at Madrid's · Portland

Sat, Oct 31 · 8:00 PM

A Very Jerry Halloween with Rose Alley (Jerry Garcia Band Tribute)

Bayside Bowl · Portland · $23.18

Sat, Oct 31 · 8:00 PM

ECLIPSE: A Tribute To Pink Floyd

Aura · Portland

Sat, Oct 31

All Hallows' Eve: Spooky Tunes, Songs and Tales from Scotland

One Longfellow Square · Portland

Sat, Oct 31 · 8:00 PM

SPACE Halloween with KoЯn, Björk, Garbage, and Deftones

SPACE · Portland · From $17.21

Sat, Oct 31 · 8:00 PM

The Great Pumpkin Ball

State Theatre · Portland

Sun, Nov 1 · 10:00 AM

Conference

New England Motorsports Classic

Cross Insurance Arena · Portland

Sun, Nov 1 · 12:00 PM

Community

BINGO - Blind Tiger Guest House!

Blind Tiger Portland – Danforth Street · Portland · $28.52

Sun, Nov 1

PMA Films: Fjord

Bernard Osher Foundation Auditorium · Portland

Sun, Nov 1

Heck House's Super Spooky Haunted House: Lost in the Woods Edition

Mayo Street Arts · Portland

Tue, Nov 3 · 2:00 PM

Workshop

Darning Knits: Decorative Repair Techniques

Factory 3 · Portland · $103.22

Tue, Nov 3 · 4:30 PM

Workshop

Stained Glass 2 - Curves & Complex Shapes

Factory 3 · Portland · $215.26

Tue, Nov 3 · 8:00 PM

Blue October

State Theatre · Portland

Hawthorne Heights - 20 th anniversary of If Only You Were Lonely

Fri, Oct 23 · 7:00 PMMusic

Hawthorne Heights - 20 th anniversary of If Only You Were Lonely

Aura

Portland, ME

Fri, Oct 23 · 7:00 PMMusic

Hawthorne Heights - 20 th anniversary of If Only You Were Lonely

Aura

Portland, ME

Haggis X-1 with Bailey's Mistake

Live at Madrid's

Portland, ME

Haggis X-1 with Bailey's Mistake

Live at Madrid's

Portland, ME

Fri, Oct 23Theater

Balla Kouyaté: Malian Djeli and Balafon Player

Mayo Street Arts

Portland, ME

Fri, Oct 23Theater

Balla Kouyaté: Malian Djeli and Balafon Player

Mayo Street Arts

Portland, ME

Pete Kilpatrick Band

One Longfellow Square

Portland, ME

Pete Kilpatrick Band

One Longfellow Square

Portland, ME

Portland Farmers' Market- Deering Oaks Park — Saturday

Sat, Oct 24Festival

Portland Farmers' Market- Deering Oaks Park — Saturday

Portland Farmers' Market- Deering Oaks Park

Portland, ME

Portland Farmers' Market- Deering Oaks Park — Saturday

Sat, Oct 24Festival

Portland Farmers' Market- Deering Oaks Park — Saturday

Portland Farmers' Market- Deering Oaks Park

Portland, ME

Sat, Oct 24 · 9:00 AM$10Comedy

Tandem Coffee Roasters Tasting and Tour

Tandem Coffee Roasters

Portland, ME

Sat, Oct 24 · 9:00 AM$10Comedy

Tandem Coffee Roasters Tasting and Tour

Tandem Coffee Roasters

Portland, ME

PMA Films: “A Few Small Odysseys”: The Swimmer (1968)

Bernard Osher Foundation Auditorium

Portland, ME

PMA Films: “A Few Small Odysseys”: The Swimmer (1968)

Bernard Osher Foundation Auditorium

Portland, ME

Sat, Oct 24Art

Monster-Making Workshop with Dr. Stampenstein

Congress Square Park

Portland, ME

Sat, Oct 24Art

Monster-Making Workshop with Dr. Stampenstein

Congress Square Park

Portland, ME

PMA Films: American Doctor

Bernard Osher Foundation Auditorium

Portland, ME

PMA Films: American Doctor

Bernard Osher Foundation Auditorium

Portland, ME

Sat, Oct 24Sports

Hearts Of Pine Watch Party

Bissell Brothers

Portland, ME

Sat, Oct 24Sports

Hearts Of Pine Watch Party

Bissell Brothers

Portland, ME

Halloween Bash with Trifecta Band

Halloween Bash with Trifecta Band

Italian Heritage Center

Portland, ME

Halloween Bash with Trifecta Band

Halloween Bash with Trifecta Band

Italian Heritage Center

Portland, ME

Built to Spill

Live at Madrid's

Portland, ME

Built to Spill

Live at Madrid's

Portland, ME

Sat, Oct 24 · 7:00 PM$27.86Comedy

Next Stop Comedy at Battery Steele Brewing! - Portland, ME

Battery Steele Brewing

Portland, ME

Sat, Oct 24 · 7:00 PM$27.86Comedy

Next Stop Comedy at Battery Steele Brewing! - Portland, ME

Battery Steele Brewing

Portland, ME

Evan Honer: It's An Even Longer Road Tour

Sat, Oct 24 · 8:00 PMMusic

Evan Honer: It's An Even Longer Road Tour

State Theatre

Portland, ME

Sat, Oct 24 · 8:00 PMMusic

Evan Honer: It's An Even Longer Road Tour

State Theatre

Portland, ME

Sat, Oct 24 · 8:00 PM$17.85Music

Weird Phishes | Radiohead Through the Lens of Phish live at Bayside Bowl

Bayside Bowl

Portland, ME

Sat, Oct 24 · 8:00 PM$17.85Music

Weird Phishes | Radiohead Through the Lens of Phish live at Bayside Bowl

Bayside Bowl

Portland, ME

Sun, Oct 25Wellness

Walk & Roll!

Congress Square Park

Portland, ME

Sun, Oct 25Wellness

Walk & Roll!

Congress Square Park

Portland, ME

Sun, Oct 25Literary

Edgar Allan Poe's “The Raven”

Congress Square Park

Portland, ME

Sun, Oct 25Literary

Edgar Allan Poe's “The Raven”

Congress Square Park

Portland, ME

PMA Films: The Work in Progress (with filmmaker Ian Cheney)

Bernard Osher Foundation Auditorium

Portland, ME

PMA Films: The Work in Progress (with filmmaker Ian Cheney)

Bernard Osher Foundation Auditorium

Portland, ME

Silent Movie Sunday: Cat and the Canary (1927)

Congress Square Park

Portland, ME

Silent Movie Sunday: Cat and the Canary (1927)

Congress Square Park

Portland, ME

Sun, Oct 25Art

Mike Dawes (rescheduled from 1/28)

One Longfellow Square

Portland, ME

Sun, Oct 25Art

Mike Dawes (rescheduled from 1/28)

One Longfellow Square

Portland, ME

Mon, Oct 26Music

Leaf Peeping Season - Fall Residency

Live at Madrid's

Portland, ME

Mon, Oct 26Music

Leaf Peeping Season - Fall Residency

Live at Madrid's

Portland, ME

Mon, Oct 26 · 7:30 PMFrom $29.55Music

Balance and Composure

SPACE

Portland, ME

Mon, Oct 26 · 7:30 PMFrom $29.55Music

Balance and Composure

SPACE

Portland, ME

Tue, Oct 27 · 6:30 PMFrom $12.58Music

Ryuichi Sakamoto's "Music Sets You Free" discussion w/ translator Sam Bett

SPACE

Portland, ME

Tue, Oct 27 · 6:30 PMFrom $12.58Music

Ryuichi Sakamoto's "Music Sets You Free" discussion w/ translator Sam Bett

SPACE

Portland, ME

Tue, Oct 27Music

Find Out Media - The F*ck Around and Find Out Tour

Live at Madrid's

Portland, ME

Tue, Oct 27Music

Find Out Media - The F*ck Around and Find Out Tour

Live at Madrid's

Portland, ME

Tue, Oct 27 · 8:00 PMTheater

Find Out Media: The F*ck Around and Find Out Tour

Live at Madrid's

Portland, ME

Tue, Oct 27 · 8:00 PMTheater

Find Out Media: The F*ck Around and Find Out Tour

Live at Madrid's

Portland, ME

Portland Farmers' Market- Monument Square — Wednesday

Wed, Oct 28Festival

Portland Farmers' Market- Monument Square — Wednesday

Portland Farmers' Market- Monument Square

Portland, ME

Portland Farmers' Market- Monument Square — Wednesday

Wed, Oct 28Festival

Portland Farmers' Market- Monument Square — Wednesday

Portland Farmers' Market- Monument Square

Portland, ME

Wed, Oct 28Film

PMA Films: American Doctor

Bernard Osher Foundation Auditorium

Portland, ME

Wed, Oct 28Film

PMA Films: American Doctor

Bernard Osher Foundation Auditorium

Portland, ME

Run Club

Bissell Brothers

Portland, ME

Run Club

Bissell Brothers

Portland, ME

Trivia Night

Bissell Brothers

Portland, ME

Trivia Night

Bissell Brothers

Portland, ME

Thu, Oct 29Art

After Dark Halloween at Children's Museum + Theatre of Maine

Children's Museum & Theatre of Maine

Portland, ME

Thu, Oct 29Art

After Dark Halloween at Children's Museum + Theatre of Maine

Children's Museum & Theatre of Maine

Portland, ME

Thu, Oct 29Sports

PMA Films: American Doctor

Bernard Osher Foundation Auditorium

Portland, ME

Thu, Oct 29Sports

PMA Films: American Doctor

Bernard Osher Foundation Auditorium

Portland, ME

Thu, Oct 29Trivia & Games

JEOPARDY! Bar League

Bissell Brothers

Portland, ME

Thu, Oct 29Trivia & Games

JEOPARDY! Bar League

Bissell Brothers

Portland, ME

Thu, Oct 29 · 7:00 PMFrom $23.18Dance

Monson, Maine, USA

Mechanics' Hall

Portland, ME

Thu, Oct 29 · 7:00 PMFrom $23.18Dance

Monson, Maine, USA

Mechanics' Hall

Portland, ME

Thu, Oct 29 · 8:00 PMMusic

Third Eye Blind - Halloween 2026

State Theatre

Portland, ME

Thu, Oct 29 · 8:00 PMMusic

Third Eye Blind - Halloween 2026

State Theatre

Portland, ME

Fri, Oct 30Art

Noontime Talk: The Haunted PMA Tour

Portland Museum of Art

Portland, ME

Fri, Oct 30Art

Noontime Talk: The Haunted PMA Tour

Portland Museum of Art

Portland, ME

Fri, Oct 30Film

PMA Films: Fjord

Bernard Osher Foundation Auditorium

Portland, ME

Fri, Oct 30Film

PMA Films: Fjord

Bernard Osher Foundation Auditorium

Portland, ME

Fri, Oct 30 · 5:00 PMConference

New England Motorsports Classic

Cross Insurance Arena

Portland, ME

Fri, Oct 30 · 5:00 PMConference

New England Motorsports Classic

Cross Insurance Arena

Portland, ME

Fri, Oct 30Family

Family Night

Bissell Brothers

Portland, ME

Fri, Oct 30Family

Family Night

Bissell Brothers

Portland, ME

Fri, Oct 30Trivia & Games

Feud Night

Bissell Brothers

Portland, ME

Fri, Oct 30Trivia & Games

Feud Night

Bissell Brothers

Portland, ME

Fri, Oct 30 · 6:00 PM$12.51Holiday

The New England Dental Halloween Ball

Holiday Inn Portland-By The Bay

Portland, ME

Fri, Oct 30 · 6:00 PM$12.51Holiday

The New England Dental Halloween Ball

Holiday Inn Portland-By The Bay

Portland, ME

Fri, Oct 30Theater

Heck House's Super Spooky Haunted House: Lost in the Woods Edition

Mayo Street Arts

Portland, ME

Fri, Oct 30Theater

Heck House's Super Spooky Haunted House: Lost in the Woods Edition

Mayo Street Arts

Portland, ME

Fri, Oct 30Music

Upstate with special guest The Pinkerton Raid (solo)

One Longfellow Square

Portland, ME

Fri, Oct 30Music

Upstate with special guest The Pinkerton Raid (solo)

One Longfellow Square

Portland, ME

Portland Farmers' Market- Deering Oaks Park — Saturday

Sat, Oct 31Festival

Portland Farmers' Market- Deering Oaks Park — Saturday

Portland Farmers' Market- Deering Oaks Park

Portland, ME

Portland Farmers' Market- Deering Oaks Park — Saturday

Sat, Oct 31Festival

Portland Farmers' Market- Deering Oaks Park — Saturday

Portland Farmers' Market- Deering Oaks Park

Portland, ME

Sat, Oct 31 · 9:00 AMConference

New England Motorsports Classic

Cross Insurance Arena

Portland, ME

Sat, Oct 31 · 9:00 AMConference

New England Motorsports Classic

Cross Insurance Arena

Portland, ME

Sat, Oct 31Film

PMA Films: Fjord

Bernard Osher Foundation Auditorium

Portland, ME

Sat, Oct 31Film

PMA Films: Fjord

Bernard Osher Foundation Auditorium

Portland, ME

Sat, Oct 31Theater

Heck House's Super Spooky Haunted House: Lost in the Woods Edition

Mayo Street Arts

Portland, ME

Sat, Oct 31Theater

Heck House's Super Spooky Haunted House: Lost in the Woods Edition

Mayo Street Arts

Portland, ME

The Great Pumpkin Ball: Low Sensory Hour

Sat, Oct 31 · 6:30 PMTheater

The Great Pumpkin Ball: Low Sensory Hour

State Theatre

Portland, ME

Sat, Oct 31 · 6:30 PMTheater

The Great Pumpkin Ball: Low Sensory Hour

State Theatre

Portland, ME

Coyote Island with Midnight Breakfast

Live at Madrid's

Portland, ME

Coyote Island with Midnight Breakfast

Live at Madrid's

Portland, ME

Sat, Oct 31 · 8:00 PM$23.18Music

A Very Jerry Halloween with Rose Alley (Jerry Garcia Band Tribute)

Bayside Bowl

Portland, ME

Sat, Oct 31 · 8:00 PM$23.18Music

A Very Jerry Halloween with Rose Alley (Jerry Garcia Band Tribute)

Bayside Bowl

Portland, ME

Sat, Oct 31 · 8:00 PMMusic

ECLIPSE: A Tribute To Pink Floyd

Aura

Portland, ME

Sat, Oct 31 · 8:00 PMMusic

ECLIPSE: A Tribute To Pink Floyd

Aura

Portland, ME

All Hallows' Eve: Spooky Tunes, Songs and Tales from Scotland

One Longfellow Square

Portland, ME

All Hallows' Eve: Spooky Tunes, Songs and Tales from Scotland

One Longfellow Square

Portland, ME

Sat, Oct 31 · 8:00 PMFrom $17.21Music

SPACE Halloween with KoЯn, Björk, Garbage, and Deftones

SPACE

Portland, ME

Sat, Oct 31 · 8:00 PMFrom $17.21Music

SPACE Halloween with KoЯn, Björk, Garbage, and Deftones

SPACE

Portland, ME

Sat, Oct 31 · 8:00 PMTheater

The Great Pumpkin Ball

State Theatre

Portland, ME

Sat, Oct 31 · 8:00 PMTheater

The Great Pumpkin Ball

State Theatre

Portland, ME

Sun, Nov 1 · 10:00 AMConference

New England Motorsports Classic

Cross Insurance Arena

Portland, ME

Sun, Nov 1 · 10:00 AMConference

New England Motorsports Classic

Cross Insurance Arena

Portland, ME

Sun, Nov 1 · 12:00 PM$28.52Community

BINGO - Blind Tiger Guest House!

Blind Tiger Portland – Danforth Street

Portland, ME

Sun, Nov 1 · 12:00 PM$28.52Community

BINGO - Blind Tiger Guest House!

Blind Tiger Portland – Danforth Street

Portland, ME

Sun, Nov 1Film

PMA Films: Fjord

Bernard Osher Foundation Auditorium

Portland, ME

Sun, Nov 1Film

PMA Films: Fjord

Bernard Osher Foundation Auditorium

Portland, ME

Sun, Nov 1Theater

Heck House's Super Spooky Haunted House: Lost in the Woods Edition

Mayo Street Arts

Portland, ME

Sun, Nov 1Theater

Heck House's Super Spooky Haunted House: Lost in the Woods Edition

Mayo Street Arts

Portland, ME

Tue, Nov 3 · 2:00 PM$103.22Workshop

Darning Knits: Decorative Repair Techniques

Factory 3

Portland, ME

Tue, Nov 3 · 2:00 PM$103.22Workshop

Darning Knits: Decorative Repair Techniques

Factory 3

Portland, ME

Tue, Nov 3 · 4:30 PM$215.26Workshop

Stained Glass 2 - Curves & Complex Shapes

Factory 3

Portland, ME

Tue, Nov 3 · 4:30 PM$215.26Workshop

Stained Glass 2 - Curves & Complex Shapes

Factory 3

Portland, ME

Tue, Nov 3 · 8:00 PMMusic

Blue October

State Theatre

Portland, ME

Tue, Nov 3 · 8:00 PMMusic

Blue October

State Theatre

Portland, ME