Things to do in Portland

Thursday, Oct 1

Co-Conspirators Presents: Stories Told Live

Blue Portland Maine

Catch local storytellers sharing their experiences at this community event hosted by Nate Eldridge.

Friday, Oct 2

Summer Sunsets Live!

Thompson's Point

Experience live music, local food trucks, and stunning sunset views at Summer Sunsets Live! A perfect summer evening out.

Friday, Oct 2

Red Shift Trio + El Malo

Blue Portland Maine

Experience a night of jazz and funk with Red Shift Trio and El Malo at Blue Portland Maine. Ideal for music fans looking to dance.

Friday, Oct 2

Kenny vs. Spenny Live Podcast

Live at Madrid's

Join Kenny and Spenny for a hilarious live podcast at Live at Madrid's. Perfect for fans of their comedic rivalry.

Saturday, Oct 3

BPM Family Meal

Blue Portland Maine

Join the community potluck at BPM Family Meal, celebrating volunteers and supporters with shared dishes and connections.

Saturday, Oct 3

EARLYBIRDS CLUB

Live at Madrid's

Kickstart your evening with the Earlybirds Club at Live at Madrid's. A vibrant music experience awaits.

Sunday, Oct 4

Re;Sample

Blue Portland Maine

Catch Re;Sample performing live at Blue Portland Maine. A must-see for music fans in the area.

Sunday, Oct 4

Socially Problematic Children, Krull, Hands of Stone

Live at Madrid's

Experience an exciting night of music with Socially Problematic Children, Krull, and Hands of Stone in Portland. A great event for music lovers.

Monday, Oct 5

Leaf Peeping Season - Fall Residency

Live at Madrid's

Celebrate autumn with live music from talented local artists at this recurring fall event.

Tuesday, Oct 6

Open Mic

Blue Portland Maine

Enjoy an Open Mic night at Blue Portland Maine. A great opportunity for local talent to shine.

Wednesday, Oct 7

Good Vibes Wednesdays at Thompson’s Point

Thompson's Point

Experience Good Vibes Wednesdays with live music and a relaxed atmosphere at Thompson's Point. Ideal for music fans.

Wednesday, Oct 7

Insomniac with Greenbriar & S.C.O.B.Y.

Live at Madrid's

Experience a night of vibrant music with Insomniac featuring Greenbriar and S.C.O.B.Y. at Live at Madrid's.

Wednesday, Oct 7

Maine Middle Eastern Ensemble

Blue Portland Maine

Experience traditional Middle Eastern music and belly dance at Blue Portland Maine. A cultural event for music lovers.

Thursday, Oct 8

Jazz Sesh hosted by Conor Linehan

Blue Portland Maine

Enjoy a night of live jazz music at Blue Portland Maine, perfect for jazz enthusiasts.

Thursday, Oct 8

Avery Cochrane with Alexa Cappelli

Live at Madrid's

Enjoy a captivating performance by Avery Cochrane at Live at Madrid's in Portland. A night of live entertainment awaits.

Sunday, Oct 11

It's a 2000's Dance Party

Live at Madrid's

Dance to your favorite hits from the 2000s at Live at Madrid's, a fun night for music lovers.

Friday, Oct 16

Twelve OC

Live at Madrid's

Enjoy a performance by Twelve OC at Live at Madrid's. A great night for music lovers seeking vibrant entertainment.

Saturday, Oct 17

Toby McAllister & the Sierra Sounds with SKOSH & Megan From Work

Live at Madrid's

Enjoy live music from Toby McAllister & the Sierra Sounds at Live at Madrid's in Portland.

Sunday, Oct 18

Maker’s Market at Thompson’s Point!

Thompson's Point

Support local artisans at the Maker’s Market, featuring curated goods at Thompson’s Point. Perfect for shoppers and families.

Sunday, Oct 18

Limitless Wrestling "Fresh Blood '26"

Live at Madrid's

Experience Limitless Wrestling's Fresh Blood '26, showcasing emerging talent in an exciting wrestling event.

Friday, Oct 23

Haggis X-1 with Bailey's Mistake

Live at Madrid's

Experience Haggis X-1 at Live at Madrid's with energetic performances and a lively atmosphere. A must for live music lovers.

Saturday, Oct 24

Built to Spill

Live at Madrid's

Experience Built to Spill live at Madrid's in Portland. A great night for indie rock fans.

Tuesday, Oct 27

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

Live at Madrid's

Experience the engaging performances of the F*ck Around and Find Out Tour. A lively night of entertainment awaits.

Saturday, Oct 31

Coyote Island with Midnight Breakfast

Live at Madrid's

Experience a thrilling night of music with Coyote Island and Midnight Breakfast at Live at Madrid's. A must for music lovers.

Thursday, Nov 5

2026 Mainebiz 40 Under 40 Reception

Thompson's Point

Celebrate the 2026 40 Under 40 honorees at this special reception recognizing young professionals in Maine.

Saturday, Nov 7

Live at Madrid's presents... Funk Jerry at OXBOW LIVE

Live at Madrid's

Join Funk Jerry for a night of energetic performances at OXBOW LIVE. A great event for fans of funk music and dancing.

Saturday, Nov 7

Labseven presents: Autonomous + DJ Shade

Live at Madrid's

Experience a night of electronic music with Labseven's Autonomous and DJ Shade at Live at Madrid's in Portland.

Saturday, Nov 7

First Tracks: Northeast Snow Show

Thompson's Point

Experience the First Tracks: Northeast Snow Show with activities for all ages, including shopping and raffles.

Sunday, Nov 8

Rustic Overtones Viva Nueva 25th Anniversary Show w/ My Guy and Bread

Live at Madrid's

Celebrate the 25th anniversary of Rustic Overtones at Live at Madrid's. A vibrant night of live music and community spirit.

Sunday, Nov 8

Timmy's Comedy Corner

Live at Madrid's

Laugh the night away at Timmy's Comedy Corner featuring local comedians. A cozy atmosphere for comedy lovers.