WHAT'S GOING ON AROUND PORTLAND, ME
text-only · 388 shows · next 14 days · updated Aug 22, 2026, 3:02 PM
also happening: Kids & Family Events (70) · Support & Recovery (25) · Clubs & Classes (39) · Business Events (7) · show everything
Saturday, August 22
- 7:00a The Amazing Acro-Cats — The Hill Arts (Portland)
- 9:00a From The Frozen Soil — Notch8 Gallery (Portland)
- 9:00a Art show — Coffee By Design (Portland) — Free
- 9:30a Dynamic Water Rescue Clinic with Suzanne Blackburn — Southern Maine Community College (Portland)
- 10:00a Borrowed Light — Cove Street Arts (Portland)
- 10:00a Landscape as Laboratory — Artascope Studios (Yarmouth) — $750
- 10:00a Frank Gregory Exhibition — 93 Ocean Street (South Portland) — Free
- 2:00p The Amazing Acro-Cats — The Hill Arts (Portland)
- 2:00p Come From Away Closing Performance — Pickard Theater (Bowdoin College) (Brunswick)
- 2:00p Dylan Tanguay — The Thirsty Pig (Portland)
- 3:00p Jake & Danny — Portland Lobster Company (Portland)
- 3:00p PMA Films: Sheep in the Box — Bernard Osher Foundation Auditorium (Portland) — $7 – $10
- 4:00p Queers In Gear Saturday Rides — Portland Gear Hub (Portland) — Free
- 4:00p Live Music - The Earthtones — Orange Bike Brewing (Portland) — Free
- 6:00p Portland Sea Dogs vs Reading Fightin Phils — Delta Dental Park (Portland)
- 6:30p Board Game Open Play Meetup — Woodfords Club (Portland)
- 6:45p Andi Fawcett & Friends — The Porthole Restaurant & Pub (Portland) — Free
- 7:00p The Amazing Acro-Cats — The Hill Arts (Portland)
- 7:00p ECCO Jubilee — Stevens Square Community Center — General Admission - $48 (including fees) Children & Students - $12 (including fees)
- 7:00p Chris Distefano — Empire Comedy Club (Portland)
- 7:00p Portland Chamber Music Festival: ECCO Jubilee — Stevens Square Community Center (Portland) — $12–$48
- 7:00p Brad Terry & Chris Neville — Meetinghouse Arts (Freeport)
- 7:00p Sneaky Link — Portland Lobster Company (Portland)
- 7:00p Morgan Wade — Live at Madrid's (Portland) — $25
- 7:00p Carl Dimow Quartet + Duncan Hardy Trio + Benny P — Blue (Portland)
- 7:30p An Enemy of the People - PTF — Crewe Center for the Arts - Blossom ArtsLab — $30
- 7:30p The Last Class: A Jazzercize Play | Out There Theater Company — SPACE (Portland)
- 8:00p Dan Tyminski — Portland House of Music (Portland) — $50
- 8:00p LITTLE LIES - A TRIBUTE TO FLEETWOOD MAC — Vinegar Hill Music Theatre (Arundel) — $41.5–$46.5
- 8:00p wet hot QUEER CLUB summer — Geno’s Rock Club (Portland)
- 8:00p MAINE FILMMAKER SHOWCASE — Creative Portland — $17
- 8:00p Underground Heat III: Cold Water Crew & Katie House Music — Flask Lounge (Portland) — $5 before 10pm • $10 after
- 9:30p Chris Distefano — Empire Comedy Club (Portland)
- 9:30p Late Nite Comedy! — Empire Comedy Club (Portland)
- Peregrine at the Press — The Press Hotel (Portland)
- Summer Events at the Illustration Institute — Illustration Institute (Portland )
- Investigations into the Metaphysical — 15 Middle Street A3 (Portland)
- Holy Cow — 15 Middle Street A3 (Portland)
- ongoing The Color of Light: Annual Summer Show — Meetinghouse Arts (Freeport) — Free
- ongoing Statewide Tour of the Declaration of Independence — Maine Historical Society (Portland)
Sunday, August 23
- 9:00a Skills in Current and Tide Races — Spinneys Restaurant (Phippsburg)
- 10:00a Slabs and Sig with Dehmie Dehmlow!! — 118 Washington Ave (Portland)
- 10:00a Biking is for EveryBODY festival — Back Cove Park — Free
- 11:00a Ian Archibold — Three Dollar Deweys (Portland)
- 11:00a Join us for a day of cars — Westbrook Community Center (Westbrook)
- 12:00p PMA Films: Sheep in the Box — Bernard Osher Foundation Auditorium (Portland) — $7 – $10
- 12:00p The Italian Table — Austin Street Brewery (Portland)
- 12:30p Dear Passenger — Portland Lobster Company (Portland)
- 1:00p After Dark Concert Cruise — Casablanca Cruises (Portland)
- 1:00p Portland Sea Dogs vs Reading Fightin Phils — Delta Dental Park (Portland)
- 1:00p The Last Class: A Jazzercize Play | Out There Theater Company — SPACE (Portland)
- 1:00p OLS presents: Melvin Gradiz Band at Hackmatack Playhouse — One Longfellow Square (Portland) — $60
- 1:00p Walk & Roll! — Congress Square Park (Portland) — Free
- 2:00p Hair of the Pig — The Thirsty Pig (Portland)
- 2:00p The Amazing Acro-Cats — The Hill Arts (Portland)
- 2:00p Memorial Park: Not Too Sharp — Memorial Park (Freeport) (Freeport) — Free
- 2:00p Ripe for Repair Meetup — Congress Square Park (Portland) — Free
- 3:00p Mainely Reggae Sundays | A Weekly Reggae Rooftop Party & Cookout — Bayside Bowl (Portland)
- 3:00p PMA Films: Wild Inside — Bernard Osher Foundation Auditorium (Portland) — $7 – $10
- 4:00p Live Music - Eno Little — Orange Bike Brewing (Portland) — Free
- 5:00p An Enemy of the People - PTF — Crewe Center for the Arts - Blossom ArtsLab
- 5:00p Game Night — The Axe Pit (South Portland)
- 5:30p North of Nashville w/ Special Guests — Portland Lobster Company (Portland)
- 6:00p Empire Comedy Classic — Empire Comedy Club (Portland)
- 6:00p Justin Merle + Hadley Johnson + The Biddeford Beat — Blue (Portland) — $15.38
- 6:00p CellarDoor — Lenny's Pub (Westbrook)
- 6:30p Creative Trails presents Ellentown: America’s Newest City! — SPACE (Portland)
- 7:00p Chiodos — State Theatre (Portland)
- 7:00p WOLFMAN JACK — Vinegar Hill Music Theatre (Arundel) — $26.5
- 7:00p THUMPER - LINE DANCING — Geno’s Rock Club (Portland) — $0–$15.38
- 8:00p The Sunday Best — Empire Comedy Club (Portland)
- 8:00p Guitar Women: An Evening with Sue Foley, and special guest Rory Block — Portland House of Music (Portland) — $30
- 9:00p SUNDAZE: Bass Music Sundays at Flask Lounge — Flask Lounge (Portland) — $5
Monday, August 24
- 10:00a Resistance — Creative Portland (Portland)
- 3:00p Freeport Community Services: Weekly Ukulele Jam — Freeport Community Services (Freeport) — Free
- 5:30p Outdoor Village Yoga — Westbrook Common (Westbrook)
- 6:00p Dan Fallon — Three Dollar Deweys (Portland)
- 6:00p Music Bingo — Foundation Brewing (Portland) — Free
- 6:00p S.T.E.A.M. Instructor Idea Jam — Open Bench Project (Portland)
- 6:00p Mellow Monday Ride — Back Cove Park — Free
- 6:30p Will Mallett & Andrew Martelle — Portland Lobster Company (Portland)
- 7:00p Funky Mondays with Gina and The Red Eye Flight Crew — Live at Madrid's (Portland) — $13
- 7:00p A Life Illuminated — SPACE (Portland)
- 8:00p Mad Caddies w / Supervillians — Portland House of Music (Portland) — $25
- 8:00p PUNK ROCK KARAOKE!!! — Geno’s Rock Club (Portland)
- 8:00p Casco Bay Cabaret — Blue (Portland)
- 8:00p Monday Hip-Hop Workshop & Open Mic at Flask Lounge — Flask Lounge (Portland) — $5
- 8:00p Funky Mondays — Live at Madrid's (Portland)
Tuesday, August 25
- 9:00a Portland Gear Hub Freeport Summer Ride — Goodfire Brewing Co. (Freeport) — Donations Suggested
- 9:00a Freeport Summer Ride — Goodfire Brewing Parking Lot (Freeport)
- 12:00p Eli Lev — Portland Lobster Company (Portland)
- 1:00p Community Lunch — Equality Community Center (Portland) — Free
- 1:00p Tyler Dhone — The Porthole Restaurant & Pub (Portland) — Free
- 4:00p Back to Art School Meet & Greet — Merrymeeting Community Adult Education, — Free
- 4:00p Headlight — Lenny's Pub (Westbrook)
- 5:00p After Dark Trio — The Porthole Restaurant & Pub (Portland) — Free
- 5:30p Headlight — Lenny's Pub (Westbrook)
- 6:00p Badminton! — Congress Square Park (Portland) — Free
- 6:00p Badminton @ Congress Square Park — Congress Square Park (Portland) — Free
- 6:30p Connor Garvey & Friends — Portland Lobster Company (Portland)
- 7:00p Indigo Girls — Thompson's Point (Portland)
- 7:00p Weekly Hack Night — Big Room Studios (Portland)
- 8:00p Thurston Howell Band - Your Premier Yacht Rock Spectacular — Portland House of Music (Portland) — $20
- 8:00p Laura Jane Grace + Brendan Kelly — Blue (Portland) — $20.5
- 8:00p Open Decks DJ Night (Every Tuesday) — Flask Lounge (Portland) — Free
- BOOKS + BEER BOOK CLUB AUGUST — Rising Tide Brewing (Portland) — Free
Wednesday, August 26
- 7:00a Portland Farmers' Market — Deering Oaks Park (Portland) — Free
- 8:00a Mindful Men of Greater Portland — 93 Exchange Street (Portland)
- 10:00a Four-Day Course | PICTURING MAINE: The Wyeth Family in Historical Context — Portland Museum of Art
- 12:30p PMA Films: Sheep in the Box — Bernard Osher Foundation Auditorium (Portland) — $7 – $10
- 1:00p Free E-Bike Tour for BCM Members — Bicycle Coalition of Maine (Portland) — Free
- 3:30p PMA Films: Mary Oliver: Saved by the Beauty of the World — Bernard Osher Foundation Auditorium (Portland) — $7 – $10
- 5:00p New Section of Eastern Trail — Wainwright Sports Complex (South Portland)
- 5:30p Board Game Open Play Meetup — Owlbear's Rest (Westbrook)
- 6:00p Matthew Loyal — The Thirsty Pig (Portland)
- 6:00p Layne's Wine Gig — Blue (Portland) — $28.7
- 6:00p Wednesday Argentine Tango Practica — The Elms (Westbrook) — $25
- 6:00p The Japanese Table — Aomori Kitchen + Market (Portland)
- 6:30p Bluegrass Jam | Drop-In — 317 Main (Yarmouth)
- 6:30p Eddie Dickhaut & Reggae Friends — Portland Lobster Company (Portland)
- 7:00p Scott King — Three Dollar Deweys (Portland)
- 7:00p Million Dollar Quartet Preview — The Public Theatre (Lewiston)
- 7:00p Landlines — Lenny's Pub (Westbrook)
- 7:00p Drop-In Improv Games — Eastern Promenade Gazebo — Free
- 7:30p Western Promenade Concert Series — Western Promenade — Free
- 8:00p Jazz Sesh hosted by Future Mailmen — Blue (Portland) — $10.25
- 8:00p Dead Wednesdays with A Band Beyond Description — Portland House of Music (Portland) — $12
- 8:00p JACK FOSSETT's GUITAR PARTY with MICHAEL CORLETO — Vinegar Hill Music Theatre (Arundel) — $26.5–$31.5
- 9:00p HUMP: Deep Cuts & Underground Grooves with Kid Ray + HouseFinch — Flask Lounge (Portland) — $5
Thursday, August 27
- 12:00p Blurb Club — Congress Square Park (Portland) — Free
- 12:00p Spanish Conversation Group — South Portland Public Library (South Portland) — Free
- 1:00p Tyler Dhone — The Porthole Restaurant & Pub (Portland) — Free
- 1:00p PMA Films: Wild Inside — Bernard Osher Foundation Auditorium (Portland) — $7 – $10
- 2:00p Million Dollar Quartet Preview — The Public Theatre (Lewiston)
- 3:00p Yarmouth Farmers Market — Yarmouth Town Hall (Yarmouth) — Free
- 3:30p PMA Films: Sheep in the Box — Bernard Osher Foundation Auditorium (Portland) — $7 – $10
- 5:00p OLS Member Happy Hour at Friends & Family — One Longfellow Square (Portland) — $30
- 5:00p Nonprofit Night: An Evening of Engagement & Education — Equality Community Center (Portland) — Free
- 5:30p The Fishmongers & Pepper Smith | Summer Deck Music Series — 317 Main (Yarmouth)
- 5:40p Trivia @ Bissell Brothers — Bissell Brothers (Portland)
- 6:00p Square to Square Outdoor Concert Series: Heather Lynn + Melvin Gradiz Band (LEAF Showcase 🌱) Rain venue — One Longfellow Square (Portland) — Free
- 6:00p Kenya Hall live on the Bayside Bowl Roof | all-ages — Bayside Bowl (Portland)
- 6:00p Winslow Park: Bess Jacques & The Strays — Winslow Memorial Park (Freeport) — Free
- 6:00p Queer Soccer — Deering Oaks Park — Free
- 6:00p Square to Square Outdoor Concert Series: Heather Lynn + Melvin Gradiz Band — Congress Square Park (Portland) — Free
- 6:00p Kenya Hall at Bayside Bowl Rooftop — Bayside Bowl (Portland)
- 6:00p Thursday Group Ride — Portland Gear Hub (Portland) — Free
- 6:00p Trivia Night - Biddeford — Brickyard Hollow (Biddeford)
- 6:00p Trivia Night - Brunswick — Brickyard Hollow (Brunswick)
- 6:00p Live Music - Cosmik Bluegrass — Orange Bike Brewing (Portland) — Free
- 6:00p Trivia Thursdays — Paper City BBQ (Westbrook) — Free
- 6:00p Board Game Club Meetup!! — Panera Bread (South Portland)
- 6:30p Trivia Night - Yarmouth — Brickyard Hollow (Yarmouth)
- 6:30p Trivia Night - New Gloucester — Brickyard Hollow (New Gloucester)
- 6:30p The Smith Collaboration — Portland Lobster Company (Portland)
- 6:30p Dakota Higdon w/ Continental Shakedown — Lenny's Pub (Westbrook)
- 6:30p Sing with Royal River Chorus! — Lunt Auditorium (Falmouth)
- 7:00p Bob Pratte — Three Dollar Deweys (Portland)
- 7:00p The Amazing Acro-Cats — The Hill Arts (Portland)
- 7:00p The Unteachables — Empire Comedy Club (Portland)
- 7:00p Trivia Night - Portland — Brickyard Hollow (Portland)
- 7:00p Under the Willow: Clay Camero with Kafari and Crazy Déjà Vu — Mayo Street Arts (Portland)
- 7:00p Axe Throwing League Night - WATL — Meetup
- 7:30p An Enemy of the People - PTF — Crewe Center for the Arts - Blossom ArtsLab
- 7:30p Runnner with Pleasure Systems and Hello Shark — SPACE (Portland)
- 8:00p POKEY LAFARGE — Vinegar Hill Music Theatre (Arundel) — $41.5–$46.5
- 8:00p Bloodroots + Chico States + Juniper Blue — Blue (Portland)
- 8:00p Karaoke (Every Thursday!) — Flask Lounge (Portland) — $5
- 9:00p REPRISE: Recreating Iconic Phish Shows! [ NIGHT ONE] — Portland House of Music (Portland) — $20
- 9:00p Set Roulette — Empire Comedy Club (Portland)
- 9:15p Palace Playland Fireworks — 1 Old Orchard St (Old Orchard Beach)
Friday, August 28
- 7:30a Fore the Love Golf Tournament — Sunset Ridge Golf Links (Westbrook)
- 10:00a point.sequence.consequence — Meetinghouse Arts (Freeport)
- 10:00a Freeport Farmers Market — Memorial Park (Freeport)
- 10:30a Freeport Community Services: Art Van – copy — Meetinghouse Arts (Freeport) — Free
- 12:00p Gallery Talk: On Matt Blackwell’s Moose — Portland Museum of Art
- 1:00p Fireweed: Women’s Mountain Bike Retreat — Stratton Brook Hut (Carrabassett Valley)
- 1:30p 2pm Mary Oliver Film at Portland Museum of Art and Dinner — Portland Museum of Art (Portland)
- 2:00p Million Dollar Quartet Preview — The Public Theatre (Lewiston)
- 2:00p PMA Films: Mary Oliver: Saved by the Beauty of the World — Bernard Osher Foundation Auditorium (Portland) — $6.00
- 3:00p David Karl Roberts — Portland Lobster Company (Portland)
- 5:00p Mahjong FUN Night! — Private Host Residence (Portland)
- 5:30p Chess in the Park — Congress Square Park (Portland) — Free
- 6:00p Kizomba Sunset Sessions — Congress Square Park (Portland) — Free
- 6:00p PMA Films: Late Fame — Bernard Osher Foundation Auditorium (Portland) — $7 – $10
- 6:00p The French Table — Apres Seltzer Bar (Portland)
- 6:00p S.T.E.A.M. Instructor Idea Jam — Open Bench Project (Portland)
- 7:00p Aliens Exist - A Blink-182 Tribute — Live at Madrid's (Portland) — $15
- 7:00p Circus Mutt — The Thirsty Pig (Portland)
- 7:00p Million Dollar Quartet — The Public Theatre (Lewiston) — $60
- 7:00p Emil Wakim — Empire Comedy Club (Portland)
- 7:00p Scotty saints & the true believers || skum city || septic approval || Dave strong — Geno’s Rock Club (Portland) — $10.25
- 7:00p Vinyl Tap — Portland Lobster Company (Portland)
- 7:00p JC & The Aces — Lenny's Pub (Westbrook)
- 7:00p The Amazing Acro-Cats — The Hill Arts (Portland)
- 7:30p PMSALSA Presents: Salsa Nite — Blue (Portland)
- 7:30p An Enemy of the People - PTF — Crewe Center for the Arts - Blossom ArtsLab — $30
- 7:30p The Last Class: A Jazzercize Play | Out There Theater Company — SPACE (Portland)
- 7:30p Dusk to Dark: Paddle the Presumpscot! — Lincoln Street Ice Rink (Westbrook)
- 8:00p PIANO MEN - THE MUSIC OF ELTON & BILLY (NIGHT #1) — Vinegar Hill Music Theatre (Arundel) — $56.5–$61.5
- 9:00p REPRISE: Recreating Iconic Phish Shows! [ NIGHT TWO] — Portland House of Music (Portland) — $20
- 9:00p FEELS: House, Disco, Breaks & Good Vibes — Flask Lounge (Portland) — $5 before 10pm • $10 after
- 9:30p Emil Wakim — Empire Comedy Club (Portland)
Saturday, August 29
- 7:00a Portland Farmers' Market — Deering Oaks Park (Portland) — Free
- 10:00a Park Ranger Hike Club- North Deering Park — 71 Ballpark Drive — Free
- 10:30a Freeport Community Library: Darn It! Mending Drop-In — Freeport Community Library (Freeport) — Free
- 11:00a JT Horne — Portland Lobster Company (Portland)
- 12:00p PMA Films: Late Fame — Bernard Osher Foundation Auditorium (Portland) — $7 – $10
- 12:00p The Spanish Table — Belleflower Brewing Company (Portland)
- 1:00p The Portuguese Table — Congress Square Park (Portland) — Free
- 1:00p OBP space tour. — Open Bench Project (Portland)
- 1:00p Quirk Chevrolet Portland Quirky Cruise-In Supporting Animal Refuge League of Greater Portland — 1000 Brighton Avenue 50 Center Street #1 (Portland)
- 2:00p The Amazing Acro-Cats — The Hill Arts (Portland)
- 2:00p Million Dollar Quartet — The Public Theatre (Lewiston) — $60
- 2:00p Willy Chase — The Thirsty Pig (Portland)
- 3:00p Eli & Noah Smith — Portland Lobster Company (Portland)
- 3:00p PMA Films: Sherman’s March (1985) — Bernard Osher Foundation Auditorium (Portland) — $7 – $10
- 3:00p Sherman’s March @ Portland Museum of Art — SPACE (Portland)
- 4:00p Queers In Gear Saturday Rides — Portland Gear Hub (Portland) — Free
- 4:00p Live Music - Swamp Road Riders — Orange Bike Brewing (Portland) — Free
- 4:00p Tyler Dhone — The Porthole Restaurant & Pub (Portland) — Free
- 4:00p Westbrook Handmade — Westbrook Common (Westbrook)
- 5:00p Yellow Brick Road — Donald M. Gay Performing Arts Center (Auburn)
- 5:00p 207 Music Series - Rob Babson & Friends — Westbrook Common (Westbrook)
- 6:00p Circus in the Square — Congress Square Park (Portland) — Free
- 6:30p Board Game Open Play Meetup — Woodfords Club (Portland)
- 7:00p Fitter Happier - A Tribute to Radiohead — Live at Madrid's (Portland) — $15
- 7:00p Bandwich — The Thirsty Pig (Portland)
- 7:00p The Amazing Acro-Cats — The Hill Arts (Portland)
- 7:00p Million Dollar Quartet — The Public Theatre (Lewiston) — $60
- 7:00p Emil Wakim — Empire Comedy Club (Portland)
- 7:00p Portland Hearts of Pine vs. Fort Wayne FC — Fitzpatrick Stadium (Portland)
- 7:00p Christie Ray Band — Portland Lobster Company (Portland)
- 7:00p Summer Splash w/ DJ Tish & Jay-C — The Porthole Restaurant & Pub (Portland) — Free
- 7:00p Tim Sullivan — Lenny's Pub (Westbrook)
- 7:30p An Enemy of the People - PTF — Crewe Center for the Arts - Blossom ArtsLab
- 7:30p Onyx — Oxbow Blending & Bottling (Portland)
- 7:30p The Last Class: A Jazzercize Play | Out There Theater Company — SPACE (Portland)
- 7:30p 2nd Annual Prismatic Ball — The Portland Club (Portland)
- 8:00p Natalie Brooke w / Canopy — Portland House of Music (Portland) — $12
- 8:00p The Meditations live at Bayside Bowl | all-ages — Bayside Bowl (Portland)
- 8:00p Key Found + Boy Scout + Aedan MacDougall + Glassfishis — Blue (Portland) — $12.3
- 8:00p Jake Shimabukuro — Aura (Portland)
- 8:00p PIANO MEN - THE MUSIC OF ELTON & BILLY (NIGHT #2) — Vinegar Hill Music Theatre (Arundel) — $56.5–$61.5
- 9:30p Emil Wakim — Empire Comedy Club (Portland)
Sunday, August 30
- 10:00a August Body Savers for Makers: Support for the Ceramicist from a Rolfer/Potter — 118 Washington Ave (Portland)
- 11:00a Everett Pendleton — Three Dollar Deweys (Portland)
- 11:00a Pet Rock in the Park! — Deering Oaks Park (Portland)
- 12:00p SOLD OUT | 2026 Judy Glickman Lauder Photography Lecture: Sally Mann — Portland Museum of Art (Portland)
- 12:00p The Italian Table — Austin Street Brewery (Portland)
- 12:30p Roadtrip — Portland Lobster Company (Portland)
- 1:00p Don Campbell Band Concert Cruise — Casablanca Cruises (Portland)
- 1:00p The Last Class: A Jazzercize Play | Out There Theater Company — SPACE (Portland)
- 1:00p Walk & Roll! — Congress Square Park (Portland) — Free
- 2:00p The Amazing Acro-Cats — The Hill Arts (Portland)
- 2:00p Million Dollar Quartet — Maine State Music Theatre — $60
- 2:00p Memorial Park: Heyday Suite — Memorial Park (Freeport) (Freeport) — Free
- 2:00p Maine Middle Eastern Orchestra — Portland Conservatory of Music — $28 (including fees)
- 2:00p Rainbow Reels - Movie Watch Party — Equality Community Center (Portland) — Free
- 2:30p Yellow Brick Road — Donald M. Gay Performing Arts Center (Auburn)
- 3:00p Mainely Reggae Sundays | A Weekly Reggae Rooftop Party & Cookout — Bayside Bowl (Portland)
- 3:00p PMA Films: Late Fame — Bernard Osher Foundation Auditorium (Portland) — $7 – $10
- 3:00p Connecting TTRPG players & GMs - RPG Mixer — Owlbear's Rest (Westbrook)
- 4:00p Savor + Forgotten Son + Brandolino + Gunshot Glitter — Blue (Portland) — $12.3
- 5:00p An Enemy of the People - PTF — Crewe Center for the Arts - Blossom ArtsLab
- 5:30p Two Minutes Out — Portland Lobster Company (Portland)
- 6:00p Jordan Davis — Thompson's Point (Portland)
- 6:00p Tony Dabas — Empire Comedy Club (Portland)
- 6:30p Krysteana Scribner — Lenny's Pub (Westbrook)
- 7:00p Primrose, Gnocchi, Sorry Safari — Live at Madrid's (Portland) — $15
- 7:00p Silent Movie: 20k Leagues Under the Sea @ Congress Square Park — Congress Square Park (Portland) — Free
- 7:00p Portland Horror Movie Club — Geno’s Rock Club (Portland) — Free
- 7:30p Silent Movie Sunday: 20,000 Leagues Under the Sea — Congress Square Park (Portland) — Free
- 8:00p The Sunday Best — Empire Comedy Club (Portland)
- 8:00p Undertow Brass Band (fka What Cheer? Brigade) with DJ red tide — SPACE (Portland)
- Gabe FM — Rising Tide Brewing (Portland) — Free
Monday, August 31
- 9:44a Time Out: Multi-Genre Dance Party at Flask Lounge — Flask Lounge (Portland) — $5
- 12:30p TBD — Portland Lobster Company (Portland)
- 3:00p Freeport Community Services: Weekly Ukulele Jam — Freeport Community Services (Freeport) — Free
- 5:00p Poetry reading with Dr. Theri Pickens, Maya Williams, and Dr. Sarah Jefferis — Equality Community Center (Portland) — Free
- 6:00p Lewis Goodwin — Three Dollar Deweys (Portland)
- 6:00p Music Bingo — Foundation Brewing (Portland) — Free
- 6:00p Read Harder Challenge: Read a book written by an African author — Another Round (Portland)
- 6:00p Portland Step Into Your New Character — Meetup
- 6:30p The Bony Rolls — Portland Lobster Company (Portland)
- 7:00p Funky Mondays with Gina and The Red Eye Flight Crew — Live at Madrid's (Portland) — $13
- 8:00p PUNK ROCK KARAOKE!!! — Geno’s Rock Club (Portland)
- 8:00p Funky Mondays — Live at Madrid's (Portland)
Tuesday, September 1
- 9:00a A Curator's Guide to Revolution — Maine Historical Society (Portland) — $10
- 1:00p Community Lunch — Equality Community Center (Portland) — Free
- 6:00p Learn to Line Dance — 519 Congress Street (Portland) — $10
- 7:00p Open Mic — Blue (Portland) — $10.25
- 7:00p The Misconceived — SPACE (Portland)
- 7:00p Weekly Hack Night — Big Room Studios (Portland)
Wednesday, September 2
- 7:00a Portland Farmers' Market — Deering Oaks Park (Portland) — Free
- 10:30a Baby Lapsit - Under age 2 — Walker Memorial Library (Westbrook)
- 1:00p Free E-Bike Tour for BCM Members — Bicycle Coalition of Maine (Portland) — Free
- 2:00p Million Dollar Quartet — The Public Theatre (Lewiston) — $60
- 4:00p PMA Films: Late Fame — Bernard Osher Foundation Auditorium (Portland) — $7 – $10
- 6:00p D.R.I. // Endure // Words That Burn // Pigboat // Candy Striper Death Orgy — Geno’s Rock Club (Portland) — $20.5–$35.88
- 6:00p Wednesday Argentine Tango Practica — The Elms (Westbrook) — $25
- 6:00p The Japanese Table — Aomori Kitchen + Market (Portland)
- 6:30p Lazzlo Family Band — Lenny's Pub (Westbrook)
- 7:00p Maine Middle Eastern Ensemble — Blue (Portland)
- 7:00p Henry Lowery — Three Dollar Deweys (Portland)
- 7:00p Million Dollar Quartet — The Public Theatre (Lewiston) — $60
- 7:00p September Open Mic Night: FULL BAND Edition! Hosted by Lolabelle 🌱 — One Longfellow Square (Portland) — $60
- 7:00p Drop-In Improv Games — Eastern Promenade Gazebo — Free
- 7:00p Book Chat: The Nightingale — Novare Res Bier Cafe (Portland)
- 8:00p Dead Wednesdays with A Band Beyond Description — Portland House of Music (Portland) — $12
- 9:00p Jazz Sesh hosted by Conor Linehan — Blue (Portland) — $10.25
Thursday, September 3
- 12:00p Michael Lowell Wright, Maine Author Talk — Scarborough Public Library (Scarborough) — Free
- 12:00p Spanish Conversation Group — South Portland Public Library (South Portland) — Free
- 12:30p PMA Films: Late Fame — Bernard Osher Foundation Auditorium (Portland) — $7 – $10
- 2:00p Million Dollar Quartet — The Public Theatre (Lewiston) — $60
- 3:00p Yarmouth Farmers Market — Yarmouth Town Hall (Yarmouth) — Free
- 3:00p PMA Films: Sherman’s March (1985) — Bernard Osher Foundation Auditorium (Portland) — $7 – $10
- 3:00p Sherman’s March @ Portland Museum of Art — SPACE (Portland)
- 5:30p Shopping Social Meet and Greet with Junior League of Portland, Maine — Ope! A Stationary Shop 648 Congress Street (Portland)
- 5:30p Summer Sunsets Live @ Thompson's Point — Thompson's Point (Portland)
- 6:00p Grammy Winner Dave Gutter (Rustic Overtones) w/s/g Keenan Hendricks (Rigometrics) live on the Bayside Bowl Roof | all-ages — Bayside Bowl (Portland)
- 6:00p Queer Soccer — Deering Oaks Park — Free
- 6:00p Thursday Group Ride — Portland Gear Hub (Portland) — Free
- 6:00p Trivia Night - Biddeford — Brickyard Hollow (Biddeford)
- 6:00p Trivia Night - Brunswick — Brickyard Hollow (Brunswick)
- 6:00p Kizomba Sunset Sessions — Congress Square Park (Portland) — Free
- 6:00p Winslow Park: The Delta Knights Band — Winslow Memorial Park (Freeport) — Free
- 6:00p Trivia Thursdays — Paper City BBQ (Westbrook) — Free
- 6:30p Trivia Night - Yarmouth — Brickyard Hollow (Yarmouth)
- 6:30p Trivia Night - New Gloucester — Brickyard Hollow (New Gloucester)
- 6:30p Brody Schenk — Lenny's Pub (Westbrook)
- 6:30p Sing with Royal River Chorus! — Lunt Auditorium (Falmouth)
- 7:00p Dylan Tanguay — Three Dollar Deweys (Portland)
- 7:00p Tara Cannistraci — Empire Comedy Club (Portland)
- 7:00p Yonder Mountain String Band — Live at Madrid's (Portland) — $20
- 7:00p Trivia Night - Portland — Brickyard Hollow (Portland)
- 7:00p Movies On the Monument — Monument Square (456 Congress St. Portland) — Free
- 7:00p Axe Throwing League Night - WATL — Meetup
- 7:00p THE FLIPTONES, THE FUR, ROMXN, MUTTER — Geno’s Rock Club (Portland) — $10.25–$15.38
- 7:00p MIST presents: A Night of Longform Improv — Blue (Portland)
- 7:30p An Enemy of the People - PTF — Crewe Center for the Arts - Blossom ArtsLab — $30
- 7:30p Darksoft, Cigarettes for Breakfast, Crystal Canyon, XO — SPACE (Portland)
- 8:00p Jackie Greene — One Longfellow Square (Portland) — $30
- 8:15p Movies on the Monument — Monument Square (Portland) — Free
- 9:00p Casual Karaoke — Blue (Portland)
- 9:00p Set Roulette — Empire Comedy Club (Portland)
Friday, September 4
- 10:00a Freeport Farmers Market — Memorial Park (Freeport)
- 12:00p Mindfulness in the Galleries — Portland Museum of Art
- 1:30p First Friday @ ECC — Equality Community Center (Portland) — Free
- 2:00p Monumental Market — Monument Square — Free
- 2:00p PMA Films: Late Fame — Bernard Osher Foundation Auditorium (Portland) — $6.00
- 5:00p Art walk — First Friday (Portland)
- 5:00p First Friday Art Walk — Portland Public Library (Portland) — Free
- 5:00p Super Powers / Magic Tricks at 49 Oak — 49 Oak Street (Portland)
- 5:00p Guest Artist Reception for Tama Swain-Salomon — 915 forest ave (portland)
- 5:00p “Freaky Fridaze” Live Broadcast with WMPG — Portland Museum of Art
- 5:30p Chess in the Park — Congress Square Park (Portland) — Free
- 6:00p satiate // actor observer // loudsounds // cranked — Geno’s Rock Club (Portland) — $10.25–$15.38
- 6:00p Portland Ballet — Congress Square Park (Portland) — Free
- 6:00p PMA Films: Mary Oliver: Saved by the Beauty of the World — Bernard Osher Foundation Auditorium (Portland) — $7 – $10
- 6:30p Stella Blue Brothers — Lenny's Pub (Westbrook)
- 7:00p Million Dollar Quartet — The Public Theatre (Lewiston) — $60
- 7:00p The Teller's Garden — Portland Media Center (Portland) — $15
- 7:00p JAZZ at Hi-Fidelity — Hi-Fidelity Brewing (Portland) — Free
- 7:00p Denny Breau — Meetinghouse Arts (Freeport)
- 7:00p Forget, Forget + Fraternity Leave + El Malo — Blue (Portland)
- 7:30p Steamy Nights Annual Benefit for The Hill Arts — The Hill Arts (Portland) — $30
- 7:30p An Enemy of the People - PTF — Crewe Center for the Arts - Blossom ArtsLab — $30
- 7:30p The Maine Stage — Mayo Street Arts — $19 – $29
- 7:30p The Maine Stage: Burlesque, Drag & Flow — Mayo Street Arts (Portland) — $22
- 7:30p Mayo Street Arts presents The Maine Stage: Burlesque, Drag & Flow — Mayo Street Arts 10 Mayo St (Portland)
- 8:00p New England Art Book Fair 2026 — SPACE (Portland)
- 8:00p Funkationland — One Longfellow Square (Portland) — $30
- 8:00p Portland Yacht Rock Festival 2026 — Aura (Portland) — $35.25 - $46.00
- 9:00p CONFESSIONS (MADONNA NIGHT) — Portland House of Music (Portland) — $15
- BUOYANCY — Old Port Square (Portland)
Saturday, September 5
- 7:00a Portland Farmers' Market — Deering Oaks Park (Portland) — Free
- 9:00a Casco Bay Navigation for Beginners — Midcoast Senior College (Brunswick)
- 11:00a New England Art Book Fair 2026 — SPACE (Portland)
- 11:00a Crystal Spa Day 🔮 — The Torch Within (Portland)
- 12:00p PMA Films: “Eve Biddle Selects”: Blazing Saddles (1974) — Bernard Osher Foundation Auditorium (Portland) — $7 – $10
- 12:00p The Spanish Table — Belleflower Brewing Company (Portland)
- 12:15p Ad Libitum Ensemble — Portland Conservatory of Music — Free
- 1:00p Kick Out The Jams — Hi-Fidelity Brewing (Portland) — Free
- 1:00p The Portuguese Table — Congress Square Park (Portland) — Free
- 1:00p OBP space tour. — Open Bench Project (Portland)
- 2:00p Million Dollar Quartet — The Public Theatre (Lewiston) — $60
- 3:00p PMA Films: Late Fame — Bernard Osher Foundation Auditorium (Portland) — $7 – $10