WHAT'S GOING ON AROUND PORTLAND, ME
text-only · 597 shows · next 14 days · updated Oct 8, 2026, 12:19 AM
showing everything, including kids, clubs, seniors, support-group programming and events farther afield · back to the curated list
Thursday, October 8
- 9:00a OverUnder — Address 111 Bedford St (Portland)
- 9:00a Approaches to Beginning Oil Painting — Maine College of Art & Design (Portland )
- 9:00a Sketchbooks: Cultivating a Daily Practice — Maine College of Art & Design (Portland )
- 9:00a Concept to Pilot with Michael Osborne (online) — Maine College of Art & Design (Portland )
- 9:00a In The Particular — Notch8 Gallery (Portland)
- 10:00a Rhythm & Rhyme — Scarborough Public Library (Scarborough) — Free
- 10:30a Family Storytime — Burbank Branch Library (Portland) — Free
- 10:30a Family Storytime at Walker Library — Walker Memorial Library (Westbrook)
- 11:00a Little Roots Family Music Time — Walker Memorial Library (Westbrook)
- 12:00p Blurb Club — Offsite — Free
- 12:00p Spanish Conversation Group — South Portland Public Library (South Portland) — Free
- 12:00p Blurb Club — Congress Square Park (Portland) — Free
- 1:00p Just Willy — Portland Lobster Company (Portland)
- 1:30p Chair Yoga Class for Caregivers and Loved Ones — 2320 Congress St, Portland
- 2:00p Teen Video Games — Portland Public Library (Portland) — Free
- 3:00p Kids LEGO Club — Burbank Branch Library (Portland) — Free
- 3:00p Yarmouth Farmers Market — Yarmouth Town Hall (Yarmouth) — Free
- 3:00p Teen Dinosaur Miniature Painting — Portland Public Library (Portland) — Free
- 3:30p PMA Films: Ha-Chan, Shake Your Booty! — Bernard Osher Foundation Auditorium (Portland)
- 4:30p Queer Support Group with Art of Awareness — Equality Community Center (Portland) — Free
- 4:30p 18th Annual Community Block Party: Better Together for Maine — 175 Lancaster St. (Portland)
- 5:00p Adult Zentangle — Riverton Branch Library (Portland) — Free
- 5:00p Wiscasset Fix-A-Bike with Bicycle Coalition of Maine — Bike Coalition of Maine
- 5:00p What Came Down in the Smoke — 35 Bedford Street (Portland) — Free
- 5:00p Mahjong Group — South Portland Public Library (South Portland) — Free
- 5:00p Itty Bitty Knitty Committee (Thursdays @ 5 @ Owlbear's Rest) — Owlbear's Rest (Westbrook)
- 5:15p Contemporaries Tour of Winslow Homer: Painter, Etcher — Portland Museum of Art
- 5:30p Let’s Get Better Together Al-Anon Meeting — Equality Community Center (Portland) — Free
- 5:30p Pet Fashion Show! — Congress Square Park (Portland) — Free
- 5:30p Stop Motion Studio with Amelia Garretson-Persans — Maine College of Art & Design (Portland )
- 5:30p Live Music - SunDog — Orange Bike Brewing (Portland) — Free
- 6:00p Dakota Smart — Three Dollar Deweys (Portland)
- 6:00p A River Runs Through It: A 'Good News' 'Bad News' Story — Scarborough Public Library (Scarborough) — Free
- 6:00p Trivia Night - Biddeford — Brickyard Hollow (Biddeford)
- 6:00p Trivia Night - Brunswick — Brickyard Hollow (Brunswick)
- 6:00p Trivia Thursdays — Paper City BBQ (Westbrook) — Free
- 6:00p Beginning B+W Darkroom Photography with Tabitha Barnard — Maine College of Art & Design (Portland )
- 6:00p Soul Dance — Hope Gateway (Portland)
- 6:00p Avery Cochrane with Alexa Cappelli — Live at Madrid's (Portland) — $20
- 6:00p [NEW] "Way North" In-Person Playtesting, Westbrook ME @ Owlbear's Rest — 506 Main St (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 Cajun Jam — 317 Main (Yarmouth) — Free
- 6:30p Sing with Royal River Chorus! — Lunt Auditorium (Falmouth)
- 6:30p Joe Sweeney — Lenny's Pub (Westbrook)
- 6:30p Dementia Friends Maine Information Session — Zoom
- 7:00p Kristin Key — State Theatre (Portland)
- 7:00p Gus Constantellis — Empire Comedy Club (Portland)
- 7:00p Trivia Night - Portland — Brickyard Hollow (Portland)
- 7:00p Mind Magic: A Night of Laughter and Astonishment with Dr. Steve Taubman — The Hill Arts (Portland)
- 7:00p Maine Voices Live with Zachary Fowler, winner of the History Channel's ALONE Season 3 — One Longfellow Square (Portland)
- 7:00p An Evening with Bishop Mariann Budde — Merrill Auditorium — $56 (including fees)
- 7:00p Dana Mashoian Walrath discusses The Book of Genocides — SPACE (Portland)
- 7:30p Eureka Day — Mad Horse Theatre at The Hutchins School — $4
- 7:30p Kota the Friend — Oxbow Blending & Bottling (Portland)
- 7:30p Eureka Day — 24 Mosher Street (South Portland) — $4
- 7:30p Maine Irish Reads “The Searcher” by Tana French — Maine Irish Heritage Center (Portland) — Free
- 8:00p State Theatre Presents: Small Pond w / Emily Irving & Gaud — Portland House of Music (Portland) — $12
- 8:00p Brook Blanche + Joel Thetford + Dusty Buckets — Blue (Portland) — $10.25
- 8:00p Karaoke (Every Thursday!) — Flask Lounge (Portland) — $5
- 9:00p Set Roulette — Empire Comedy Club (Portland)
- Thursday Knit Night — Rising Tide Brewing (Portland) — Free
- BAD HISTORY MONTH, and NYXY NYX (DUO SET), MATT LAJOIE — The Apohadion Theater (Portland) — $10-$20 pwyc All Ages
- ongoing Celebrating a Century: Maine's Contributions to the 1876 Centennial Exposition — Maine Historical Society (Portland)
- ongoing Sidle House: Outdoor Sculpture — Sidle House Gallery (Freeport)
- ongoing Nature’s Palette: Art Inspired by the Season — Meetinghouse Arts (Freeport)
- ongoing NFL Sunday Ticket @Spare Time Portland — 867 Riverside st (Portland)
- ongoing Fryeburg Fair — Fryeburg Fair (Fryeburg)
- ongoing Great Lake Swimmers — Oxbow Blending & Bottling (Portland)
- ongoing Come Play Improv Games! — Woodfords Club (Portland) — Free
- ongoing Panopticon with Catharsis and Worm Altar — SPACE (Portland)
- ongoing Oh Kee Pa Orchestra - A Phish Tribute - Celebrating 30 years of Billy Breathes — Portland House of Music (Portland) — $15
- ongoing Smokes Let’s Flow!: Portland Flowmies x Cold Water Crew — Flask Lounge (Portland) — $5
Friday, October 9
- 8:00a Camp Queerly — Queerly Maine
- 10:00a FriendCon Fall 2026 — Portland Public Library (Portland) — Free
- 10:00a Knit Chat [Morning] — South Portland Public Library (South Portland) — Free
- 10:00a Board Game Day 1 at the Library with FriendCon! — Portland Public Library (04101)
- 10:15a Baby Storytime — Peaks Island Branch Library (Peaks Island) — Free
- 10:30a Baby Stories & Play — Burbank Branch Library (Portland) — Free
- 10:30a Family Storytime — South Portland Public Library (South Portland) — Free
- 10:45a Preschool Storytime — Peaks Island Branch Library (Peaks Island) — Free
- 12:00p Noontime Talk: Maritime History and Homer — Portland Museum of Art
- 12:30p Gulf of Maine Research Institute-Walk & Talk- Seafood Systems — Portland Lobster Company (Portland)
- 2:00p Technology Tutoring — Portland Public Library (Portland) — Free
- 2:00p Teen Video Games — Portland Public Library (Portland) — Free
- 2:00p PMA Films: Chronovisor — Bernard Osher Foundation Auditorium (Portland)
- 3:00p Ferry Beach's 125th Anniversary Weekend — Ferry Beach Retreat & Conference Center (Saco)
- 3:30p Paws & Pages — Portland Public Library (Portland) — Free
- 4:00p Dam Removal Celebration — Sparhawk Mill (Yarmouth)
- 5:00p Ryan Halliburton — Portland Lobster Company (Portland)
- 5:00p Live Music - Maine Coon Cats — Orange Bike Brewing (Portland) — Free
- 5:30p Woodfords Club Spaghetti Supper — Woodfords Club (Portland)
- 6:00p Aquaboggan Ghoulish Golf — Aquaboggan Water Park & Saco Drive-In (Saco)
- 6:00p PMA Films: “A Few Small Odysseys”: Good Time (2017) — Bernard Osher Foundation Auditorium (Portland)
- 6:00p The Iris Network presents "Dining in the Dark" — Bruno's Restaurant, 33 Allen Avenue, Portland, Maine 189 Park Ave (Portland)
- 6:30p Film Screening: The Buzz on Native Plants — Congress Square Park (Portland) — Free
- 6:30p Movie Night in Hesetine Park: Beauty and the Beast (2017) — Heseltine Park (Portland) — Free
- 6:30p Circle Singing with Kathy Slack — 317 Main (Yarmouth)
- 6:30p Portland's Largest Speed Dating Event — Portland Expo (Portland)
- 6:30p Brooke Blanche, Dusty Buckets, and Joel Thetford — Lenny's Pub (Westbrook)
- 7:00p Leaf — The Thirsty Pig (Portland)
- 7:00p Annie Lederman — Empire Comedy Club (Portland)
- 7:00p 💋 The Rocky Horror BURLESQUE Show 💋 OCT 9th — Geno’s Rock Club (Portland) — $30.75
- 7:00p Jordan Gravel — Meetinghouse Arts (Freeport)
- 7:00p Preseason Exhibition to benefit Maine Mariners Foundation — Cross Insurance Arena (Portland)
- 7:00p Stories of Our Times — 519 Congress Street (Portland) — Free
- 7:00p Tickle! — The Porthole Restaurant & Pub (Portland) — Free
- 7:15p Emo/Alternative Cover Show @ Blue — Blue Portland Maine (Portland)
- 7:30p Eureka Day — Mad Horse Theatre at The Hutchins School
- 7:30p Caitlin Piper and The Stray Horses perform Carole King's album TAPESTRY — The Hill Arts (Portland) — $30
- 8:00p The Midnight — State Theatre (Portland)
- 8:00p Briscoe with special guest Noah James — One Longfellow Square (Portland) — $30
- 8:00p Strange Machines w / Lee Ross — Portland House of Music (Portland) — $20
- 8:00p Let's Get Emo! with Jackie Klock and Cole Phillips — Blue (Portland) — $10.25
- 8:00p Mystic Crystal Revelations: An Audiovisual & Performance Experience hosted by Aquarius Funkk — SPACE (Portland)
- 9:09p LOVE: Celebrating Sixteen Years of Love — Flask Lounge (Portland) — $5 before 10 PM / $10 after 10 PM
- 9:30p Annie Lederman — Empire Comedy Club (Portland)
Saturday, October 10
- 7:00a Portland Farmers' Market — Deering Oaks Park (Portland) — Free
- 8:00a Bold Coast in October — Meetup
- 8:00a Maine Lobster Ride — Snow Marine Park (Rockland)
- 9:00a Adult Writing Group — Peaks Island Branch Library (Peaks Island) — Free
- 9:00a Surface Intensive: A 2-Day Workshop with Sean O'Connell — 118 Washington Ave (Portland)
- 9:00a Art Biz Basics with Kim Bernard — Maine College of Art & Design (Portland )
- 9:00a Make Your Own Sewing Patterns with Cheslye Ventimiglia — Maine College of Art & Design (Portland )
- 9:00a Screen Printing on Paper with Zoe Hamblett — Maine College of Art & Design (Portland )
- 9:00a Upcycled Denim with Kim Bernard — Maine College of Art & Design (Portland )
- 9:00a CLOSED October 10th for Private Event — Fifth Maine Museum (Peaks Island)
- 9:00a Boats and Bubbly! — Meetup
- 10:00a Library Knitting Group — Scarborough Public Library (Scarborough) — Free
- 10:00a FriendCon Fall 2026 — Portland Public Library (Portland) — Free
- 10:00a Board Game Day 2 at the Library with FriendCon! — Portland Public Library (04101)
- 10:00a Park Ranger Hiking Club- Presumpscot River Preserve — Presumpscot River Preserve (30 Gray Rd -Falmouth) — Free
- 10:00a Artist's Notebook — Burbank Branch Library (Portland) — Free
- 10:00a Jamie Hogan Author Talk — Peaks Island Branch Library (Peaks Island) — Free
- 10:15a Reading Rainbow Screening at Redbank — Redbank Community Center (South Portland) — Free
- 11:00a PMA Films: Howl’s Moving Castle (2004) (Presented with Portland Symphony Orchestra) — Bernard Osher Foundation Auditorium (Portland)
- 11:00a The Fall Festival at Pleasant Mountain — Pleasant Mountain 119 Mountain Road (Bridgton)
- 11:00a Pleasant River foliage trip. — Gambo Field (windham)
- 12:30p Mike Hayward Trio — Portland Lobster Company (Portland)
- 1:00p FREE tours of Factory 3 every Tuesday and Saturday at 1pm — Factory 3 (Portland)
- 1:00p BPM Presents: Intro To Live Sound Class — Blue (Portland) — $76.88
- 1:00p Portland Signing for "Girl Without a Country" with Rick Ramseyer — Sherman's of Portland (Portland)
- 1:00p OBP space tour. — Open Bench Project (Portland)
- 1:45p PMA Films: Ha-Chan, Shake Your Booty! — Bernard Osher Foundation Auditorium (Portland)
- 2:00p Scott King — The Thirsty Pig (Portland)
- 2:00p Take a Little Art Home — 61 Pleasant Street (Portland)
- 4:00p Ekphrastic Poetry with Award Winning Poets — Oak St Lofts Gallery, 72 Oak St., Portland ME 04101 — Free
- 4:15p PMA Films: Chronovisor — Bernard Osher Foundation Auditorium (Portland)
- 5:00p L.Q.H. — Portland Lobster Company (Portland)
- 6:00p Aquaboggan Ghoulish Golf — Aquaboggan Water Park & Saco Drive-In (Saco)
- 6:00p Live Music - Cosmik Blue — Orange Bike Brewing (Portland) — Free
- 6:30p Tim Sullivan - The Shakes — Lenny's Pub (Westbrook)
- 7:00p The Music of Studio Ghibli — Merrill Auditorium — $29 – $99
- 7:00p Annie Lederman — Empire Comedy Club (Portland)
- 7:00p Quartet: Four Lenses on Love, Loss and Letting Go. Written and performed by award-winning writer Elizabeth Peavey — The Hill Arts (Portland) — $40
- 7:00p Onward — Meetinghouse Arts (Freeport)
- 7:00p FLOR Cuadro Flamenco — Mayo Street Arts (Portland) — $41 / $29 / $18 (including fees) PWYC Available
- 7:00p 💋 The Rocky Horror BURLESQUE Show 💋 OCT 10th — Geno’s Rock Club (Portland) — $30.75
- 7:00p FriendCon at Woodfords Club — Woodfords Club (Portland)
- 7:00p YES&Co. with Tyler Paterson — Portland Media Center — $20 (including fees)
- 7:00p FLOR Cuadro Flamenco — 10 Mayo Street (Portland)
- 7:00p Peaked In High School — The Porthole Restaurant & Pub (Portland) — Free
- 7:00p Special Saturday Open Mic — Blue (Portland) — $10.25
- 7:30p Eureka Day — Mad Horse Theatre at The Hutchins School — $4
- 8:00p Benjamin Tod & Lost Dog Street Band — State Theatre (Portland)
- 8:00p Lilly Hiatt & Margo Cilker — One Longfellow Square (Portland) — $30
- 8:00p Joe Samba live at Bayside Bowl | BB, Mainely Reggae Presents | all-ages — Bayside Bowl (Portland)
- 8:00p It's a 2000's Dance Party — Live at Madrid's (Portland) — $25
- 8:00p Stephen Lynch: The Me Tour — Aura (Portland) — $42.50 - $61.50
- 8:00p Oodelally album release with o’death and Rosie Borden — SPACE (Portland)
- 8:00p Gray Space | Blue Skies — 519 Congress Street (Portland) — $25
- 9:00p REQUIEM: Grave Rave II Halloween Dance Party at Flask Lounge — Flask Lounge (Portland) — $10
- 9:00p Bangerangerz [2010s bangers all nite] — Portland House of Music (Portland) — $13
- 9:30p Annie Lederman — Empire Comedy Club (Portland)
- THE WORST, 10th ANNIVERSARY SHOW!, with — The Apohadion Theater (Portland) — $20 at Door or Online at www.eventbrite.com/e/theworst-10th-anniversary-show-tickets-1997501457631
Sunday, October 11
- 8:00a Maine Arborist Association State Climbing Competition — Deering Oaks Park — Free
- 9:00a Metals Open Bench — Maine College of Art & Design (Portland )
- 9:00a Open Studio: Darkroom Photography — Maine College of Art & Design (Portland )
- 10:00a Chris Torrey — Three Dollar Deweys (Portland)
- 11:00a SCREEN FREE SUNDAY with Tom Booth! — Back Cove Books (Portland)
- 12:00p PMA Films: Ha-Chan, Shake Your Booty! — Bernard Osher Foundation Auditorium (Portland)
- 12:30p Fiasco Bros Trio — Portland Lobster Company (Portland)
- 1:00p Portland Gaymers Monthly Meetup — Equality Community Center (Portland) — Free
- 1:00p Walk & Roll! — Congress Square Park (Portland) — Free
- 1:00p Circus Variety Show: Halloween Edition — Congress Square Park (Portland) — Free
- 1:00p Journey Through Time: Deering Oaks Park History Walk — Deering Oaks Park — Free
- 1:00p River Bottom Funk — The Porthole Restaurant & Pub (Portland) — Free
- 2:00p Hair of the Pig — The Thirsty Pig (Portland)
- 2:00p Quartet: Four Lenses on Love, Loss and Letting Go Written and performed by award-winning writer Elizabeth Peavey — The Hill Arts (Portland)
- 2:00p MTN's Mixed Media Makers Workshop — Equality Community Center (Portland) — Free
- 2:00p MTN's All-Ages Trans & Ally Support Group — Equality Community Center (Portland) — Free
- 2:30p The Music of Studio Ghibli — Merrill Auditorium — $29 – $99
- 3:00p PMA Films: Chronovisor — Bernard Osher Foundation Auditorium (Portland)
- 4:00p Live Music - Second Chance Ukulele — Orange Bike Brewing (Portland) — Free
- 4:00p The Potboilers — Meetinghouse Arts (Freeport)
- 5:30p Aquaboggan Ghoulish Golf — Aquaboggan Water Park & Saco Drive-In (Saco)
- 5:30p Roper, Maxwell, Carroll — Portland Lobster Company (Portland)
- 6:00p Bobcat Goldthwait — Empire Comedy Club (Portland)
- 6:00p Kit Demos Off/Axis Big Band — Mayo Street Arts (Portland) — $34 / $22 (including fees) PWYC Available
- 6:00p Mayo Street Arts Presents Kit Demos Off/Axis Big Band — Mayo Street Arts 10 Mayo Street (Portland)
- 6:30p Out of the Closet, Into the Halls (LGBTQIA+ AA Meeting) — Equality Community Center (Portland) — Free
- 7:00p Ethan Setiawan & Fine Ground — One Longfellow Square (Portland) — $30
- 7:00p Erin French — State Theatre (Portland)
- 7:00p Portland Horror Movie Club - Memories of Murder — Geno’s Rock Club (Portland)
- 7:30p The Black Keys — Cross Insurance Arena (Portland)
- 8:00p Pintail + Lucia and The Juiceboxes + Snake Lips + State Birds — Blue (Portland) — $10.25
- 8:00p Jeffrey Lewis (Solo) with Dirt Bunny — SPACE (Portland)
- 8:30p King of Drag Season 2 Viewing Party w/ Crown & Chaos — Equality Community Center (Portland) — Free
- 9:00p SUNDAZE: Bass Music Sundays — Flask Lounge (Portland) — $5
Monday, October 12
- 9:00a ECC closed in observance of Indigenous Peoples' Day — Equality Community Center (Portland) — Free
- 10:00a October 12th The Last Day of the Season — Fifth Maine Museum (Peaks Island)
- 10:00a Indigenous Peoples Day Open House — Portland Museum of Art — Free
- 11:00a E.B. Goodale Storytime! — Back Cove Books (Portland)
- 12:00p Corn Maze @ Pumpkin Valley Farm — Pumpkin Valley Farm (Dayton)
- 12:00p Indigenous Peoples Day Walk — Saccarappa Park (Westbrook)
- 12:30p Gina Alibrio & Friends — Portland Lobster Company (Portland)
- 2:00p PMA Films: Aanikoobijigan [ancestor / great-grandparent / great-grandchild] (Free Screening) — Bernard Osher Foundation Auditorium (Portland) — Free
- 5:00p Art Mondays — Ugly Duckling (Portland) — Free
- 5:00p O.C. & the Offbeats — Portland Lobster Company (Portland)
- 5:00p Mainline Groove — Lenny's Pub (Westbrook)
- 6:00p Andrew Geano — Three Dollar Deweys (Portland)
- 6:00p Music Bingo — Foundation Brewing (Portland) — Free
- 7:00p Leaf Peeping Season - Fall Residency — Live at Madrid's (Portland) — $13
- 7:00p Robert Samantha + Rose Of The World + Amiright? + Big Brute — Blue (Portland) — $12.3
- 8:00p PUNK ROCK KARAOKE!!! — Geno’s Rock Club (Portland)
- 9:00p REWHYND: Whynot?, KikiraWRZ, Psidemica & Embassonic — Flask Lounge (Portland) — $5
Tuesday, October 13
- 9:00a Jewelry: Stone Setting with Abigail Sprague — Maine College of Art & Design (Portland )
- 9:00a Office Hours with Coco McCracken — Maine Irish Heritage Center (Portland) — Free
- 10:00a Preschool Learning & Discovery Time — Scarborough Public Library (Scarborough) — Free
- 10:15a Groupe de Discussion en Français — South Portland Public Library (South Portland) — Free
- 10:30a Preschool Storytime — Portland Public Library (Portland) — Free
- 10:30a Family Storytime at Walker Library — Walker Memorial Library (Westbrook)
- 10:30a Destination Storytime at Redbank Community Center — Redbank Community Center (South Portland) — Free
- 12:00p October Phone Pals Training for Volunteers — Meeting will take place over Zoom.
- 12:15p FULL: A Matter of Balance — Scarborough Public Library (Scarborough) — Free
- 12:30p Jackie Klock & Aaron Nadeau — Portland Lobster Company (Portland)
- 1:00p Community Lunch — Equality Community Center (Portland) — Free
- 2:45p Teen Community Pop-up: Blunt Youth Radio — Portland Public Library (Portland) — Free
- 3:30p D&D Session 1 — Scarborough Public Library (Scarborough) — Free
- 5:30p Teen Open Mic Night — South Portland Public Library (South Portland) — Free
- 6:00p Knit Chat [Evening] — South Portland Public Library (South Portland) — Free
- 6:00p Autumn Light (Online + Hybrid) with Deb Dawson — Maine College of Art & Design (Portland )
- 6:00p Intro to Digital Photography with Brendan Hill — Maine College of Art & Design (Portland )
- 6:00p Painting Critique with Diane Dahlke, Online — Maine College of Art & Design (Portland )
- 6:00p October Social at Novare Res! — Novare Res Bier Cafe (Portland)
- 6:30p Die Well Death Education: Session Seven — Scarborough Public Library (Scarborough) — Free
- 6:30p Open Mic Night — 317 Main (Yarmouth) — Free
- 6:30p Consciously Evolving Men Monthly In Person Meetup — Unity of Greater Portland (Windham)
- 7:00p Open Mic — Blue (Portland) — $10.25
- 7:00p Booked: From Idea to Bookshelf — Mechanics' Hall
- 7:00p Weekly Hack Night — Big Room Studios (Portland)
- 7:30p ChoralArt Presents VOCES8 — Hannaford Hall
- 8:00p Wishy – Nature’s Pill Tour with youbet — SPACE (Portland)
- 8:00p Open Decks DJ Night (Every Tuesday) — Flask Lounge (Portland) — Free
Wednesday, October 14
- 7:00a Portland Farmers' Market — Deering Oaks Park (Portland) — Free
- 8:30a Healing Qigong — Ferry Beach Retreat & Conference Center (Saco)
- 9:00a Dale Carnegie Course — University of Southern Maine - Classroom 213 88 Bedford Street Abromson Center (Portland)
- 9:00a Wednesday Morning Meditations in Portland New Church — Portland New Church (Portland)
- 10:00a Four-Day Course | PICTURING MAINE: The Wyeth Family in Historical Context | Session 2 — Portland Museum of Art
- 10:30a Baby Storytime — Portland Public Library (Portland) — Free
- 10:30a Baby Lapsit - Under age 2 — Walker Memorial Library (Westbrook)
- 12:00p Rapid STI Testing with PPH — Portland Public Library (Portland) — Free
- 12:00p Owen Conforte — Portland Lobster Company (Portland)
- 1:00p Storytime for Babies & Toddlers — South Portland Public Library (South Portland) — Free
- 1:00p Branch Book Group — South Portland Public Library — Memorial Branch (South Portland) — Free
- 1:00p Family Caregiver Support Group — Bridgton Community Center
- 1:15p Family Caregiver Support Group — Sam L. Cohen Center, 30 Barra Rd., Biddeford, ME 04009
- 2:00p Art Room — Burbank Branch Library (Portland) — Free
- 3:00p Fresh Food Event with The Locker Project — South Portland Public Library (South Portland) — Free
- 3:30p Fresh Food Event with The Locker Project — South Portland Public Library (South Portland) — Free
- 3:30p Comics Club — Scarborough Public Library (Scarborough) — Free
- 3:30p Construction Club - Build with us! — Walker Memorial Library (Westbrook)
- 3:30p Kids’ Crafternoon — South Portland Public Library (South Portland) — Free
- 4:00p Rainbow Yoga with Lu — Portland Public Library (Portland) — Free
- 4:00p Winter Ready Repair Pop-up — Congress Square Park (Portland) — Free
- 4:00p PMA Films: Ha-Chan, Shake Your Booty! — Bernard Osher Foundation Auditorium (Portland)
- 4:30p Letter-Writing with Friends — Riverton Branch Library (Portland) — Free
- 4:30p Poetry Walk on Mackworth Island — Offsite — Free
- 5:00p Evening Book Discussion: The Savage, Noble Death of Babs Dionne by Ron Currie — Scarborough Public Library (Scarborough) — Free
- 5:00p Preparing for Medicare Open Enrollment - VIRTUAL — Zoom
- 5:00p Poetry Walk on Mackworth Island — Andrews Avenue off US-1 (Falmouth) — Free
- 5:30p Board Game Open Play Meetup — Owlbear's Rest (Westbrook)
- 5:30p Jonah Bruce — Lenny's Pub (Westbrook)
- 6:00p Dave Clark — Three Dollar Deweys (Portland)
- 6:00p Queercovery Meeting — Equality Community Center (Portland) — Free
- 6:00p Trivia — Foundation Brewing (Portland) — Free
- 6:00p Wednesday Dance with the OneDance Portland community — Odd Fellows Hall, 2nd Floor (Portland)
- 6:00p UX Maine Autumn Happy Hour! — The East Ender (Portland)
- 6:00p Wednesday Argentine Tango Practica — The Elms (Westbrook) — $25
- 6:00p 🤠 Line Dancing Lessons 🎼🎶🎶🎶 — The throttle club (Scarborough)
- 6:00p Learn Line Dancing — Meetup
- 6:00p From Classroom to Community: New Lives for Historic Schools — 519 Congress Street (Portland)
- 6:00p Board Game Club Meetup!! — Panera Bread (South Portland)
- 6:00p Beginner / Intermediate Irish Session — Maine Irish Heritage Center (Portland) — Free
- 6:30p Silent Book Group — South Portland Public Library (South Portland) — Free
- 6:30p Bluegrass Jam — 317 Main (Yarmouth) — Free
- 7:00p Emily Wilson — Empire Comedy Club (Portland)
- 7:00p MUSHROOMHEAD/FEAR FACTORY — Aura (Portland) — $42.50 - $48.75
- 7:00p Baby Doe — SPACE (Portland)
- 7:00p Come Play Improv Games! — Woodfords Club (Portland) — Free
- 9:00p Jazz Sesh hosted by Michael Sabin — Blue (Portland) — $10.25
- 9:00p REMEDY: DnB for the Soul — Flask Lounge (Portland) — $5
Thursday, October 15
- 12:00a Stroll Haunted Yarmouth — Hillside Cemetery (Yarmouth)
- 8:30a Morning Menu - Understanding Maine’s Economy: Statewide Drivers and Local Impact — 35 Bedford Street (Portland)
- 10:00a Third Thursday — Portland Museum of Art — Free
- 10:00a Rhythm & Rhyme — Scarborough Public Library (Scarborough) — Free
- 10:00a Museum Playdate: Love Lab Lantern Making Workshop — Portland Museum of Art — Free
- 10:30a Family Storytime — Portland Public Library (Portland) — Free
- 10:30a Family Storytime — Burbank Branch Library (Portland) — Free
- 10:30a Ask a Nurse — Portland Public Library (Portland) — Free
- 10:30a Family Storytime at Walker Library — Walker Memorial Library (Westbrook)
- 11:30a Branch Library Storytime — South Portland Public Library — Memorial Branch (South Portland) — Free
- 12:00p Spanish Conversation Group — South Portland Public Library (South Portland) — Free
- 12:00p Alzheimer's Association: Managing Finances — Zoom
- 12:00p Continued Midday Conversations: Communication & Conflict- Protecting your business from fraud and internal risk — Portland Regional Chamber
- 12:15p Seyir Duo — PPL — Free
- 12:15p Noonday Concert - Seyir Duo — Portland Public Library (Portland) — Free
- 1:00p Benefits & Resources for Older Adults — Riverton Branch Library (Portland) — Free
- 1:30p Chair Yoga Class for Caregivers and Loved Ones — 2320 Congress St, Portland
- 2:00p Teen Video Games — Portland Public Library (Portland) — Free
- 2:00p The Art of Intaglio Printmaking: Live Demonstrations — Portland Museum of Art — Free
- 2:15p Champlain Film Festival: Afrotōpia (with virtual filmmaker discussion) — Portland Museum of Art
- 3:00p Kids LEGO Club — Burbank Branch Library (Portland) — Free
- 3:00p Teen Button Club — Portland Public Library (Portland) — Free
- 3:00p Yarmouth Farmers Market — Yarmouth Town Hall (Yarmouth) — Free
- 3:30p Pokémon Club — Walker Memorial Library (Westbrook)
- 4:00p Tween Graphic Novel Club — Burbank Branch Library (Portland) — Free
- 4:30p Monument Square Third Thursday Concerts — Monument Square — Free
- 4:30p Queer Support Group with Art of Awareness — Equality Community Center (Portland) — Free
- 5:00p Winter Word Game Nights — Riverton Branch Library (Portland) — Free
- 5:00p Creating Hattie and Hudson — Portland Public Library (Portland) — Free
- 5:00p Flower Bar in Saco — 30 Tasker St. Saco
- 5:30p Let’s Get Better Together Al-Anon Meeting — Equality Community Center (Portland) — Free
- 5:30p Woolf In Maine: Part Book Club, Part Guided Book Discussion, Part Art Project — South Portland Public Library (South Portland) — Free
- 5:30p Playful Printed Collage with Maria Frati — Maine College of Art & Design (Portland )
- 5:30p Champlain Film Festival: Colours of Time/La Venue de l’Avenir (followed by discussion) — Portland Museum of Art
- 5:30p Accordion Artist Books — Merrymeeting Community Adult Education
- 5:40p Trivia (MC'd by Jay) @ Allagash Bungalow — The Allagash Bungalow Scarborough (Scarborough)
- 6:00p Don Campbell Duo — Three Dollar Deweys (Portland)
- 6:00p Governors of Groove — The Thirsty Pig (Portland)
- 6:00p Trivia Night - Biddeford — Brickyard Hollow (Biddeford)
- 6:00p Trivia Night - Brunswick — Brickyard Hollow (Brunswick)
- 6:00p EQME's Network for Older Adults Dinner — Equality Community Center (Portland) — Free
- 6:00p Trivia Night at Robillard's Oct 15 — Robillard's Garden Center (Old Orchard Beach)
- 6:00p Trivia Thursdays — Paper City BBQ (Westbrook) — Free
- 6:00p OverUnder Artist Conversation — Address 111 Bedford St (Portland)
- 6:00p Floor 13 // XDerisionX // Sound out the Braille // XBeaconX — Geno’s Rock Club (Portland) — $10.25–$15.38
- 6:00p Live Music - White Mountain Ramblers — Orange Bike Brewing (Portland) — Free
- 6:30p Trivia Night - Yarmouth — Brickyard Hollow (Yarmouth)
- 6:30p Trivia Night - New Gloucester — Brickyard Hollow (New Gloucester)
- 6:30p MTN's All-Ages Trans & Nonbinary Support Group — Equality Community Center (Portland) — Free
- 6:30p Cajun Jam — 317 Main (Yarmouth) — Free
- 6:30p Jim & Jess of Landlines — Lenny's Pub (Westbrook)
- 6:30p Cumberland Crossing — Lenny's Pub (Westbrook)
- 6:30p Dementia Friends Maine Information Session — Zoom
- 6:30p Spirits Alive- Walk Among the Shadows — 224 Congress St
- 6:30p The Irish Famine Immigrant Experience on Staten Island — Maine Irish Heritage Center (Portland) — Free – $15.00
- 6:45p Escape Room: Curse of the Jade Skull — Escape Room ME (Portland)
- 7:00p Julia Keefe Indigenous Big Band — State Theatre (Portland) — $45 / $35 / $25*before fees
- 7:00p What Helps When Children and Families Struggle, with Dr. John Stewart — Scarborough Public Library (Scarborough) — Free
- 7:00p Trivia Night - Portland — Brickyard Hollow (Portland)
- 7:00p Zach Mama — Empire Comedy Club (Portland)
- 7:00p Julia Keefe Indigenous Big Band — 609 Congress St. (Portland) — $20–$35
- 7:00p Miss Marple: Murder at the Vicarage — Footlights Theatre (Falmouth) — $25
- 7:30p Eureka Day — Mad Horse Theatre at The Hutchins School — $4
- 8:00p Portland Jazz Orchestra – October — One Longfellow Square (Portland) — $15
- 8:00p State Theatre Presents: Sneaky Miles w / Jake Swamp & The Pine — Portland House of Music (Portland) — $20
- 8:00p Jill McCracken + Heather Lynn + Clio Berta — Blue (Portland) — $12.3
- 8:00p Karaoke (Every Thursday!) — Flask Lounge (Portland) — $5
- 9:00p Set Roulette — Empire Comedy Club (Portland)
- Thursday Knit Night — Rising Tide Brewing (Portland) — Free
Friday, October 16
- 10:00a Memoir Meet-Ups — Scarborough Public Library (Scarborough) — Free
- 10:00a Knit Chat [Morning] — South Portland Public Library (South Portland) — Free
- 10:00a Blood Drive — Equality Community Center (Portland) — Free
- 10:15a Baby Storytime — Peaks Island Branch Library (Peaks Island) — Free
- 10:30a Baby Stories & Play — Burbank Branch Library (Portland) — Free
- 10:30a Family Storytime — South Portland Public Library (South Portland) — Free
- 10:45a Preschool Storytime — Peaks Island Branch Library (Peaks Island) — Free
- 11:00a Blurb Club — Burbank Branch Library (Portland) — Free
- 11:00a Champlain Film Festival: Colours of Light/La Venue de l’Avenir (Special Student Screening) — Portland Museum of Art
- 1:30p 'Round the Marsh at Thayer Brook Preserve — Thayer Brook Preserve (Gray)
- 1:30p Champlain Film Festival: Promised Sky/Promis Le Ciel + Je ne lâcherai pas ta main — Portland Museum of Art
- 2:00p Technology Tutoring — Portland Public Library (Portland) — Free
- 2:00p Teen Video Games — Portland Public Library (Portland) — Free
- 3:00p Silent Book Club — Walker Memorial Library (Westbrook)
- 3:30p Wild Kratts Live 2.0 — Merrill Auditorium — $35 – $65
- 3:30p Paws & Pages — Portland Public Library (Portland) — Free
- 4:00p Champlain Film Festival: Maria Chapdelaine (with virtual filmmaker discussion) — Portland Museum of Art
- 5:00p Potluck & Games, for ALL AGES — Scarborough Public Library (Scarborough) — Free
- 5:00p Pumpkin Painting and Beer Release Party — Tributary Brewing Company (Kittery)
- 5:00p TBD — Portland Lobster Company (Portland)
- 5:00p Shipyard Pumpkinhead Pete Promo — The Porthole Restaurant & Pub (Portland) — Free
- 5:40p Trivia @ Allagash Brewing — Allagash Brewing Company (Portland)
- 6:00p Aquaboggan Ghoulish Golf — Aquaboggan Water Park & Saco Drive-In (Saco)
- 6:00p Cosmik Blue — The Thirsty Pig (Portland)
- 6:00p Live Music - Leaf — Orange Bike Brewing (Portland) — Free
- 6:30p Spirits Alive- Walk Among the Shadows — 224 Congress St
- 7:00p Gospel Messiah: A Refugee Oratorio — The Hill Arts (Portland) — $30
- 7:00p Jason Salmon — Empire Comedy Club (Portland)
- 7:00p The Marc Chillemi Quintet - Blue Note Records Tribute — Meetinghouse Arts (Freeport)
- 7:00p Portland Bike Party — Free
- 7:00p Tophat Productions' Phantom of the Opera — Mayo Street Arts (Portland) — $19
- 7:00p Twelve OC — Live at Madrid's (Portland) — $34.99
- 7:00p 240 Strings: An Ode to Friendship — Crewe Center for the Arts - Blossom ArtsLab — Pay-What-You-Can - Minimum $7 Suggested Standard Price of $24 (including fees)
- 7:00p After Dark — The Porthole Restaurant & Pub (Portland) — Free
- 7:00p Mayo Street Arts Presents Tophat Productions' Phantom of the Opera — Mayo Street Arts 10 Mayo Street (Portland)
- 7:30p Eureka Day — Mad Horse Theatre at The Hutchins School — $4
- 7:30p Miss Marple: Murder at the Vicarage — Footlights Theatre (Falmouth) — $25
- 8:00p Sylvan Esso — State Theatre (Portland)
- 8:00p Brendan Cleary + Justin Merle + Mike Maurice — Blue (Portland) — $12.3
- 8:00p Howley (of We Banjo 3) — One Longfellow Square (Portland) — $30
- 8:00p Sister Sparrow & The Dirty Birds w/s/g Savoir Faire live at Bayside Bowl | all-ages — Bayside Bowl (Portland)
- 8:00p Ripe — Aura (Portland)
- 8:00p Ramen Rave: Anime-Themed Rave with DJ Soup at Flask Lounge — Flask Lounge (Portland) — $10
- 9:00p What The Dance Presents CRIMEWAVE: A GOTH, POST-PUNK & DARKWAVE PARTY — Portland House of Music (Portland) — $15
- 9:30p Jason Salmon — Empire Comedy Club (Portland)
- Hot Wheels Monster Trucks Live Glow-N-Fire — Cross Insurance Arena (Portland)
Saturday, October 17
- 7:00a Portland Farmers' Market — Deering Oaks Park (Portland) — Free
- 8:00a Early Morning Writing Group — Riverton Branch Library (Portland) — Free
- 9:00a Adult Writing Group — Peaks Island Branch Library (Peaks Island) — Free
- 9:00a Walk to End Alzheimer's - Greater Portland — Payson Park Baxter Blvd (Portland)
- 9:00a Book Donation Drive — Scarborough Public Library (Scarborough) — Free
- 9:00a Risograph Printing with Ian Colwell — Maine College of Art & Design (Portland )
- 9:00a Coveside Fall Market! — Coveside Coffee (Portland)
- 9:00a Northeast Sports Card Expo — Portland Exposition Building (Portland)
- 9:00a Community Volunteer Work Day at Mount Agamenticus: Shrubland Management — Mount Agamenticus Conservation Region (York) — Free
- 10:00a Kids LEGO Club — Riverton Branch Library (Portland) — Free
- 10:00a Library Knitting Group — Scarborough Public Library (Scarborough) — Free
- 10:00a Casco Bay Wildlife Tracking Club — TBD - Casco Bay Area
- 10:30a Fiber Arts Meetup — Burbank Branch Library (Portland) — Free
- 10:30a Alzheimers/Dementia Support Group — Fallbrook Woods Residential Memory Care (Portland)
- 10:30a October 17 Circlesongs on Forest Ave — Portland Friends Meeting (Quakers) (Portland)
- 11:00a Family Ragtime Concert with Stephen Costanza — 317 Main (Yarmouth)
- 11:00a Champlain Film Festival: All Stirred Up!/Tous toqués! — Portland Museum of Art
- 11:00a Coyote Puppet Show — South Portland Public Library (South Portland) — Free
- 12:30p Spare Room — Portland Lobster Company (Portland)
- 1:00p Clothing Swap for adults & teens — Scarborough Public Library (Scarborough) — Free
- 1:00p Portland Signing for "Survivor Concentrate" with Miriam Rimkunas — Sherman's of Portland (Portland)
- 1:00p OBP space tour. — Open Bench Project (Portland)
- 1:30p All Ages Chess Club — Portland Public Library (Portland) — Free
- 2:00p Dan Tepfer — Portland Conservatory of Music — $48 (including fees)
- 2:00p Writers’ Group [in-person] — South Portland Public Library (South Portland) — Free
- 2:00p Artsy Afternoon — South Portland Public Library (South Portland) — Free
- 2:00p Camp Susan Curtis Pickleball Tournament — Foreside Fitness 196 US-1 #1A (Falmouth)
- 2:00p Jack Ancora — The Thirsty Pig (Portland)
- 2:00p Miss Marple: Murder at the Vicarage — Footlights Theatre (Falmouth) — $25
- 2:00p Thrills & Chills Mini Camp (Ages 3-7) at Portland Ballet — Friends of Woodfords Corner
- 3:00p Gospel Messiah: A Refugee Oratorio — The Hill Arts (Portland)
- 3:00p Author Talk with Jonathan Edward Durham — Portland Public Library (Portland) — Free
- 4:00p Champlain Film Festival: Once Upon My Mother/Ma Mère, Dieu et Sylvie Vartan — Portland Museum of Art
- 5:00p King Kyote — Portland Lobster Company (Portland)
- 5:00p Live Music - Earthtones — Orange Bike Brewing (Portland) — Free
- 6:00p Aquaboggan Ghoulish Golf — Aquaboggan Water Park & Saco Drive-In (Saco)
- 6:00p Portland Hearts of Pine Watch Party — The Porthole Restaurant & Pub (Portland) — Free
- 6:30p Board Game Open Play Meetup — Woodfords Club (Portland)
- 6:30p Spirits Alive- Walk Among the Shadows — 224 Congress St
- 7:00p Gospel Messiah: A Refugee Oratorio — The Hill Arts (Portland)
- 7:00p Anni Clark — Meetinghouse Arts (Freeport)
- 7:00p Jason Salmon — Empire Comedy Club (Portland)
- 7:00p George Brown and the Soullifters — The Thirsty Pig (Portland)
- 7:00p Tophat Productions' The Phantom of the Opera — Mayo Street Arts — $19 – $29
- 7:00p Toby McAllister & the Sierra Sounds with SKOSH & Megan From Work — Live at Madrid's (Portland) — $15
- 7:00p FriendCon at Woodfords Club — Woodfords Club (Portland)
- 7:00p Travis James Humphrey — Lenny's Pub (Westbrook)
- 7:00p Tickle! — The Porthole Restaurant & Pub (Portland) — Free
- 7:00p BERTHA: Grateful Drag @ the State — State Theatre (Portland)
- 7:30p Eureka Day — Mad Horse Theatre at The Hutchins School — $4
- 7:30p Miss Marple: Murder at the Vicarage — Footlights Theatre (Falmouth) — $25
- 8:00p BERTHA: Grateful Drag — State Theatre (Portland)
- 8:00p Twin Fin - The California Sober Tour w / John Wood Band — Portland House of Music (Portland) — $18
- 8:00p James Montgomery — One Longfellow Square (Portland) — $30
- 8:00p Milk St. & Alma June & The Persian Cats | live at Bayside Bowl — Bayside Bowl (Portland)
- 8:00p DEADLY DAMES — Geno’s Rock Club (Portland) — $15.38
- 8:00p Mike Thurston (The Orrs) + Chico States + LowWick — Blue (Portland) — $10.25
- 9:00p House of Cake: Cakewalk & Friends — Flask Lounge (Portland)
- 9:30p Jason Salmon — Empire Comedy Club (Portland)
- Hot Wheels Monster Trucks Live Glow-N-Fire — Cross Insurance Arena (Portland)
Sunday, October 18
- 10:00a Andrea Paquin — Three Dollar Deweys (Portland)
- 10:00a Halloween Drag Brunch at Chaval — CHAVAL MAINE (Portland) — $20
- 10:00a 400-Footer Club Hike at Pisgah Hill Preserve — Pisgah Hill Preserve (New Gloucester)
- 11:00a The Rock and Roll Playhouse plays Music of The Beatles + More for Kids — Portland House of Music (Portland) — $16
- 11:00a All Hallows’ Market — Congress Square Park (Portland) — Free
- 11:00a Community Book Baby Shower — Scarborough Public Library (Scarborough) — Free
- 12:00p Champlain Film Festival: Sisters and Neighbors/Nos Belles-Soeurs — Portland Museum of Art
- 12:00p Pumpkin Party with Annie! — 118 Washington Ave (Portland) — $45
- 12:30p Jeezum Crow — Portland Lobster Company (Portland)
- 1:00p Eureka Day — Mad Horse Theatre at The Hutchins School — $4
- 1:00p Walk & Roll! — Congress Square Park (Portland) — Free
- 1:30p Halloween Drag Brunch at Chaval — CHAVAL MAINE (Portland) — $20
- 2:00p MTN's 35+ Trans & Nonbinary Support Group — Equality Community Center (Portland) — Free
- 2:00p The Haunting of Hill House by Shirley Jackson — Meetup
- 2:00p An Open Mind: Fifty Years of Creative Experimentation with Gordon Carlisle — Footlights Theatre (Falmouth) — Pay what you can (suggested $20)
- 2:30p Champlain Film Festival: The Stranger/L’Étranger — Portland Museum of Art
- 3:00p North Star Baroque - October 2026 — Woodfords Congregational Church — $41 (including fees)
- 3:00p Live Music - Light In The Forest — Orange Bike Brewing (Portland) — Free
- 4:00p Gospel Messiah: A Refugee Oratorio — The Hill Arts (Portland)
- 4:30p Limitless Wrestling "Fresh Blood '26" — Live at Madrid's (Portland) — $25
- 5:00p Halcyon String Quartet & Alisa Amador: The Future is Here — Meetinghouse Arts (Freeport)
- 5:00p Alive In The Root + Soul Lifters + Dooryarders — Blue (Portland) — $10.25
- 5:00p District 4 & 5 Candidate Forum — The Light Church (Portland)
- 5:00p You Should Smile More: Improv Comedy — Footlights Theatre (Falmouth) — $20
- 5:30p Aquaboggan Ghoulish Golf — Aquaboggan Water Park & Saco Drive-In (Saco)
- 5:30p Walk Among the Shadows 2026 - Burial Ground Blues — Portland Parks & Rec — Park Events
- 6:30p Out of the Closet, Into the Halls (LGBTQIA+ AA Meeting) — Equality Community Center (Portland) — Free
- 7:00p Lucas Zelnick — State Theatre (Portland)
- 7:00p THUMPER line dancing — Geno’s Rock Club (Portland) — $0–$15.38
- 7:00p Sunburned Sharks — Lenny's Pub (Westbrook)
- 8:00p Jake Blount Band — One Longfellow Square (Portland) — $30
- 8:30p King of Drag Season 2 Viewing Party w/ Crown & Chaos — Equality Community Center (Portland) — Free
- Hot Wheels Monster Trucks Live Glow-N-Fire — Cross Insurance Arena (Portland)
Monday, October 19
- 9:00a Clay Surface Exploration — Maine College of Art & Design (Portland )
- 9:00a History Happy Hour at Après — Apres — Free
- 9:30a Baby Storytime — Riverton Branch Library (Portland) — Free
- 10:00a Psychedelic Art: History & Hands-on Projects with Amelia Garretson-Persans — Maine College of Art & Design (Portland )
- 10:30a Preschool Storytime — Riverton Branch Library (Portland) — Free
- 11:45a Elderhood: Opportunity and Identity For Women Over 70 — South Portland Public Library (South Portland) — Free
- 12:00p TBD — Portland Lobster Company (Portland)
- 2:00p Mondays at the Main: Beeswax Wrap Workshop — South Portland Public Library (South Portland) — Free
- 3:45p 2026 Dedham Middle School Mountain Biking Invitational — Bike Coalition of Maine
- 4:30p Books On Tap - Where Are You Really From — Scarborough Public Library (Scarborough) — Free
- 5:00p Art Mondays — Ugly Duckling (Portland) — Free
- 5:30p History Happy Hour — Apres 148 Anderson Street (Portland)
- 5:30p Ferry Beach Community Dinner — Ferry Beach Retreat & Conference Center (Saco)
- 5:30p In-Person Nonpartisan Election Observation Training — Equality Community Center (Portland) — Free
- 5:30p History Happy Hour at Après — Apres 148 Anderson St, (Portland)
- 6:00p Shannon Davis — Three Dollar Deweys (Portland)
- 6:00p Music Bingo — Foundation Brewing (Portland) — Free
- 6:30p Irish Session — 317 Main (Yarmouth) — Free
- 7:00p Leaf Peeping Season - Fall Residency — Live at Madrid's (Portland) — $13
- 7:00p Portland Drawing Group — Blue (Portland)
- 7:00p Who Moves America — SPACE (Portland)
- 7:30p Thundercat — State Theatre (Portland)
- 8:00p PUNK ROCK KARAOKE!!! — Geno’s Rock Club (Portland)
Tuesday, October 20
- 8:00a Mindful Men of Greater Portland — 93 Exchange Street (Portland)
- 10:00a Preschool Learning & Discovery Time — Scarborough Public Library (Scarborough) — Free
- 10:30a Preschool Storytime — Portland Public Library (Portland) — Free
- 10:30a Family Storytime at Walker Library — Walker Memorial Library (Westbrook)
- 10:30a Destination Storytime at Redbank Community Center — Redbank Community Center (South Portland) — Free
- 12:00p Artist Talk: Eleanor Conover — 70 Farm View Dr (New Gloucester) — Free
- 12:15p FULL: A Matter of Balance — Scarborough Public Library (Scarborough) — Free
- 12:30p Dominic Lavoie — Portland Lobster Company (Portland)
- 1:00p Script Club: Rooted — Portland Public Library (Portland) — Free
- 1:00p Community Lunch — Equality Community Center (Portland) — Free
- 3:00p MTN's Harm Reduction Training — Equality Community Center (Portland) — Free
- 3:30p D&D Session 1 — Scarborough Public Library (Scarborough) — Free
- 5:00p Artist Lecture: Dan Mills — 314 Forest Avenue (Portland) — Free
- 5:30p Spooky Special Effects Makeup Class for Teens — South Portland Public Library (South Portland) — Free
- 5:45p decoupage flower pumkins at apero — apero (Biddeford)
- 6:00p Wonderful World of Insects: Why Insects Matter — Scarborough Public Library (Scarborough) — Free
- 6:00p Knit Chat [Evening] — South Portland Public Library (South Portland) — Free
- 6:00p Tuesday Evening Meditations in Portland New Church — Portland New Church (Portland)
- 6:00p DevOps207 MeetUp at Novare Res — Novare Res Bier Cafe (Portland)
- 6:30p Spooky Storytelling at the Maine Irish Heritage Center — Maine Irish Heritage Center (Portland) — Free – $10.00
- 7:00p Open Mic — Blue (Portland) — $10.25
- 7:00p American Icons — Merrill Auditorium — $48 / $40 / $33 / $16*before fees
- 7:00p Weekly Hack Night — Big Room Studios (Portland)
- 7:30p Cannons — State Theatre (Portland)
- 8:00p Mount Eerie with Ruth Garbus @ First Parish Church — SPACE (Portland)
Wednesday, October 21
- 7:00a Portland Farmers' Market — Deering Oaks Park (Portland) — Free
- 8:30a Healing Qigong — Ferry Beach Retreat & Conference Center (Saco)
- 9:00a Painting the Working Waterfront with Philip Frey — Meetinghouse Arts (Freeport)
- 10:30a Baby Storytime — Portland Public Library (Portland) — Free
- 10:30a Baby Lapsit - Under age 2 — Walker Memorial Library (Westbrook)
- 11:00a GET STUFF DONE! — Portland Public Library (Portland) — Free
- 1:00p Storytime for Babies & Toddlers — South Portland Public Library (South Portland) — Free
- 2:00p Art Room — Burbank Branch Library (Portland) — Free
- 2:00p Technology Tutoring — Riverton Branch Library (Portland) — Free
- 2:15p Teen Tarot 101 — Portland Public Library (Portland) — Free
- 3:30p Comics Club — Scarborough Public Library (Scarborough) — Free
- 3:30p Silly Science - Candy DNA — Walker Memorial Library (Westbrook)
- 4:00p Third Wednesdays — Creative Portland (Portland)
- 4:00p PMA Films: Chronovisor — Bernard Osher Foundation Auditorium (Portland)
- 5:00p Portland Death Café — Portland Public Library (Portland) — Free
- 5:00p Pathfinder Society — Scarborough Public Library (Scarborough) — Free
- 5:30p Board Game Open Play Meetup — Owlbear's Rest (Westbrook)
- 5:30p Portland Women Investors Fall Meetup — Après (Portland)
- 6:00p Scott King — Three Dollar Deweys (Portland)
- 6:00p Queercovery Meeting — Equality Community Center (Portland) — Free
- 6:00p Trivia — Foundation Brewing (Portland) — Free
- 6:00p Wednesday Dance with the OneDance Portland community — Odd Fellows Hall, 2nd Floor (Portland)
- 6:00p Intro to Line Dancing w/ Robyn — Equality Community Center (Portland) — Free
- 6:00p Crafts & Mending @ Argenta Brewing — Argenta (Portland)
- 6:00p Author Talk with Ed Pearlman — South Portland Public Library (South Portland) — Free
- 6:00p Wednesday Argentine Tango Practica — The Elms (Westbrook) — $25
- 6:30p Silent Book Group — South Portland Public Library (South Portland) — Free
- 6:30p Bluegrass Jam — 317 Main (Yarmouth) — Free
- 7:00p Bess Jacques & The Strays — Blue (Portland) — $10.25
- 7:00p WORK IT WEDNESDAY - HEATBREAKERS — Geno’s Rock Club (Portland)
- 7:00p Dance Freak — SPACE (Portland)
- 7:00p Come Play Improv Games! — Woodfords Club (Portland) — Free
- 7:00p Roper & Nadeau — Lenny's Pub (Westbrook)
- 7:00p Dracula: A Comedy of Terrors — Stevens Square Community Center (Portland) — $10–$40
- 7:30p Bruce Cockburn — State Theatre (Portland)
- 7:30p Eureka Day — Mad Horse Theatre at The Hutchins School
- 9:00p Jazz Sesh Hosted by Robben Harris — Blue (Portland) — $10.25
Thursday, October 22
- Thursday Knit Night — Rising Tide Brewing (Portland) — Free