Community Write
2026-07-06 18:00 - 19:00 (America/New_York) | Congress Square Park, Portland, ME, 04101, United States
Various writing prompts, invitations to read your work aloud, and all experience levels welcome. Free and open to all! First Mondays of the month.

Film Screening: LISTERS
2026-07-06 20:30 - 22:30
In partnership with Maine Audubon, featuring a pre-film birding session!
Listers: A Glimpse Into Extreme Birdwatching is a 2025 documentary film created by brothers Owen and Quentin Reiser and published on YouTube. The feature-length film, released with an accompanying book entitled Field Guide of All the Birds We Found One Year in the United States, follows the brothers as they attempt a Big Year, a birdwatching term for an attempt to observe as many species of bird as possible in a calendar year.

Chess in the Park
2026-07-10 17:30 - 20:00, 2026-07-17 17:30 - 20:00, 2026-07-24 17:30 - 20:00, 2026-07-31 17:30 - 20:00
All are welcome! Every week from 5:30 to 8pm. Presented by the Maine Chess Association.

Learn to Line Dance
2026-07-10 18:00 - 20:00
Join Robyn Towle and your neighbors for some silly line dancing! All humans and abilities welcome — learn something new, have fun, and enjoy a no-pressure evening in the Square. This is a new monthly series happening the evening of every second Friday! Free and open to all!

Within the Whale
2026-07-11 13:00 - 15:00
Experience the thrill of stepping inside a life-size, inflatable humpback whale named “Chunk” and embark on an immersive educational journey like no other.

Hip Hop in the Park
2026-07-11 18:00 - 20:00
Organized by Monday of the Minds, featuring local talent! Family-friendly!

Walk & Roll!
2026-07-12 13:00 - 14:00, 2026-07-19 13:00 - 14:00, 2026-07-26 13:00 - 14:00
Stroll with neighbors! Announcing our new weekly gathering: Walk & Roll! Every Sunday at 1pm you’re invited to join a friendly group of neighbors deciding on a route and enjoying each other’s company as everyone zigs and zags through town and back to our little park. Everyone of every ability level is invited, and we hope you’ll tag along.

Summer Recess!
2026-07-15 16:00 - 19:00
School is out but we can share the joy of recess in Congress Square Park. All ages are welcome, kids and nostalgic adults, for an evening of school yard style play and games. Freeze Pops are an essential summer treat and will be available for cooling off. Bring friends or make new friends drawing with chalk, playing four square, corn hole, and connect 4.

Blurb Club
2026-07-16 12:00 - 13:00, 2026-07-30 12:00 - 13:00
It’s a book show-and-tell! Come chat about what you’re reading, or what you’ve read, or how you like to read books — all while meeting new people and getting other book recommendations. Free and open to all! Rain location: Mechanics’ Hall

Square to Square Outdoor Concert Series: Portland Jazz Orchestra
2026-07-16 18:00 - 20:00
Presented in partnership with One Longfellow Square! *also serving as the rain location

The Portland Jazz Orchestra has been a staple at One Longfellow Square since 2006, bringing the sound of Maine’s premier concert jazz ensemble to our stage month after month. Led by Dr. Chris Oberholtzer, this 19-piece big band performs an ever-evolving mix of instrumental and vocal jazz, from classic charts to new works penned by local composers like Craig Skeffington, Mike Sakash, Brad Ciechomski, Jake Sturtevant, and Terry White. Their repertoire also draws from the greats, including Duke Ellington, Count Basie, Stan Kenton, Bill Holman, Patrick Williams, Woody Herman, and Maria Schneider.
The orchestra is made up of top-tier New England musicians who balance active performing careers with roles as educators. Collectively, PJO members have recorded, toured, and shared stages with artists such as Natalie Cole, Tony Bennett, Wayne Bergeron, The New York Voices, Barry Manilow, Roberta Flack, The Temptations, the Artie Shaw Orchestra, the Smithsonian Jazz Masterworks Orchestra, and the Glenn Miller Orchestra.
Grounded in their commitment to music education, the Portland Jazz Orchestra also offers clinics and performances for schools and community programs throughout northern New England.

Really Really Free Market
2026-07-18 11:00 - 15:00
Bring your stuff! Offer your services! No money, no trade; everything is free!

Queer Makers' Market
2026-07-19 16:00 - 20:00
Be with community! Meet and support dozens of local makers! Come hang out! Third Sunday of every month.

Square to Square Outdoor Concert Series: Sunburned Sharks
2026-07-23 18:00 - 20:00
Presented in partnership with One Longfellow Square! *also serving as the rain location

Based in Portland, Maine, Sunburned Sharks delivers sun-soaked indie-funk R&B distilled from 60s soul, 70s funk, 80s pop, 90s rock, R&B, and classic rock rolled into one “gritty vintage-meets-polished modern” vision.
With bright guitar lines that catch the light like ocean spray, go-down-smooth vocals, and airtight horn lines that punch with big-band swagger, Sunburned Sharks has drawn comparisons to Hozier’s spiritual intensity, Lake Street Dive’s horn-fueled vitality, Vulfpeck’s vacuum-seal vision, and John Mayer’s guitar finesse. The setlist might take you from Whitney Houston to Marvin Gaye, Al Green to Fleetwood Mac, Tom Petty to The Dip, Bruce Springsteen to original indie-funk fever dreams—each delivered with an energy that could power a town for a week.

Kizomba Sunset Sessions
2026-07-24 18:00 - 19:30
Come experience Kizomba! Kizomba is a beautiful partner dance from Angola, focused on connection, musicality, and smooth, flowing steps that make you feel the music with every movement.

Start with a quick intro class, then stay for social dancing—no partner or experience needed.

Come catch the sunset, meet new people, and enjoy the vibe. Free and open to all! Fourth Fridays of every month.

Circus Workshop
2026-07-25 13:00 - 15:00
Circus performers are here to show you some fun tricks! Bring the family and have some fun!

Ripe for Repair Meetup
2026-07-26 14:00 - 17:00
Bring your broken wares, bicycles, textiles, etc. and learn how to repair them! Free and open to all!

Silent Movie Sunday: Speedy
2026-07-26 20:30 - 22:00
Join us for silent movies in the park at sunset on the last Sundays of each month!
The last silent feature to star Harold Lloyd. The slapstick actor reprises his glasses character, this time as a good-natured but scatterbrained New Yorker who can’t keep a job and finally finds his true calling when he becomes determined to help save the city’s last horse-drawn streetcar, which is operated by his sweetheart’s crusty grandfather.

Square to Square Outdoor Concert Series: Tricky Britches
2026-07-30 18:00 - 20:00
Presented in partnership with One Longfellow Square! *also serving as the rain location
Tricky Britches is a high-energy string band hailing from Portland, Maine. With their original songs and traditional roots, the band blends bluegrass, country, folk, and rock into a unique, driving sound that always brings people to the dance floor. Formed in 2009, Tricky Britches has become a staple of the New England music scene. The band features Tyler Lienhardt on Fiddle, Seth Doyle on Guitar, Jed Bresette on Bass, Jake Henning on Mandolin, Richard Bicknell on Banjo, and Riley Kern on drums.
