• Summer Recess!

    Congress Square Park Portland, ME, United States

    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

  • Blurb Club

    Congress Square Park Portland, ME, United States

    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

    Congress Square Park Portland, ME, United States

    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

  • Chess in the Park

    Congress Square Park Portland, ME, United States

    All are welcome! Every week from 5:30 to 8pm. Presented by the Maine Chess Association.

  • Really Really Free Market

    Congress Square Park Portland, ME, United States

    Bring your stuff! Offer your services! No money, no trade; everything is free!

  • Walk & Roll!

    Congress Square Park Portland, ME, United States

    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

  • Queer Makers’ Market

    Congress Square Park Portland, ME, United States

    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

    Congress Square Park Portland, ME, United States

    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

  • Chess in the Park

    Congress Square Park Portland, ME, United States

    All are welcome! Every week from 5:30 to 8pm. Presented by the Maine Chess Association.

  • Kizomba Sunset Sessions

    Congress Square Park Portland, ME, United States

    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