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

Friends of Congress Square Park
The premier urban park in the heart of Portland’s vibrant Arts District. The park features local art installations, community events, free wifi and more!
All are welcome! Every week from 5:30 to 8pm. Presented by the Maine Chess Association.
It's improv! Enjoy the made-up-on-the-spot situations concocted by local improv troupe Big Shirt.
Join PPS for some curated local poetic talents! Books for sale, too!
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 …
Join your community to honor those lost and take action on overdose prevention! In honor of International Overdose Awareness Day, Portland Public Health invites you to a free film screening and partner tabling event. Meet community partners and learn what local organizations are doing in the fields of overdose prevention, harm reduction, treatment, and recovery. …
Come play! All are welcome, and all equipment is provided! Every Tuesday in May and August!
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
Presented in partnership with One Longfellow Square! *also serving as the rain location Sigrid Sibley is a singer-songwriter from Poland Spring, Maine, where she was raised on a small homestead surrounded by gardens, fruit trees, and backyard chickens. Inspired by a childhood spent reading, writing poetry, and listening to her family’s music collection, she began writing …
All are welcome! Every week from 5:30 to 8pm. Presented by the Maine Chess Association.
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!