All Hallows' Market
2025-10-26 11:00 - 15:00 (America/New_York) | Congress Square Park, Portland, ME, 04101, United States
Our beloved Halloween market is back! This year’s lineup will feature snacks, spooky and seasonal handmade creations, and so many Halloween vibes. Support local artists as you get into the spirit!

Community Write: Halloween Edition
2025-10-27 17:00 - 18:00 | ME
Enjoy a Halloween-inspired writing prompt and get creative with other writers! All are welcome!

S'mores Night featuring the Ideal Maine Band
2025-12-04 16:00 - 18:00 | Congress Square Park, Portland, ME, 04101, United States
Come gather around the fire and make a s’more! S’mores Nights are every Thursday from 4-6pm December through February. Special guest performances and events will pop up from time to time as well.
Free and open to all! Vegan and gluten-free options available!

CANCELED! S'mores Night featuring The Lavender Choir & Shadow Puppets
2025-12-11 16:00 - 18:00 | ME

Cozy Winter Market
2025-12-14 11:00 - 15:00 | Congress Square Park, Portland, ME, 04101, United States
Buy a treat or two, cozy up around the fire, and get your holiday shopping done all in one place! We’ll have tons of local vendors with art, baked goods, hot food, and more. Let’s get cozy!
Vendors:
B McCormick Art
Tell us a story?
Maine Breathes Easy
Stevie’s Poem Store
GrungyTree
Monona Bread
Let It Be Art
Robyn Towle
ZaoZe Café & Market
Backyard Saffron
Backriver Blends
Bub’s Home Kitchen
Challah Shoppe
Mukrat
Electric Oven Bakeshop
Bracken & Briar
Nokomis Nuts
Lady Krispie

S'mores Night special Hanukkah Celebration
2025-12-18 16:00 - 18:00 | Congress Square Park, Portland, ME, 04101, United States

S'mores Night
2026-01-01 16:00 - 18:00 | ME

S'mores Night featuring Community Sing
2026-01-08 16:00 - 18:00 | Congress Square Park, Portland, ME, 04101, United States

Hot Cocoa Sip-off
2026-01-11 11:00 - 13:00 | Congress Square Park, Portland, ME, 04101, United States
It’s a sip-off!
Come enjoy a taste of some creative hot-cocoa recipes from local food-makers The Milk Bottle, The Whole Almond, and more (TBD). Then, cast your vote for category winners!
Sippers are encouraged to bring their own sipping vessels — but we’ll also have a mug market featuring locally handmade mugs! The fire pits will also be out to snuggle up around, of course.
This event is free and open to all, with a suggested donation of $5 or more per sipper. Your donations help Friends of Congress Square Park keep this little urban space active and vibrant year-round. Click here to donate in advance: http://congresssquarepark.org/donation

*Rain date is January 18

S'mores Night featuring Shadow Puppets
2026-01-15 16:00 - 18:00, 2026-02-12 16:00 - 18:00 | Congress Square Park, Portland, ME, 04101, United States

S'mores Night featuring Mama Mia Making
2026-01-22 16:00 - 18:00 | Congress Square Park, Portland, ME, 04101, United States

S'mores Night
2026-01-29 16:00 - 18:00, 2026-02-05 16:00 - 18:00, 2026-02-26 16:00 - 18:00 | Congress Square Park, Portland, ME, 04101, United States

Coffee Tasting!
2026-02-15 11:00 - 13:00 | ME
Taste a variety of fresh coffee from local roasters!
Featuring: Lay Day Roasters, Rwanda Bean Coffee, Cantilever Coffee and more (TBD).
Free and open to all! BYO sipping vessel or grab a mug from our mug market, featuring local ceramicists! And consider purchasing a bag of coffee beans to support these lovely local businesses!

*Rain date: February 22

S'mores Night special Lunar New Year Celebration
2026-02-19 16:00 - 18:00 | Congress Square Park, Portland, ME, 04101, United States

Walk & Roll!
2026-03-15 13:00 - 14:00, 2026-03-22 13:00 - 14:00, 2026-03-29 13:00 - 14:00, 2026-04-05 13:00 - 14:00, 2026-04-12 13:00 - 14:00, 2026-04-19 13:00 - 14:00, 2026-04-26 13:00 - 14:00 | ME
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.

Volunteer Open House
2026-04-04 10:00 - 12:00 | ME
Come by and learn about how you can get involved this summer! Whether it’s helping out at events, helping clean or garden now and again, or being part of our weekly open/close crew, we’ll give you a sense of the role and answer any questions.
Plus, we’ll have coffee! No commitment necessary — come by and say hello.

Season Kickoff feat. Taiko Maine Dojo & Palaver Strings
2026-05-01 17:00 - 19:30 | Congress Square Park, Portland, ME, 04101, United States
Join us for our season kickoff with some very special guests on this very special First Friday!
At 5pm, TEMPO Arts and Palaver Strings present a performance by Palaver’s student musicians, followed by a 6pm performance from Taiko Maine Dojo!
Special guests AARP Maine will also be on-site with information, games, and treats. As always, free and open to all!

Jane's Walk
2026-05-02 08:00 - 17:00 | ME
Happening around the state! Check out all the walks here: janeswalkme.org
Jane’s Walk is a global festival of free, volunteer-led walking conversations inspired by community activist Jane Jacobs. Jane’s Walks combine the simple act of exploring a place with personal observations, local history, and civic engagement.
** At 2pm, explore public seating throughout downtown Portland on a walk led by FoCSP Executive Director C.J. Opperthauser, starting right here at Congress Square Park

Congress Square Market
2026-05-03 11:00 - 15:00 | Congress Square Park, Portland, ME, 04101, United States
Shop, hang out, and meet local makers! The monthly Congress Square Market features a whole bunch of local artists, food and beverage makers, and crafters will a huge range of stuff to peruse and talk about.
This month’s lineup:

Fireball Bookbindery

Zephyr Beller Studio

Portland in Pen

Townie Coffee Roasters

Stevie’s Poem Store

Pame Chavez

Mayfly Net Co.

Tell Us a Story

Lil’ Guy Print Co

Fern Wave

The Milk Bottle

Creative Trails

Flipside Crafts by D

Grounded Confections

NUNAAA’ Kitchen

Goop City

GrungyTree

Love & a Sandwich

Morrisa Higer Sees

Luci’s Lather Lab

OhKay Plans

Empoxy Woodworking

House of Bedazzled Golems

Walk & Roll!
2026-05-03 13:00 - 14:00 | Congress Square Park, Portland, ME, 04101, United States

Community Write
2026-05-04 18:00 - 19:00 | ME
Various writing prompts, invitations to read your work aloud, and all experience levels welcome. Free and open to all! First Mondays of the month.
