128 Free Street, Portland Maine 04101

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128 Free Street, Portland Maine 04101

  • Home
  • About Us
  • Social Spirits
  • Social Eats
  • Social Impact
  • Local Venues
  • FAQ

let us introduce ourselves


At The Downtown Social, we’re more than just a Maine event venue—we’re a place where real connection happens. Designed for gathering, celebrating, and sharing great food and drinks, our venue brings people together through experiences that feel authentic, relaxed, and unforgettable.


Whether you’re hosting a private event or joining one of our community nights, we craft each moment with intention—from our chef-curated menus and licensed bar catering to the cozy, inclusive vibe that makes guests feel right at home.


We believe in events that enrich—not exhaust. Our gatherings are lively, meaningful, and end early enough for you to enjoy both the party and a good night’s rest.


Inside our historic space—featuring two floors of indoor gathering areas and a beautiful outdoor terrace—you’ll find more than just a venue. You’ll find a community hub. A flexible, welcoming atmosphere where every celebration reflects your vibe and invites others in.


Come as you are. Stay as long as you like. Let’s create something memorable—together.


a word from our guests...

We celebrated my husband's 60th birthday at The Downtown Social. It was the perfect setting for our themed event, The Big Lebowski. My husband was especially psyched about it because it is a place that brings him good memories from when it was the free street tavern, but now it is even cooler because it is an events space.
The owner, Courtney, was an amazing host! She made sure to make us comfortable and we didn't have to worry about a thing! Elise, the bartender, was pumped because it was a theme she is a fan of! She went out of her way to for us, creating a customized drinks menu creating a variety of White Russians, or as the Dude would say "caucasian". To make even better, they had the movie going on the background and the sound track. 

The celebration was amazing, friends and family from near  and far showed up and dressed up for the occasion, including Courtney and Elise. This was our 2nd event at this space, I also celebrated my 50th birthday there! We couldn't have asked for a better location to celebrate our birthdays! 

- Tatiana


It was a joy celebrating our annual Holiday party at the venue!! The atmosphere was perfect and the staff were helpful and welcoming. The room worked well for our Company's needs and we were able to set up a PA and a bit of a "stage" for our various toasts and presentations. Courtney, Elise and Jordan prepared delicious hors d'oeuvres that were presented both on a buffet and "passed" throughout the evening. There was no shortage of food and the options were elegant and delectable!

- Cheers and thanks, John



contact us today

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The Team at downtown social

Courtney MacIsaac, owner and founder  of the Downtown Social Maine

Be Social

Perfect Timing

Perfect Timing

Founder, Event Visionary & Hospitality Maven


Courtney has been creating spaces for celebration since childhood, when she first began hosting beachside gatherings on Peaks Island. That early spark turned into a career: with over 20 years in the industry, she founded The Maine Lobsterbake Co., delivering iconic seaside catering experiences a

Founder, Event Visionary & Hospitality Maven


Courtney has been creating spaces for celebration since childhood, when she first began hosting beachside gatherings on Peaks Island. That early spark turned into a career: with over 20 years in the industry, she founded The Maine Lobsterbake Co., delivering iconic seaside catering experiences across Maine.


Her global travels inspire her fresh, inclusive approach to every event, from backyard lobster bakes to elegant cocktail receptions. Courtney's mission is simple: make every gathering feel like a celebration of life.

Owners of our partner for food catering the perfect timing catering services

Perfect Timing

Perfect Timing

Perfect Timing

Culinary Creators & Catering Power Duo



Culinary Creators & Catering Power Duo


Chef Jordan brings nearly a decade of culinary excellence to Portland, Maine, with roots in classical French cuisine and a passion for local ingredients. His time spent in Portland’s vibrant kitchens has shaped his bold, refined cooking style—one that elevates every dish served at The Downtown Social.


Elise, a Massachusetts native raised on her family’s farm (which also houses a charming wedding venue), brings deep appreciation for hospitality, service, and the magic of food. Her early experiences shaped her commitment to flawless execution and warm, guest-first service.


Together, they lead our in-house catering team, delivering personalized menus and impeccable service to every event—whether it’s a rooftop cocktail hour, a rehearsal dinner, or a private event with full bar service.

Picture of the co-owner who past away

A Vision Brought to Life

In the fall of 2024, Courtney MacIsaac and Kevin Casey opened The Downtown Social, a one-of-a-kind event venue. Their vision? A welcoming space with great food, handcrafted cocktails, and big, joyful energy—a place where people could connect, celebrate, and be social.


The concept blended small plates with big vibes, offering not just a meal, but an experience. With both indoor and outdoor event spaces, and a fully licensed bar catering service, Downtown Social quickly became a local favorite for hosting unforgettable moments.


During the early planning stages, Kevin sought out a chef who could bring elevated comfort food to life. That’s when Elise—who had previously worked with Kevin—introduced him to Chef Jordan. Their connection was instant. Conversations flowed, ideas sparked, and soon they were finishing each other's sentences. It was a perfect partnership built on shared passion for food and hospitality.


But in October 2024, tragedy struck. Kevin’s sudden passing shook Portland’s tight-knit restaurant and event community. His absence was deeply felt, yet his dynamic spirit and infectious energy remain at the core of everything we do.


In his honor, Perfect Timing was born—a creative culinary partner led by Elise and Jordan, carrying Kevin’s legacy forward through exceptional food, bar service, and warm hospitality. Together with Courtney and the Downtown Social team, they continue to bring people together through thoughtfully curated events that celebrate life, love, and community.

Connect With Us

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The Downtown Social

128 Free St, Portland, ME 04101, USA

+1.2074158063

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