The first weekend of May will be a busy one for Westbrook, with a festival, a gala, and walks to celebrate the city and its communities. Here are three fun things you can do in Westbrook this Saturday:

SEAFEST

Celebrate Southeast Asian heritage at SEAFEST 2026, a collaboration among the Khmer, Thai, Filipino and Vietnamese communities in Maine. 

Come for the art, music, dance and food, and celebrate Maine’s diverse communities from 3 to 10 p.m. on Saturday, May 2, at Riverbank Park. 

“By centering Southeast Asian heritage, SEAFEST honors the contributions these communities make to Maine’s social, cultural, and economic life, and promotes inclusivity and shared pride in the state’s multicultural identity,” the festival’s website reads. 

WESTBROOK DISCOVERED GALA

Everyone needs some dancing time right now, Amy Grommes Pulaski, executive director of Discover Downtown Westbrook (DDW), said. The third annual Westbrook Discovered Gala is the perfect place to let loose, dance and relax, she said. 

From 6 to 10 p.m. on Saturday, May 2, people are invited to put on their cocktail attire and enjoy music, a cash bar, hors d’oeuvres, a silent auction and more at Rock Row Health Campus. 

“It’s a way to celebrate the community and bring them together,” Pulaski.

The silent auction will include gift cards, certificates, gift bags, baked goods, Maine Mariners tickets and other prizes from local businesses. Even those who do not attend the event can participate in the silent auction from 6 p.m. on April 30 to 9:30 p.m May 2. 

Tickets are available for purchase on DDW’s website, and the sales will fund the organization’s efforts to improve downtown Westbrook by supporting local businesses and organizing in person experiences to create a sense of belonging, Pulaski said. 

JANE’S WALKS

Jane’s Walks is an international festival where volunteers in hundreds of communities across the world lead walking conversations, sharing stories about their neighborhood. 

The festival inspired by community activist Jane Jacobs takes place on the first weekend of May. Westbrook is hosting its fourth annual Jane’s Walks on Saturday, May 2. 

This year, volunteers are leading five walks. 

Chance Gagne will explore “how public spaces, civic institutions, and industrial sites have shaped everyday life in Westbrook” from Walker Memorial Library, through Westbrook Common and in the Dana Warp Mill area, according to DDW’s website. Those interested in this one-hour walk can meet at 800 Main St. at 10 a.m. 

For history fans, Mark Swett will lead 90 minute “A Walk Past History” starting at 10 a.m. at 489 Main St. It will start down Main Street before stopping at the Nathan Harris House and going through a tour of The Elms. 

Jill Johanning’s tour starts at 1:30 p.m. at 900 Main St., and people are encouraged to bring strollers, wagons and balance bikes “to experience the opportunities and challenges along the way for residents and visitors who roll around downtown Westbrook,” according to DDW. The “Just ROLL With It: What A City’s Infrastructure Says About How It Values Young Families and Older Adults” walk will start at the bus stop and go to the library, and it is inclusive for all mobility devices. 

People can discover temporary and permanent murals throughout downtown Westbrook during Savanna Bowen’s walk at 1:30 p.m. starting at 869 Main St. The 2/3-mile walk will include murals from emerging artists that are part of DDW’s 4×4 Mural Project as well as other iconic murals. 

If you’re up for a bit of an adventure, Katharine Atwood is excited to lead a personally moving walk, “Maine’s Lost River Found: An Urban Adventure with the Presumpscot.”

“The walk is an invitation to experience the story of a lost river that is being rediscovered and freed,” Atwood said.

The river is rich in history and secrets, she said. The walk starts at 1 p.m. at the Lincoln Street Ice Rink (58 Lincoln St.), and it will take you down a hidden path behind the Dana Warp Mill so you can walk right up to the edge of the “breathing, living waterfall.”

“You think you know the river,” Atwood said. “You might be surprised.”