Westport Band The Splits perform
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Photos by JC Martin

WESTPORT—Westport’s annual Pride Day reached a milestone this weekend, drawing more participants than any previous year to Jesup Green for its sixth consecutive celebration of the LGBTQAI+ community, according to the organizers. Ideal weather and a packed program of performances and speakers contributed to what many in attendance described as the event’s most memorable edition. 

U.S. Senator Richard Blumenthal joined 1st Selectman Kevin Christie and other state and local elected officials on stage to affirm Westport’s commitment to welcoming all residents. Their remarks struck themes of love, belonging, and the strength that comes from an inclusive community.

Among the day’s highlights was a performance and personal reflection by Jamie Martin Mann, a Westport native who has gone on to a career on Broadway. Mann spoke about his formative years growing up in town, paying tribute to several local educators and arts mentors.

Students from Staples Players (all wearing Players Pride tees) contributed a rousing number from the musical Les Misérables, while dancer Van Goldberg captivated onlookers with an energetic solo routine. 

Cassandra Fiore gave a powerful speech about a friend who had recently passed, followed by a call to action for the community to provide safe spaces for our queer youth. And then, of course, there was a fantastic performance from the celebrated drag performer. 

Ending the program, there was an energetic performance from the band “The Splits,” preceded by some playful crowd banter. 

Beyond the entertainment, Jesup Green hosted a wide array of community organizations — nonprofits, religious congregations, and civic groups among them. There were therapy pups, including one called Oakley. Another highlight included the freshly made (and complimentary) rainbow challah bread offered by Temple Israel.