The End of the Season Benefit
2026 Date Coming Soon
All past event photos courtesy of Ann Balderston-Glynn
The End of the Season Benefit is the Oyster Bay Main Street Association’s premier annual fundraiser—a festive evening that brings together community members, local leaders, and supporters to celebrate a year of progress and help shape what’s next for our historic downtown.
Held each fall at a beautiful local venue, the event features cocktails, hors d’oeuvres, and a silent auction filled with unique items and experiences from area businesses. Guests enjoy an elegant, yet relaxed atmosphere where they can mingle, reflect on recent revitalization milestones, and learn more about the projects that OBMSA is planning for the year ahead.
More than just a fundraiser, the Benefit is a chance to be part of the momentum—supporting everything from storefront improvements and beautification initiatives to public events and preservation efforts. Whether you're a longtime supporter or a new friend of the organization, this celebratory evening offers a meaningful way to get involved and invest in the future of Oyster Bay.
End of the Season Benefit 2025 Recap
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What an Incredible Night
On September 25, 2025, the Oyster Bay Main Street Association held its End of the Season Benefit, and it was an evening of celebration and community support. The event was a tremendous success, thanks to the generosity of our silent auction donors, event sponsors, Vintage Classic Instruments for providing hand-crafted awards, and the many businesses and individuals who contributed in-kind donations.
Because of this support, OBMSA is beginning its 25th year as a nonprofit organization with renewed strength and momentum. The Benefit not only raised critical funds but also highlighted the commitment of our community to keeping downtown Oyster Bay vibrant. The evening marked an important milestone as we look forward to expanding our programs, supporting local businesses, and advancing revitalization efforts in the year ahead.
We thank everyone who joined us in making the Benefit such a memorable occasion and for standing with us as we continue our mission to strengthen the heart of Oyster Bay.