Are you ready to take the plunge? Join Gullotta House on Saturday, February 7, 2026, for its two charity plunges: Escape from Sing Sing Charity Plunge at Louis Engel Park Beach, Westerly Road, Ossining at 10 am., and the Headless Horseman Charity Plunge at the beach at Kingsland Point Park, 299 Palmer Ave, Sleepy Hollow, at 1:30 pm. This year’s charity plunges have a fundraising goal of $50,000 to help Westchester residents facing hardships and to support the Gullotta House Needs a Home campaign, which aims to raise $350K to fund a 5-family home in Westchester County to help families displaced by a fire or flood.
“We are looking forward to our 9th annual charity plunge, as we continue our mission of supporting residents in Westchester County who are experiencing hardships, said Matthew Gullotta, President and Founder of Gullotta House. We are thankful for all of our donors for their contributions and plunger participants for braving the cold as we work toward achieving our fundraising goal and making a lasting impact on the communities and residents we serve.”
As part of this year’s charity plunges, Gullotta house will be providing the following prizes and incentives:
- A $750 recreation scholarship to a resident in the town or village that raises the most donations.
- The team with the most overall donations raised will get their name listed at a free future community dinner event in their town, serving 200 meals. Team members may help serve if they wish.
- A $250 Amazon gift card for overall best costume.
- A $100 gift card each is for the best costume in Sleepy Hollow and in Ossining.
Participating in the plunge is $75 for each individual and $300 per team for up to five people. Participants who attract sponsorships or donations in excess of $200, will get to memorialize their plunge with a long sleeve event shirt, and participants who raise $500 or more, will receive a customized hoodie.
Gullotta House is grateful for this year’s sponsors thus far: Escape from Sing Sing Plunge – Event Sponsor: ERA Insite Realty Services Eric Lebenson, HR on the Move, Scarduzzio’s Deli; Gold Sponsor: AAA Nolan’s Auto Body Collision, Cesar Callan Personal Injury Attorney, Dave’s Fence, DiNapoli Hospitality Group, Gracelane Kennels, Prescription Center of Ossining; Bronze Sponsor: Capri Pizza, Highland Transmission, Lucy’s Pizza, Nineteenth Hole, Postall Briarcliff, Terra Rustica, UPS Store, Westchester Stationary; Headless Horseman Plunge – Event Sponsor: Rey Insurance Agency, The Tapp; Gold Sponsor: DiNapoli Hospitality Group, Events To Remember + PR To Remember, Holsten Jewelers, Horseman Gifts, JP Doyles, MOTION PT, Young Men’s Lyceum Club; Bronze Sponsor: 105Ten, 512 Bistro, ANR Auto Repair, Bert’s Auto Body, Coffey Funeral Home, Eagles Club, J&G Deli, Sir Speedy, SunBlue, Terra Rustica.
As of January 21, 2026, the Escape from Sing Sing Charity Plunge in Ossining has raised $7,034, and the Sleepy Hollow Headless Horseman Charity Plunge has raised $6,842. For those who would like to register, place a donation, or become a sponsor, please visit the event sites below:
Escape from Sing Sing Charity Plunge: https://gullottahouse.org/2026-escape-from-sing-sing-plunge/
Headless Horseman Charity Plunge: https://gullottahouse.org/2026-gullotta-house-headless-horseman-Plunge/
