To say this has been a difficult week would be an understatement. The loss of one of Ossining’s bright young lights, Dream Shepherd, is simply devastating. There are no words to describe the pain her family and our community are feeling now in the wake of her passing. We are also reeling from the news of the terrorist attack in Afghanistan; our flags are flying at half-staff in honor of our fallen soldiers as well as the many other victims of this devastating event. And we are thinking of Ossining resident Sophia Bator's cousin, Freshta, who has endured a dangerous journey to the Kabul airport and is now waiting to leave Afghanistan. We are praying she arrives here safely, and we will let you know how the community can help support her. 


The weather has also thrown us a bit of uncertainty today. We have cancelled music for tonight due to the possibility of thunderstorms. However, food trucks will still be around. Kinwich, Bazodee Street Foods and Brothers Fish and Chips will be available from 4:30 to 8 PM. Plan for a great Sunday evening at the waterfront on 8/29, with Silver Fox playing on the Louis Engel Waterfront Park Stage starting at 5pm. SSKB will be pouring your favorite local craft brews as well and we are hoping to have a few food trucks. We will keep you posted! 


As always, special thanks go to the Greater Ossining Chamber of Commerce, Sing Sing Kill Brewery, Mike Risko Music and recreation superintendent Bill Garrison for their hard work putting on this fantastic series. Also, big shout out to our sponsors who are helping to bring this incredible free event to Ossining throughout the summer: Mark Seiden Real Estate, Robison, Open Door Medical Centers, Matero Fine Jewelry & Design, and Gracelane Kennels


Lots of fun things will be happening Saturday at the Farmer’s Market in Market Square! (Do you get the Down To Earth Markets newsletter? It’s full of useful and fun ideas and info. Click here to visit their website and sign up.) First, the Village of Ossining is seeking input from residents and other interested parties as it completes this year’s New York State Downtown Revitalization Initiative grant application. There will be an opportunity to speak with Village of Ossining staff during the Farmer’s Market from 9-11 AM. Can’t make it? Click here to take a survey soliciting community input on the vision for Downtown Ossining. The survey closes August 31. 



Got old clothes, shoes, bags, and household linens lying around? Green Tree Textiles is at the Farmer’s Market as well, collecting those items for textile recycling.

If you’ve got food scraps for recycling, remember that Green Ossining volunteers are at the Farmer’s Market from 9:30-11:30 every Saturday morning to collect them. Click here for a list of what’s accepted and information about how to order a compost kit.  


Sing Sing Family Collective is hosting a Back to School kickoff event to support local kids impacted by the incarceration of a family member. There will be backpack giveaways and more on Saturday and Sunday, and a celebratory picnic on Sunday from 2-5 PM at Louis Engel Waterfront Park picnic area. To learn more about the event and/or volunteer to help out, click here


Let the Briarcliff Booster Club & Volleyball team help with your chores this weekend! They are hosting a car wash fundraiser on Saturday, 8/28 from 9 AM till 1 PM at the Atria in Briarcliff. On Sunday, 8/29, they’re serving spaghetti from Tramonto’s for dinner from 5:30-7:30! Support local youth and cross some items off your to-do list at the same time. Order by noon on Saturday by calling (914) 347-8220 or online at - see the flyer below for details on how to order. 



If you’re looking for a tranquil scene on Saturday morning, consider ordering tickets for Teatown’s Tune Your Ear to Nature and Live Music event with Beginner’s Ear, taking place from 11-12:30. Enjoy a guided meditation on the sounds of the Teatown Preserve followed by chamber music and a chat with the musicians. 



Got little ones returning to school? OUFSD is partnering with the Recreation Department to provide an after school program with homework help and enrichment activities every school day from 3-6 PM. Busing will be provided on days where there is in-person learning. Register at



Speaking of school, the school tax bill was mailed out today for those who pay directly (as opposed to using an escrow account). Please look out for the bill. If you don’t receive it by September 7, please call the office of the Tax Receiver at (914) 762-8790 or email This email address is being protected from spambots. You need JavaScript enabled to view it.. To sign up for email alerts directly from the Tax Receiver’s office, click here


Waste not, want not! Green Ossining will be hosting a Repair Cafe on Saturday, 9/18 from 11 AM - 3 PM at the Community Center. See the flyer below for information about what sorts of items can be brought for repair.  Please also note this event is subject to change due to COVID-19 protocols, so keep an eye on the Green Ossining Facebook page if you plan on joining. 



Getting a lot of seeds from your garden this summer? Start collecting them now so you’re ready for the Green Ossining + Ossining Pollinator Pathway Seed Swap event September 25 at the Farmer’s Market! Click here to learn more about how to collect and preserve your seeds, and check out the flyer below for more details on the event. 


Registration for Green Ossining’s Community-Wide Tag Sale is open now and ends September 24. The sale will be on Saturday, October 2. For the $25 registration fee, you’ll receive branded promotional materials and placement in online and local media publicizing the event. Click here to learn more and register. 



Are you following Ossining Recreation’s newly relaunched Instagram account yet? It is @OssiningRecreation and it’s great! If you don’t have instagram, be sure to visit the Recreation page of the Village website to sign up for their email blasts to find loads of fun for the whole family. Briarcliff residents should be sure to sign up for the Briarcliff Recreation Notices email list for up to the minute info about pool hours and more. 



The Cedar Lane Arts Center fall schedule is now available - click here to view the schedules and register for clay, painting, and more. Additionally, clay instructor Keith Gordon will be hosting an introduction to Horsehair Raku and Obvara Pottery at Bethany Arts Center on September 25. You can register at


Now that the Supreme Court has invalidated the CDC’s eviction moratorium, please let everyone you know about the Emergency Rental Assistance Program. Funds are still available and applying for them confers automatic protection from eviction. Renters and landlords who are not sure where to turn can use this new website from the Consumer Financial Protection Bureau, which makes it easy to find rental assistance providers in our area. 


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There are also many local organizations, like Neighbors Link, assisting with the ERAP program.  You can apply online. Please visit the Westchester County website or simply dial 211 for assistance.


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Also note that New York State has funds available for New Yorkers who lost income during the COVID-19 pandemic and were ineligible for other federal relief programs due to lack of citizenship or other factors through the Excluded Workers Fund (EWF).  Visit the Department of Labor’s website to learn more and apply.


The Westchester County Board of Elections is looking for poll workers to help administer the election coming up this fall. Help make democracy possible and make some money in the process! Click here to learn more and complete the poll worker application. 



Do you commute into Manhattan, or just have opinions about the proposed Central Business District congestion pricing plan? There are multiple opportunities to share your thoughts. The MTA launched a new website yesterday where you can read more about the proposed plan, sign up for updates, and share your feedback. You can also call (646) 252-6777 to hear a brief description of the project and register to speak at a public meeting, or call (646) 252-7440 to leave a message sharing your thoughts. Residents of northern NYC suburbs are also invited to participate in public hearings on this topic on Wednesday, September 29 from 10 AM - noon and Tuesday, October 5 from 6-8 PM. There will also be environmental justice forums geared toward areas that have been disproportionately impacted by environmental problems; New York residents are invited to participate on Thursday, October 7 from 6-8 PM. You can register here to give public comment at a meeting.


Please remember that the gas powered leaf blower ban remains in effect in the Unincorporated Town of Ossining through September 30.  Thank you to Green Ossining for preparing the summary below.  Thank you for your cooperation! Please share this information with your friends, neighbors, and landscapers.  We have made this available for download in both English and Spanish as JPG and PDF files.  Please help us spread the word! This information was mailed directly to all landscapers who are based in Ossining for their reference. 



Hard to believe that September is almost here! In light of the impending return to school and the County’s decision to cancel its fireworks displays on 9/2 and 9/4, we will be cancelling our fireworks display this year, as well as the concert and food trucks on 9/3. Stay tuned for a date to reschedule the last concert and deets on an encore for Food Truck Fridays and Craft Beverage Corral. We will confirm in the coming days. 


Active cases of COVID-19 are up to 81 in the Town and its two Villages, according to the county dashboard. Wearing masks and getting vaccinated are the keys to maintaining some normalcy while dealing with this virus. If you have questions about the vaccines, or would like to learn of pop-up vaccination clinics in Westchester, visit VaxUp Westchester.


Have a safe and enjoyable weekend! 





If your business, non-profit, or community group has an event that you would like to submit to be a part of the Supervisor's Update, please email a flyer and brief description to This email address is being protected from spambots. You need JavaScript enabled to view it.. We are happy to pass along events that provide a benefit to the community and support our local economy. Thank you for helping us to highlight all the best Ossining has to offer!