The skies have finally been sunny for most of the afternoon, but unfortunately, since the weather was not cooperating yesterday or earlier today, that leaves us with not great conditions for a concert outdoors on the grass.  Additionally, there are more scattered thunderstorms in the forecast for tonight.  As such, the performance from the Sleepy Hollow String Band has been postponed, we will share the rain date soon.  Summer Concerts are planned for each Friday until September 3rd. KJ Denhert will take the Engel Park Stage on July 16 at 7pm, with food trucks and our craft beverage corral beginning to serve at 5pm. Special thanks, as always, to the Greater Ossining Chamber of Commerce, Mike and Miriam Risko who helped line up the bands, and Sing Sing Kill Brewery for helping bring this summer Fridays tradition back to Ossining, plus support from Recreation Superintendent Bill Garrison.  It has been a doozy of a summer rain season so far - hoping for better weather next week! 



sleepy hollow string band cancelled





At this week’s Board Meeting Recreation Superintendent Bill Garrison gave us an update on how our most popular park, Louis Engel Park, gets used during the summer.  We are very happy to see so many families enjoying this beautiful waterfront space, but recognize that sometimes with a lot of people, we also start to see increased garbage and litter, and confusion about park rules.  You can watch the report hereBill shared with the Board that a Park Ranger will be on staff several days per week, including the weekend, to help remind people about the park rules.  We also have a lot of plans ahead for additional improvements to the park, including the relocation of the bathroom facility to the southern end of the park, so this will be a continuing conversation as additional improvements are implemented.  As a reminder, swimming is not allowed at the Louis Engel Park Beach, as it is not currently permitted by the Westchester County Department of Health as a bathing beach, which means we do not have complete data regarding water quality or safety of the riverbed below.  Please do not swim at the beach, instead cool off at the spray park – it’s open every day from 12noon to 7pm, except Wednesdays through August 4 when the spray park and playground area are closed from 9am to 3pm for summer camp use. Our parks are very popular and there is a lot of fun scheduled for around Town this summer.  Here are just a few items to check out!



As a reminder, the Cedar Lane Dog Park and pavilion are closed while the road to this area of the park is repaved. The tentative reopening of these sites is planned for Tuesday, July 13th as the rain has delayed the start of paving.



On Tuesdays in July, the Ossining Recreation Department offers family-friendly entertainment at 7pm in a Village park. This week’s weather moved the show indoors to the Rec Center so be sure to look for updates to confirm any last-minute communications.


Entertainment Series Tuesdays 


The Village of Ossining’s Summer Acoustic Music Series kicked off this week. Performances will take place in Market Square on Wednesday evenings at 7pm.  


Summer Acoustic Series



The Briarcliff Chamber of Commerce is also bringing the summer fun! Music fans are invited to Law Park Field for a concert series starting July 11th and continuing every Sunday until August 1st.


Briarcliff Concert Series




Check your mailbox for the Dog Census mailed out by the Clerk’s Office. I got mine in the mail this week, so be sure to keep your eyes peeled. The census in an attempt to count how many dogs live in the Town of Ossining, Village of Ossining, and Village of Briarcliff Manor and to remind all pet parents to license their dogs. As a reminder, New York State Law requires all dogs over four months old to be licensed. Get ahead of the census by registering your dog with the Briarcliff Clerk’s Office printable form or the Ossining Clerk’s Office online form.




The Community Equity Task Force re-released its survey to gauge community opinion on issues of equity in our community. Last year, this survey was distributed as the second COVID-19 spike began. Residents who completed the 2020 survey are encouraged to update the Task Force by completing it again in 2021. Take the survey here.


EQUITY Survey graphic




The Recreation Department has a lot of wonderful summer programs lined up for kids and adults. Check out their full catalog to register for pickle ball, kayaking, LEGO engineering, clay & sculpture, and so much more.


Girls Basketball Summer Skills Program summer 2021 social



The Ossining Volunteer Ambulance Corps is offering Moderna, Pfizer, and Johnson & Johnson vaccines. You can make an appointment here. OVAC has partnered with to help residents with the form or answer vaccine-related questions (Spanish speaking volunteers are available). Make sure your college students are ready to go to back to school at the end of summer by getting them vaccinated now! Remember, it is okay to have questions – this past year has felt overwhelming and there is nothing wrong with speaking with a qualified professional. Local pharmacies are also offering the vaccine and willing to speak to you about the different options.


ovac 7.9



A new exhibit opened yesterday at Bethany Arts Community. Artists in the Time of COVID: Paralyzed and Prolific explores the effect of the pandemic on art and artists. The show will run until August 11th. A reception is planned for July 23rd. More information is available on the Bethany Arts Community website.


bethany in the time of covid




Westchester Medical Center is inviting parents for a free car seat safety check tomorrow from 10am to 2pm. No appointment is required.


 Car Seat Safety Check

Historic Hudson River Towns and all its member communities, which include the Villages of Briarcliff, Ossining, and the Town of Ossining, worked with the company TravelStorys to develop a driving tour of communities along the Hudson, north of the Mario Cuomo Bridge. The tour app is available for free via the TravelStorys app. Check out the tour!


hhrt travel storys


Playland hosts fireworks displays each Friday at 9:15 planned for tonight through September 3, with a finale show on September 5th. The season’s full schedule and admissions information is listed at




New York State Senator Elijah Reichlin-Melnick is hosting a webinar focused on grants available to help small businesses recover from the effects of the pandemic. The webinar is scheduled for 5pm on Tuesday. Register here.


ERM Small Business Recovery



Friends of Hilltop Hanover Farm & Environmental Center is launching an outdoor film series. Films will play at sunset on Saturday July 17th and Saturday July 31st. Rain dates will be the day after the originally scheduled date. Register here for tickets and book now as the guest count is limited.


Films on the Farm 2021 1



The Ossining Elks Club is hosting the “Big Dog Challenge.” It costs $25 to enter, so call ahead to reserve your spot at 914-941-1486.


Elks Hot Dog Challenge



Sing Sing Prison Museum’s Justice Talks webinar series brings amazing conversations to Ossining. The 1971 Attica Prison Uprising brought issues of injustice inside US prisons into the national spotlight. In this program, SSPM will examine racial justice activism, civil rights, and the significance of the 50th Anniversary. Register on the SSPM website.


 Justice Talks



The St. Augustine’s Italian Festival kicks off the weekend of July 24th. This event was cancelled last year and we are excited to see its return.


St Augustines



Edgemont Robotics and is hosting a Summer Hacker’s Camp for Black Teens (7th to 10th grade). The program will take place in New Rochelle, but does not have a residency requirement. For additional information contact This email address is being protected from spambots. You need JavaScript enabled to view it. or This email address is being protected from spambots. You need JavaScript enabled to view it. or call 914-227-3923. 


Hacker Camp for Black Teens Copy 


Shattemuc Yacht Club is hosting a kayak day on July 25th to support the SPCA of Westchester. Bring your kayak, canoe, or paddle board for a $25 all inclusive (drinks and food) day! RSVP to DéSousa at (914) 755-6292 and or by email at This email address is being protected from spambots. You need JavaScript enabled to view it..


spca fundaraiser kayak day



The Westchester County Health Department will be offering back-to-school immunizations to students who qualify at the County Dept. of Health Clinic in White Plains. Ossining and Briarcliff residents can call the Health Department at (914) 995-5800 to find out if you qualify for an appointment.


Back to School Imms Flyer Eng Span2021 Page 1

Back to School Imms Flyer Eng Span2021 Page 1




The Town of Ossining uses Burbio to compile local events into a community calendar. The service reviews different calendars from organizations across Town to create a centralized list of goings-on in Briarcliff and Ossining. Residents can see the calendar on our website and can follow specific types of events for updates.



The next Town Board meeting will be a Legislative Session on Tuesday, July 13th. Governor Cuomo has lifted the state-wide state of emergency and Board members will be meeting in person at 16 Croton Avenue in Ossining. Residents can join us in person, but can also continue to join us virtually via Zoom. At this meeting, we will be hosting some special guests from the Village of Briarcliff – Mayor Steve Vescio and Trustee Peter Chatzky – with a presentation requesting that the Town Board consider adopting a tax incentive to encourage development of commercial properties in the Village of Briarcliff Manor.  Additionally, we will hear from Mitzi Elkes and David Margulis from our Environmental Advisory Committee with a proposal to rehab a section of the Ryder Park trails to allow for more trail access in this park.  We have been hearing from the EAC and members of the community throughout the Comprehensive Plan process on interest in expanding passive recreational opportunities in our parks, like walking trails.  We are looking forward to hearing Mitzi and David’s presentation, and will be hopefully scheduling a nice hike in Ryder Park soon!  The Meeting ID and link will be shared each week on our website. Please remember that if you are not vaccinated, you will be required to wear a mask if you choose to join us in-person.  




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 e-mail 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!