October 2018
Halloween On Main Street
We’re calling on all ghosts and goblins, but especially all the superheroes, princesses, pirates, definitely The Incredibles, any pirates, unicorns, we assume there will be a few Fortnite characters doing that silly floss dance, all witches, Black Panthers, and for sure anyone with one of those inflatable dinosaur costumes! Do you wait all year for costumes and candy?! This 👏 is 👏 for 👏 you 👏 We’re a little more than a week away! Wednesday October 31st is Halloween and we’re hosting the biggest and baddest Halloween party…
Find out more »November 2018
Tree Lighting
Santa and Mrs Claus arrive on the Ossining Fire Department Express Tree lighting, cookies and hot chocolate Schedule: 6:00PM Holiday Tunes OHS “Gimme the Mic” 6:30PM Tree Lighting 6:35PM Santa and Mrs Clause Arrival/Pictures 6:40-7:15PM Mike Risko Band DJ Johnny G – Announcer & DJ
Find out more »Santa Stroll (+21)
Meet at Market Square in Santa Gear, Stroll and Sing with us to Six Degrees Brewery, 35 Main Street, Ossining NY 10562 Raffles – Music – Food – Drink and Merriment! (21+event)
Find out more »December 2018
Ossining Farmer’s Market
This week you will notice that the market is in transition between summer and winter vendors. Your on-going support means everything to our farmers and food makers so please stick with us as we retool for the winter season. Market open Saturdays, 8:30AM – 1:00PM Parking Lot on the corner of Spring & Main Streets
Find out more »Chanukah at Market Square: Light up Ossining
First Ever Light Up Ossining Donuts, Hot Latkes, drinks, Chanukah treats and chocolate gelt! At Market Square
Find out more »Ossining MATTERS Main Street Holiday Shopping Stroll
Participating Main Street Businesses Adega Wines First Village Coffee Good Choice Kitchen Hot Societe Melita’s Penny & Ting Vaza Salon More to Come Soon Purchase your discount pass HERE
Find out more »January 2019
Ossining Winter Farmers Market
Shop with local farmers and food makers through the winter at the year-round Ossining Farmers Market. We are near the corner of Spring and Main Streets every Saturday, featuring grass fed beef and pasture-raised meats, local seafood, locally grown fruits and vegetables, pickles, baked goods and more. The Ossining Farmers Market is located near the corner of Spring and Main Streets on Saturdays. Winter hours are 9am to 1pm. SNAP EBT welcome. Market open Saturdays, 9:00AM – 1:00PM, 01/05…
Find out more »May 2019
The Ossining Farmers Market
The Ossining Farmers Market brings small farms and local food makers together near the corner of Spring and Main Streets every Saturday from 8:30am to 1pm. This year they celebrate their 28th year! Look for fresh fruits and vegetables, pasture raised meats and eggs, east coast seafood, artisan breads and baked goods, pickles, direct trade coffee, ready-to-eat foods and more. SNAP EBT welcome and Fresh Connect Checks are available. Go to the manager's tent to use your card. WIC and…
Find out more »June 2019
Ossining Village Fair
Bring the family, meet friends for lunch, entertainment and shopping at the annual Ossining Village Fair in Historic Downtown Ossining. It always draws several thousand people with more than 200 vendors and a variety of live talent presented on several stages. The Ossining Village Fair is sponsored by the Greater Ossining Chamber of Commerce.
Find out more »Portugal Day / Portuguese Festival 2019
Portugal Day / Portuguese Festival 2019 is this Saturday, June 15th from 12pm to 11pm. Come enjoy dancing, folklore shows, typical Portuguese food and more! The event is held on Main Street and the post office parking lot.
Find out more »July 2019
Acoustic Night at Market Square
Featuring local singers, performers, musicians, and song writers for a summer evening of Music on the Square.
Find out more »FREE Zumba with Sue of Studio95 Zumba
Zumba fitness for all ages! Zumba involves dance and aerobic elements. The choreography incorporates hip-hop, soca, samba, salsa, Merengue and mambo. Squats and lunges are also included in Zumba Fitness. This event is a part of the Ossining Mind, Body & Spirit Festival Other dates: 06/22/2019 4:00 PM 5:00 PM Saturday Louis Engel Park/Stage 07/13/2019 4:00 PM 5:00 PM Saturday Louis Engel Park/Stage 07/27/2019 4:00 PM 5:00 PM Saturday Market Square/Square Area 08/10/2019 4:00 PM 5:00 PM Saturday Louis Engel…
Find out more »September 2019
Music at the Market by Tom Fabry
Get your produce, buy beautiful flowers, eat some food and listen to good music.
Find out more »Ossining Hispanic Festival – Segundo Festival Hispano en Ossining
El Comité de Ossining Padres Hispanos está preparando el Segundo Festival Hispano en Ossining. Los diferentes restaurantes de los países latinoamericanos estarán vendiendo sus platos favoritos, habrá artistas invitados que tocarán desde bachata, merengues, música colombiana, peruana, mexicana y ecuatoriana. Tendremos diversión para los niños con jumping castles, ventas, y más no se pueden perder. Este evento es gratis. No faltes. Music, artists, food, jumping castles, crafts and more. Come enjoy an afternoon with your family and celebrate Hispanic…
Find out more »October 2019
Fall Family Fun Day
Celebrate Fall with your family. The day is going to be beautiful!
Find out more »Crafts at the Farmers Market
A free event by Down To Earth Farmers Markets Join us for an extra-fun day of fall shopping at the farmers market
Find out more »
Ossining PBA Foot Pursuit 5K: Escape from Sing Sing
5K run/walk charity event On Sunday, October 20th the Ossining Police Benevolent Association (PBA) will be hosting its 3rd annual Ossining PBA Foot Pursuit 5K. This year the course will begin at Market Square, located in Ossining's historic downtown. Runners will continue through downtown Ossining before reaching Hudson Street which will lead them to the legendary Sing Sing Prison. Runners will run alongside the perimeter of the prison and then down to scenic Louis Engel Park, located at the Ossining…
Find out more »Stash The Trash
Stash The Trash is a community, anti-littering/trash pick up event. The Ossining Recreation and Parks Department will be supplying garbage bags and gloves. Event organizer Aaron Spring will be assigning pick-up locations once the event begins. Meet at Market Square.
Find out more »Halloween 2019 on Main Street
We’re calling on all ghosts and goblins, but especially all the superheroes, princesses, pirates, definitely The Incredibles, any pirates, unicorns, we assume there will be a few Fortnite characters doing that silly floss dance, all witches, Black Panthers, and for sure anyone with one of those inflatable dinosaur costumes! Do you wait all year for costumes and candy?! This 👏 is 👏 for 👏 you 👏 We’re a little more than a week away! Wednesday October 31st is Halloween and we’re hosting the biggest and baddest Halloween party…
Find out more »