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For Kids

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Pajama Day at Brookside School

Brookside Elementary School 30 Ryder Rd, Ossining, NY, United States

Special day for the little ones at Brookside School

Recurring

Shattemuc Yatch Club Open House

Shattemuc Yacht Club Westerly Road, Ossining, United States

Join SYC for some complimentary refreshments and an inside look at the oldest yacht club with the newest marina. You’ll learn why our club can offer you so much more than just a marina. Register for an Open House Please take a moment to register on this form so that we know when you are coming […]

Ossining Earth Day Festival

Louis Engel Waterfront Park 1 Westerly Rd, Ossining, NY 10562, USA, Ossining, NY, United States

As Westchester County’s largest community-run earth day festival– expecting visitors to exceed 4,000 and 100+ vendors – the Festival has grown from some 300 attendees and 20 vendors in our first year and attracts visitors from as far south as Brooklyn to counties surrounding and north of Westchester. We’re planning to have more hands-on activities […]

FREE

Family Summer Entertainment Series: Li Lui Acrobat

Henry Gourdine Park 1-3 Secor Road, Ossining, NY, United States

Family summer fun! Beginning on Tuesday, July 6nd  family friendly shows will take place every  Tuesday at 7:00PM. The family entertainment series, features a variety of  fun performers and will run through August 1oth 2021. Don't forget to pick up dinner from Ossining's local eateries to bring to the show! July 6th Li Lui Acrobat […]

Recurring

Ossining Farmers Market Saturday

Ossining Farmers Market Parking Lot on the corner of Spring & Main Streets, Ossining, NY, United States

This year-round farmers market features local farmers and food makers who offer seasonal vegetables and fruits, pasture-raised meats, chicken, and eggs, fresh fish, delicious breads and baked goods, pickles, and much more. They welcome SNAP EBT and matching Fresh Connect checks are available.

Super Smash Bros Tournament – Premiere XP

Sing Sing Kill Brewery 75 Spring St, Ossining, NY, United States

This Sunday, September 26th, Premier XP presents the Super Smash Bros Tournament at Sing Sing Kill Brewery!. Check-in starts at noon and the fun continues until 3PM. Grab a beer, it's game on! Learn more about Premiere XP Youth Esports HERE

Wetchester Dance Artist Youth Dance Battle

Market Square

Get ready to battle! WDA is proud to announce our first ever Youth Dance Battle! Ages 7-18, all styles are encouraged and invited! $20 to battle, free with donation to spectate- all proceeds go towards increasing outreach and scholarship capabilities. To Sign Up please fill out the google form HERE

2nd Annual Artoberfest

Bethany Arts Community 40 Somerstown Rd., Ossining, NY, United States

Featuring visual artists, live musicians, food, live and interactive demonstrations, the festival will be a great experience for all ages! ARToberfest will illuminate arts spanning a variety of styles and mediums and celebrate the unique culture of the Hudson Valley region.   What to do Pumpkin Carving and Demo – carve your own pumpkin West […]

FREE

Ossining Menorah Lighting 2021

Market Square

Every year, Chabad Lubavitch of Briarcliff-Ossining organizes a Menorah lighting ceremony to help brighten up the spirit of the holiday season. Everybody is welcome.

FREE

Ossining Tree Lighting Ceremony 2021

Market Square

According to the Village of Ossining and the Ossining Recreation and Parks Department the Christmas tree lighting tradition has been going on since the early 1950’s, when they would bring a new tree to the center of Main Street and gather to light it as a community and family. There is music, hot cocoa and […]

FREE
Recurring

Theater O Presents: One Stoplight Town by Tracy Wells

Bethany Arts Community 40 Somerstown Rd., Ossining, NY, United States

One Stoplight Town by Tracy Wells is a story about people from a town so small that you might drive through without taking a second look. But if you stopped for just a moment, you might see a young boy and girl fall in love, a cantankerous grocery store owner coping with change, a son […]

Recurring

RiverJam Waterfront Concert

Louis Engel Waterfront Park 1 Westerly Rd, Ossining, NY 10562, USA, Ossining, NY, United States

Friday nights on the Hudson River waterfront with family, friends, fine food, fine craft beer & wine, and live music— that's what Summer good times are all about. Concerts start on Fridays at 7 PM Rain Date concerts start on Sundays at 5 PM   No concert on August 5th because of the Ossining Fire […]

FREE
Recurring

Accoustic Music at Market Square

Market Square

Featuring local singers, performers, musicians, and song writers for a summer evening of Music on the Square. Wednesdays 7:00pm-8:30pm  from July 6th until August 10th. All concerts are FREE.   LINE UP FOR 2022 Wednesday July 6th 2022, Blame it on the dog Wednesday July 13th Mike Risko Band, Pop/Rock Wednesday July 20th   Gary Adamson […]

FREE
Recurring

Jazz at Henry Gourdine

Henry Gourdine Park 1-3 Secor Road, Ossining, NY, United States

Jazz Forum Arts Free Outdoor Summer Concerts The free concerts are held at various Hudson River-front sites north of New York city: Dobbs Ferry Waterfront Park, Lyndhurst Mansion & Pierson Park in Tarrytown, Horan’s Landing in Sleepy Hollow and Henry Gourdine Park in Ossining. All locations: Cancelled by 2pm if there is inclement weather. Announced on […]

FREE

Family Zumba with Suzi Myers Tipa

Nelson Park Edward St & Madison Ave,, Ossining, NY, United States

Family summer fun! Beginning on Tuesday, July 12th  family friendly shows will take place every  Tuesday at 7:00PM. The family entertainment series, features a variety of  fun performers and will run through August 16th 2021. About Suzi Myers Tipa: Professional dancer and licensed Zumba instructor conducting classes throughout the New York tri-state area.

Family Entertainment: Comedy Juggler Ned Gelfars

Market Square

Ned Gelfars, Comedy Juggler, was born in that wilderness called Brooklyn, where he first began throwing juggling balls into the air at the age of 12. Finally, at 15, he started catching them, & now, Ned rarely misses. His fast-paced & extremely funny show includes juggling, unicycling, & fire-eating, plus lots of hilarious, good-natured audience […]

Free

Summer Entertainment Series: The Bubble Bus

Nelson Park Edward St & Madison Ave,, Ossining, NY, United States

The Bubble Bus is the world’s most sure-fire way of spreading joy and bubbles to people of all ages. The first and only mobile business of its kind, the Bubble Bus and its interactive bubble-making magic can appear anywhere you want to attract or entertain a crowd.

Free

Family Entertainment Series: Anthony Salazar Magic Show

Market Square

Anthony Salazar developed his skill in the art of magic at a very young age and has since made this part of show business his life’s work. Anthony was born in the Philippines, and at the age of ten, moved to America where he would soon discover a book that would open his world to […]

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