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Events

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Ossining Car Free Day

In partnership with 511NYRideshare and Green Ossining, the Town and Village of Ossining are encouraging Ossining residents and community members to reduce their single occupancy driving on international Car Free Day (Wednesday, September 22nd) and instead telework, bike, walk, carpool, vanpool, drive an electric vehicle, or ride a train, bus, or subway. ALL DAY Special […]

Singer Songwriter Showcase

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

Do you love live music? Come enjoy an intimate experience with local, original songwriters this Thursday night! The show starts at 7PM, don't be late! Support local business & support local artists. Grab a beer a hang out a while.

The Ossining Pollinator Pathway-Green Ossining Seed Swap

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

Ossining is having a Seed Swap! Join Green Ossining, Ossining Pollinator Pathway’s Margaret Phelan and Ossining Gardens‘ Erika Boetsch (also Chair of The Village of Ossining’s Environmental Advisory Council) for this event. We’re partnering with our friends at the Ossining Farmers Market (Down to Earth Markets) on Saturday, September 25th (8:30a-1p). RULES: Try to pre-package […]

A Night of Live Jazz Music

The Cookstove Project invites you to an evening of Jazz with a Sunset on the Hudson. Please join The Cookstove Project for a night of great live music featuring KJ Denhert Trio, light food & drinks, and silent auction. Cost: $75.00 per person. Light food & drink included in ticket price. When Saturday, Sept. 25, […]

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

Green Ossining Tag Sale

Semi Anual Event You can register HERE to participate in the Fall 2021 Ossining and Briarcliff Manor Community Tag Sale, which takes place Saturday, October 2 from 10AM to 4PM. In case of inclement weather, the rain date is October 3. This page will be updated when the map of homes participating on the tag […]

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
Recurring

Westchester Craft Crawl

Join us October 2 & 3, 10am - 5pm, for the Fall 2021 Westchester Craft Crawl, a FREE outdoor tour featuring 48 regional professional craft artists. The Crawl features 4 studio stops between Ossining and Croton with each stop hosting 10 or more artists working in clay, wood, fiber, metal, jewelry and mixed media.

Teatown’s “A Night in the Woods” Gala

Sleepy Hollow Country Club 777 Albany Post Rd, Briarcliff Manor, NY, United States

Come mingle, dine, and dance safely with Teatown friends and family at our annual “A Night in the Woods” Gala! Tickets are now available for our biggest and most exciting fundraiser of the year. Join us for our signature annual celebration on Sunday, October 3 at 5:30pm at the Sleepy Hollow Country Club in Briarcliff […]

Recurring

Fable’s Market

Fable: From Farm to Table 1311 Kitchawan Road, Ossining, NY, United States

Located on Route 134 right off the Taconic State Parkway, The Market at Fable opened in 2015 to act as a Food Hub for local farms and small businesses. Come say hello to the farmers, grab some delicious produce, and meet their  beautiful free-range chickens. Fable's produce is the freshest you can get. Each herb, […]

Recurring

Lost & Found – Ossining Arts Council

The OAC Steamer Firehouse Gallery 117 Main Street, 2nd Floor, OSSINING, NY, United States

Ossining Arts Council Presents Lost & Found, Nov. 20, 2021 - Jan. 28, 2022 How are artists navigating the long months of lockdown and its aftermath? Flagging creative energy - or solace making art? Does artwork mirror despair - or hope? Struggle or hope? Join us during gallery hours and at the opening reception

FREE

Annual Holiday Artisan Market

Ossining Public Library 53 Croton Avenue, Ossining, NY, United States

Join the Northeast Etsy Artists Collective for our 5th Annual Holiday Artisan Market! Our local artisans, makers and designers will be on hand selling unique, high-quality handmade wares, including all types of jewelry, pottery, fabric accessories, soaps, skincare, knitted baby items, macramé wall hangings and decor, colorful fused glass art and much more! All perfect […]

Recurring

Hudson River Potters Annual Holiday Show

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

Join the Hudson River Potters for their 2021 Annual Holiday Show! Purchase unique gifts for friends and family! Hudson River Potters will offer their decorative and functional art for sale! Admission is free. Please wear a mask inside.

Lost & Found Opening Reception – Ossining Arts Council

The OAC Steamer Firehouse Gallery 117 Main Street, 2nd Floor, OSSINING, NY, United States

A show to reopen the Firehouse Steamer Gallery. How are artists navigating the long months of lockdown and its aftermath? Flagging creative energy - or solace making art? Does artwork mirror despair - or hope? Struggle or hope? Join us during gallery hours and at the opening reception

FREE
Recurring

Holiday Lights on Jenkins Court

Lights on Jenkins Court 12 Jenkins Court, Ossining, NY, United States

Lights on Jenkins Court is the Staples family's home light show. The show has run each year since 2017 during the holiday season. Jeff started designing and programming holiday light shows as a hobby over 6 years ago. Today, hundreds of Ossining residents stop by the house to see the 23 minute light show. You […]

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: Girl With The Golden Locks

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

Enter the world of fairy-tale espionage and intrigue, where top-level spies take on the kingdom’s worst criminal masterminds.  Agent Gold is the girl with the golden locks and the top agent at the FBI, that is, the Fairytale Bureau of Intelligence.    Her partners are a pair of sisters– Rose Red, who is known as […]

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