All Upcoming events

• Sat, 13 Dec, 2025 - 08:00 PM

  Rockin' Christmas Show: The Incumbents / Smoky O + Band

  Grace Hall Club

  USD 18
• Sat, 24 Jan, 2026 - 07:00 PM

  90s-00s Hip Hop Night

  75-77 Spring Street, Ossining, NY, United States, New York 10562

  35+ Interested
• Wed, 10 Dec, 2025 - 07:00 PM

  Trivia Wednesdays

  75-77 Spring Street, Ossining, NY, United States, New York 10562
• Thu, 18 Dec, 2025 - 07:00 PM

  Very Metal

  Sing Sing Kill Brewery
• Fri, 19 Dec, 2025 - 07:30 PM

  KJ for the Holidays

  Westchester Collaborative Theater (GPS 21 Water St.)

  USD 34
• Wed, 17 Dec, 2025 - 06:30 PM

  Special Needs Kid's Night Out!

  Ossining Recreation and Parks

  5+ Interested
• Fri, 13 Feb, 2026 - 05:00 PM

  Freedom in Letting Go: Drop the Rock Retreat

  299 North Highland Avenue, Ossining, NY, United States, New York 10562
• Thu, 11 Dec, 2025 - 04:30 PM

  Weekly Meditation Practice at Mariandale

  299 North Highland Avenue, Ossining, NY, United States, New York 10562
• Sat, 10 Jan, 2026 - 08:00 AM

  NYS/NYC 18 Hour Firearms Safety /CCW Training

  Ossining Volunteer Ambulance Corps

  26+ Interested
• Sun, 21 Dec, 2025 - 01:00 PM

  Post 506 Holiday/Christmas Party

  58 South Highland Ave, Ossining, NY, United States, New York 10562

  7+ Interested
• Wed, 17 Dec, 2025 - 06:00 PM

  Market Square Menorah Lighting

  Market Square At Ossining

  16+ Interested
• Sun, 21 Dec, 2025 - 04:00 PM

  A Festival of Nine Lessons and Carols

  Grace Episcopal Church

  16+ Interested
• Fri, 09 Jan, 2026 - 06:00 PM

  The Spirituality of Body and Mind Retreat 2026

  299 North Highland Avenue, Ossining, NY, United States, New York 10562
• Thu, 18 Dec, 2025 - 07:00 PM

  Tough City, Prone to Rain

  Bethany Arts Community

  USD 15
• Thu, 11 Dec, 2025 - 05:30 PM

  Advent Taize Prayer Service

  299 N Highland Ave, Ossining, NY 10562-2327, United States

  16+ Interested
• Sat, 13 Dec, 2025 - 11:00 AM

  2025 Holiday Party

  179 N Highland Ave, Ossining, NY

  13+ Interested
• Fri, 06 Mar, 2026 - 05:00 PM

  Shine On! Women's Winter 2026 Retreat, with Kacey Morabito Grean

  The Center at Mariandale
• Sat, 13 Dec, 2025 - 09:30 AM

  Jungian Sexuality on Contemporary Gender Issues, with Don Bisson

  299 N Highland Ave, Ossining, NY 10562-2327, United States

  4+ Interested
• Sat, 07 Mar, 2026 - 08:00 AM

  NYS Certified 18 Hour CCW Training

  Ossining Volunteer Ambulance Corps
• Sun, 21 Dec, 2025 - 03:00 PM

  The Longest Night: Celebrating the Winter Solstice!

  299 N Highland Ave, Ossining, NY 10562-2327, United States

  43+ Interested
• Thu, 15 Jan, 2026 - 07:30 PM

  Love Letter to Seaside City

  Bethany Arts Community

  USD 15
• Thu, 18 Dec, 2025 - 10:00 AM

  INFO Session: Take Charge of Your Aging

  Ossining Recreation and Parks
• Thu, 22 Jan, 2026 - 06:00 PM

  Burrowing Deep: A Directed Winter Retreat

  299 North Highland Avenue, Ossining, NY, United States, New York 10562

  5+ Interested
• Thu, 29 Jan, 2026 - 06:00 PM

  Master the Basics of Writing, with Magie Dominic

  299 North Highland Avenue, Ossining, NY, United States, New York 10562

  5+ Interested
• Fri, 27 Mar, 2026 - 12:00 PM

  Celebrating Women in Business

  Windrose on Hudson

  10+ Interested
• Wed, 17 Dec, 2025 - 09:30 AM

  Mary of Nazareth: Truly Our Sister, With Sr. Peggy Murphy

  299 N Highland Ave, Ossining, NY 10562-2327, United States

  6+ Interested
• Sat, 17 Jan, 2026 - 01:00 PM

  The Cooperative Scholarship Fund: In the Spirit of Unity & Service

  Ossining High School, South Highland Avenue, Ossining, NY, USA

  USD 45
• Sat, 14 Mar, 2026 - 10:00 AM

  Celtic Spirituality

  299 North Highland Avenue, Ossining, NY, United States, New York 10562

  7+ Interested
• Wed, 14 Jan, 2026 - 07:00 PM

  Making the New Year New: Wisdom from Meister Eckhart

  299 North Highland Avenue, Ossining, NY, United States, New York 10562
• Tue, 19 May, 2026 - 10:00 AM

  Small Business Summit AI: Learn How to Harness AI for Your Business

  Crotonville Conference Center

  Free