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Best events in
Ossining

Looking for events or things to do in Ossining, NY? Community life revolves around two key areas: the walkable, historic downtown and the scenic Hudson River waterfront. The village's rhythm shifts from daytime community gatherings to evening concerts and dining with river views.

A typical weekend can begin downtown at the year-round Ossining Farmers Market before an evening of local culture at Sing Sing Kill Brewery or a performance at the historic Olive Opera House.
Bethany Arts Community is a hub for creative workshops, art exhibitions, and a monthly open mic night for poetry, spoken word, and music.
Outdoor events are centered on the waterfront, where Louis Engel Park hosts the RiverJam Summer Concert Series and Henry Gourdine Park features a summer jazz series.

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PLANT-FORWARD MASTERCLASS: COOKING WITH CHAD SARNO primary image

PLANT-FORWARD MASTERCLASS: COOKING WITH CHAD SARNO

Today • 11:00 AM

Mast Market Prep Kitchen

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Full Moon Hike: " Hunter's Moon" primary image

Full Moon Hike: " Hunter's Moon"

Tomorrow • 6:30 PM

Rockefeller State Park Preserve

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Author Talk: Catherine Cliff primary image

Author Talk: Catherine Cliff

Thursday • 6:30 PM

Bedford Books

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Robert S. Brown & M. Paul Redd Freedom Fund Lunch & 85th Branch Anniversary primary image

Robert S. Brown & M. Paul Redd Freedom Fund Lunch & 85th Branch Anniversary

Sat, Oct 31 • 1:00 PM

7 Willow St

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MONSTER BALL Halloween Costume Party primary image

MONSTER BALL Halloween Costume Party

Sat, Oct 31 • 10:00 PM

Mingles Event Space + Catering + Lounge

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Cadillac Club of North Jersey — 35th Fabulous Fall Car Show primary image

Cadillac Club of North Jersey — 35th Fabulous Fall Car Show

Sun, Nov 1 • 10:00 AM

State Line Lookout

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Resin Art & Sip Workshop primary image

Resin Art & Sip Workshop

Thu, Nov 12 • 6:30 PM

The Old '76 House

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Breakfast with Santa primary image

Breakfast with Santa

Sun, Dec 6 • 1:00 PM

Kruckers, Call Hollow Road, Pomona, NY, USA

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PLANT-FORWARD MASTERCLASS: COOKING WITH CHAD SARNO primary image

PLANT-FORWARD MASTERCLASS: COOKING WITH CHAD SARNO

Today • 11:00 AM

Mast Market Prep Kitchen

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Full Moon Hike: " Hunter's Moon" primary image

Full Moon Hike: " Hunter's Moon"

Tomorrow • 6:30 PM

Rockefeller State Park Preserve

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Author Talk: Catherine Cliff primary image

Author Talk: Catherine Cliff

Thursday • 6:30 PM

Bedford Books

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Robert S. Brown & M. Paul Redd Freedom Fund Lunch & 85th Branch Anniversary primary image

Robert S. Brown & M. Paul Redd Freedom Fund Lunch & 85th Branch Anniversary

Sat, Oct 31 • 1:00 PM

7 Willow St

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MONSTER BALL Halloween Costume Party primary image

MONSTER BALL Halloween Costume Party

Sat, Oct 31 • 10:00 PM

Mingles Event Space + Catering + Lounge

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Cadillac Club of North Jersey — 35th Fabulous Fall Car Show primary image

Cadillac Club of North Jersey — 35th Fabulous Fall Car Show

Sun, Nov 1 • 10:00 AM

State Line Lookout

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Resin Art & Sip Workshop primary image

Resin Art & Sip Workshop

Thu, Nov 12 • 6:30 PM

The Old '76 House

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Breakfast with Santa primary image

Breakfast with Santa

Sun, Dec 6 • 1:00 PM

Kruckers, Call Hollow Road, Pomona, NY, USA

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Nearby cities

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30 miles away

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Jersey City

31 miles away

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Upper Montclair

29 miles away

Stamford

19 miles away

Bridgeport

36 miles away

Norwalk

24 miles away

Danbury

26 miles away

Hoboken

29 miles away

Harrison

33 miles away

Northport

33 miles away

Yonkers

15 miles away

Pompton Lakes

25 miles away

Englewood

19 miles away

Beacon

25 miles away

New Rochelle

17 miles away

Elizabeth

38 miles away

Hackensack

21 miles away

Westbury

32 miles away

Huntington

31 miles away

White Plains

10 miles away

Morristown

40 miles away

Mount Vernon

17 miles away

Westport

27 miles away

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38 miles away

Garwood

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Rutherford

26 miles away

River Edge

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(ONLINE) Women on the Move with Ann Patchett primary image

(ONLINE) Women on the Move with Ann Patchett

Tuesday • 11:30 AM EDT

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Humanitarian Water Engineering Fall 2026

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No Title, No Permission, No Problem: Harnessing the Power of Influence primary image

No Title, No Permission, No Problem: Harnessing the Power of Influence

Thu, Nov 5 • 1:00 PM GMT

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Better Landscapes: Essential Camera Skills in the Field with Adam Edwards primary image

Better Landscapes: Essential Camera Skills in the Field with Adam Edwards

Wed, Nov 11 • 6:30 PM GMT+11

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Lean Global Connection 2026 primary image

Lean Global Connection 2026

Thu, Nov 12 • 2:00 PM UTC

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Physicians Financial Wellness Conference 2026 primary image

Physicians Financial Wellness Conference 2026

Sat, Nov 14 • 1:00 PM EST

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The MI5 Archive: Official Secrets primary image

The MI5 Archive: Official Secrets

Fri, Nov 27 • 2:00 PM GMT

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Washington Crossing the Delaware / The Crossing - Film History Livestream primary image

Washington Crossing the Delaware / The Crossing - Film History Livestream

Sat, Dec 19 • 8:00 PM EST

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(ONLINE) Women on the Move with Ann Patchett primary image

(ONLINE) Women on the Move with Ann Patchett

Tuesday • 11:30 AM EDT

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Humanitarian Water Engineering Fall 2026 primary image

Humanitarian Water Engineering Fall 2026

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No Title, No Permission, No Problem: Harnessing the Power of Influence primary image

No Title, No Permission, No Problem: Harnessing the Power of Influence

Thu, Nov 5 • 1:00 PM GMT

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Better Landscapes: Essential Camera Skills in the Field with Adam Edwards primary image

Better Landscapes: Essential Camera Skills in the Field with Adam Edwards

Wed, Nov 11 • 6:30 PM GMT+11

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Lean Global Connection 2026 primary image

Lean Global Connection 2026

Thu, Nov 12 • 2:00 PM UTC

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Physicians Financial Wellness Conference 2026 primary image

Physicians Financial Wellness Conference 2026

Sat, Nov 14 • 1:00 PM EST

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The MI5 Archive: Official Secrets primary image

The MI5 Archive: Official Secrets

Fri, Nov 27 • 2:00 PM GMT

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Washington Crossing the Delaware / The Crossing - Film History Livestream primary image

Washington Crossing the Delaware / The Crossing - Film History Livestream

Sat, Dec 19 • 8:00 PM EST

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Frequently asked questions about Ossining

Where are the best spots for live music events in Ossining?

The Boathouse and Louis Engel Waterfront Park are top choices for live music. During summer, the park hosts the free RiverJam Summer Concert Series, while The Boathouse offers a more intimate setting with river views. The weekly Ossining Farmers Market also frequently features local musicians.

Are there free events to attend in Ossining?

Yes, Ossining offers many free community events, especially in the summer. The RiverJam concert series at Louis Engel Waterfront Park and the jazz concerts at Henry Gourdine Park are popular annual traditions. The Green Ossining Earth Day Festival is another major free event.

What are some family-friendly events in Ossining, NY?

Bethany Arts Community hosts recurring family-friendly workshops called "CREATE Saturdays". The Ossining Public Library also offers various programs, and the annual Green Ossining Earth Day Festival at the waterfront is a large event with activities suitable for all ages.

What's the nightlife scene like in Ossining?

Ossining's nightlife is relaxed and centered on local gathering spots. Sing Sing Kill Brewery hosts events like trivia, salsa nights, and a monthly open mic, while some waterfront restaurants like The Boathouse feature evening live music. It's a low-key alternative to a bustling club scene.

Where can I find art and culture events in Ossining?

Bethany Arts Community is a central hub for the arts, presenting exhibitions, workshops, and performances. The Ossining Public Library's Budarz Theater hosts film screenings and author talks, and the historic Olive Opera House is being revitalized as a downtown performance venue.

What's the difference between downtown and waterfront events?

Downtown Ossining is the year-round hub for community life, with the weekly farmers market and brewery events. The waterfront is more seasonal, coming alive with outdoor concerts like RiverJam and large festivals during warmer months, drawing crowds for the scenic Hudson River backdrop.

Any good date night ideas in Ossining?

A classic Ossining date involves dinner at a waterfront restaurant followed by a free outdoor concert. For something different, consider a history talk or salsa night at Sing Sing Kill Brewery, or check the schedule for a film or performance at the Ossining Public Library.

Can I find comedy shows or open mic events in Ossining?

Yes, you can find open mic nights that feature comedy and music. Sing Sing Kill Brewery hosts a monthly open mic for music and comedy. For a different vibe, Bethany Arts Community has a monthly open mic night focused on poetry, spoken word, and music.