Make your life happening by enrolling to entertainment events in [CITY]. Find a partner through a salsa night or take your partner to live in concerts by upcoming bands in your town. Get high while playing Beer Pong in a pub crawl or attending stand-up comedy events in [CITY]. Shake your legs in the happy streets, zumba or dance workshops or go for a film screening in the nearby cafes or theaters.
Explore Entertainment Events in [CITY].
## Entertainment Events in Ossining - **Event Name**: Improv Comedy Extravaganza Night - **Description**: An evening of unexpected pleasures and surprises as professional improv groups and students mix it up for an evening of unqualified funAbout this EventOn Thursday, April 30th, WCT presents an Improv Comedy Extravaganza Ni - **Date**: Thu Apr 30 2026 at 07:30 pm – Thu Apr 30 2026 at 09:30 pm (-04:00) - **Event URL**: https://allevents.in/ossining/improv-comedy-extravaganza-night/100001986267480503 - **Venue**: Westchester Collaborative Theater (GPS 21 Water St.) - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEvYmFubmVycy83NTVkNTFmNzQxZmRiMWRjMjM4YWZmMGI2YzE4YWQxZGE0ZDllZGUzNDk1NWJlZjMxNzUwZmI4NzdmNjU3Y2JhLXJpbWctdzEyMDAtaDYwMC1kY2M2NjkzNC1nbWlyLmpwZz92PTE3NzQ5MjQ3ODE.avif - **Price**: USD 23 - **Categories**: comedy, performances, workshops, art, theatre, entertainment, trips-adventures - **Event Name**: Willie Martinez Latin Jazz Quartet - **Description**: Get ready to groove with some smooth Latin jazz vibes from Willie Martinez and his killer quartet!About this EventOn Saturday, May 2 Westchester Collaborative Theater (WCT) continues its Music in the Box series with the W - **Date**: Sat May 02 2026 at 07:30 pm – Sat May 02 2026 at 10:00 pm (-04:00) - **Event URL**: https://allevents.in/ossining/willie-martinez-latin-jazz-quartet/100001987275102327 - **Venue**: Westchester Collaborative Theater (GPS 21 Water St.) - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czUvYmFubmVycy9jY2QwYzc5OTMxMTMzOWRkMTBkZTZmNmViMjJhMTQ3MWRiODA5ZTRiMTA0NmNhOTE1OTU4YjM0M2MyZmJjMTRjLXJpbWctdzEyMDAtaDYwMC1kYzE3MTkxNi1nbWlyLmpwZz92PTE3NzYwNjYzNTI.avif - **Price**: USD 29 - **Categories**: entertainment, music, performances, art, theatre - **Event Name**: Alex Smith/Jesse Lewis Organ Trio - **Description**: Be our Guest as Grammy Award-winning organist Alex Smith and Grammy-nominated guitarist Jesse Lewis join forces with Drummer Hamir Atwal to bring a dynamic mix of jazz, funk, soul, and Americana. Sets at 7pm & 8:30. $10 cash cover - **Interested Audience**: - Count: 8 - **Date**: Thu May 07 2026 at 07:00 pm – Thu May 07 2026 at 10:00 pm (-04:00) - **Event URL**: https://allevents.in/ossining/alex-smith-jesse-lewis-organ-trio/200029955434206 - **Venue**: 118 Croton Ave, Ossining, NY, United States, New York 10562 - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEwL2Jhbm5lcnMvNjRlMmIzYzNmODJhOWVmZmNkMWFkNmFiMWI1NDdjOWFkOWM4YjI1YWMyNDEyZWVhZTFmODJmMjAwYTNmZWJlZi1yaW1nLXc3MjAtaDcyMC1kY2ZmZjJkNS1nbWlyP3Y9MTc3NjM2NjMwNQ.avif - **Categories**: music, entertainment - **Event Name**: Box Spring:A Festival of One-Act Plays - **Description**: Get ready for a highly engaging show packed with fresh, bite-sized plays that’ll keep you entertained from start to finish.About this EventOn two consecutive weekends, April 17-19 and April 24-26, Westchester Collaborativ - **Date**: Fri Apr 17 2026 at 07:30 pm – Sun Apr 26 2026 at 05:00 pm (-04:00) - **Event URL**: https://allevents.in/ossining/box-spring-a-festival-of-one-act-plays/100001985253281005 - **Venue**: Westchester Collaborative Theater (GPS 21 Water St.) - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy82MGMzMjVkOWRmODQxOTc5ZjkwYjI1YjFhOGMyNGFhNDJkZDZkNmQzMzMyMWRiYzA1MTA1NzQyMjBhOGRhNjY0LXJpbWctdzEyMDAtaDYwMC1kY2FjOTNiYS1nbWlyLmpwZz92PTE3NzM2Mzk5ODE.avif - **Price**: USD 23 to 29 - **Categories**: festivals, entertainment, art, theatre, comedy, trips-adventures, performances - **Event Name**: Karaoke 🎤 Night - **Description**: The OHS PTSA invite you to join us for a fun evening of Karaoke! Entry is $20 and that includes a raffle ticket for a chance to win one of our fabulous prizes! There will be a complimentary buffet while it lasts. First come first serve. - **Date**: Sat Apr 18 2026 at 07:00 pm – Sat Apr 18 2026 at 11:00 pm (-04:00) - **Event URL**: https://allevents.in/ossining/karaoke-night/200029927249816 - **Venue**: Sing Sing Kill Brewery - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czUvYmFubmVycy83MjI4Nzk3ZGE5OWIxMzYwOTU0ZTI2ZDUwNDZlNjAxMjJkYjE1NDAzYzA2ZTg3NmFlODIwOWM0YjAzMDQxODJkLXJpbWctdzEyMDAtaDE1NTMtZGNmZmY2ZjEtZ21pcj92PTE3NzU5MDA3MTU.avif - **Categories**: Music - **Event Name**: Rock 'n' Dance Party 8:30 start - **Description**: New Room...great vibe, great food, big dance floor, and us bringing the party...please join us...c ya there - **Interested Audience**: - Count: 16 - **Date**: Sat Apr 25 2026 at 11:30 pm – Sun Apr 26 2026 at 02:30 am (-04:00) - **Event URL**: https://allevents.in/ossining/rock-n-dance-party-8-30-start/200029944592619 - **Venue**: 19th Hole Sports Bar & Restaurant Ossining NY(Arcadian Shopping Ctr.) - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czkvYmFubmVycy9lYjUwMTJjNTJlYmY3MDQyOWI1ZjAxMmQ1MTRhMTE3ODk3MDkxMmVmNjFkMWViMTc2ZTI3ODAwMjU4NDI5ZDM2LXJpbWctdzEyMDAtaDQ0OC1kYzE1MTUxYS1nbWlyP3Y9MTc3NjIzMDE3OQ.avif - **Categories**: parties, entertainment ## Trending Events in Ossining - **Event Name**: GREEN OSSINING's 16th ANNUAL EARTH DAY FESTIVAL - **Description**: We are thrilled to be an exhibitor at @Green Ossining’s 16th Annual Earth Day Festival 🌱 This is the largest Earth Day event in Westchester—and a powerful reminder of what happens when a community comes together for people and the planet. Stop by and m - **Venue**: Louis Engel Waterfront Park - **Banner**: https://cdn-az.allevents.in/events9/banners/00c738092094d41cd7ff7c571c8fabd311786ded41ceb08e7afd4377002bb17d-rimg-w1200-h675-dc174f1e-gmir?v=1776366311 - **Event Name**: Hudson River Spring Festival - **Description**: 60+ artists & makers at Windrose on Hudson. Mother's Day Weekend, May 9–10. Entirely indoors. Free admission. Free parking.About this EventSpend Mother's Day weekend discovering art, handmade goods, and a setting unli - **Venue**: Windrose on Hudson - **Banner**: https://cdn-az.allevents.in/events2/banners/98dfd2fe45c7ab7146a6ecdbc16d66592d1e1bf968442633809774c865d69c96-rimg-w1024-h1024-dc171512-gmir.jpg?v=1775320466 - **Event Name**: NERF Night! - **Description**: The rec center gym will become a NERF ZONE on Friday, April 24th! Grades 2-6: 6:15 - 9:00 PM Participants should have their Nerf Elite style blasters (we will have a limited number available to borrow). We do however ask that you leave the darts at home - **Venue**: Ossining Recreation and Parks - **Banner**: https://cdn-az.allevents.in/events4/banners/e2bdce50d0659ccbd9679750a4cc4e66e805ba834f707b127e7171880da9a656-rimg-w1200-h628-dc1e4f89-gmir?v=1776366301 - **Event Name**: BAC's 5th Annual WoodFest - **Description**: BAC's 5th Annual WoodFest Saturday May 2, 11AM-4PM (rain date May 3) $15 per car (advance tickets available, walk-ins welcome) Discover the magic of Bethany Arts Community’s fourth annual WoodFest! Come experience the joy and wonder of the natural world, - **Venue**: 40 Somerstown Rd, Ossining, NY, United States, New York 10562 - **Banner**: https://cdn-az.allevents.in/events4/banners/07c7186e57886f15325e790a47b0584a22fad0fdbe41572aff622a6adc4d2099-rimg-w1080-h1080-dcc7a07b-gmir?v=1776366299 - **Event Name**: Improv Comedy Extravaganza Night - **Description**: An evening of unexpected pleasures and surprises as professional improv groups and students mix it up for an evening of unqualified funAbout this EventOn Thursday, April 30th, WCT presents an Improv Comedy Extravaganza Ni - **Venue**: Westchester Collaborative Theater (GPS 21 Water St.) - **Banner**: https://cdn-az.allevents.in/events1/banners/755d51f741fdb1dc238aff0b6c18ad1da4d9ede34955bef31750fb877f657cba-rimg-w1200-h600-dcc66934-gmir.jpg?v=1774924781 - **Event Name**: Willie Martinez Latin Jazz Quartet - **Description**: Get ready to groove with some smooth Latin jazz vibes from Willie Martinez and his killer quartet!About this EventOn Saturday, May 2 Westchester Collaborative Theater (WCT) continues its Music in the Box series with the W - **Venue**: Westchester Collaborative Theater (GPS 21 Water St.) - **Banner**: https://cdn-az.allevents.in/events5/banners/ccd0c799311339dd10de6f6eb22a1471db809e4b1046ca915958b343c2fbc14c-rimg-w1200-h600-dc171916-gmir.jpg?v=1776066352 - **Event Name**: Thursday Organ Groove featuring Chris Vitarello - **Description**: Be our guest as Guitar Man Chris Vitarello joins Paul Connors on Hammond Organ and Jon Doty on Drums to round out a trio featuring R&B, Blues and Jazz! $10 Cash Cover, sets at 7 and 8:30pm. - **Venue**: 118 Croton Ave, Ossining, NY, United States, New York 10562 - **Banner**: https://cdn-az.allevents.in/events6/banners/a6f440f4f5113b7d06539af2e2e453d3b4f963806d44897a4380cb317f4aed72-rimg-w500-h500-dc181518-gmir?v=1776366300 - **Event Name**: Alex Smith/Jesse Lewis Organ Trio - **Description**: Be our Guest as Grammy Award-winning organist Alex Smith and Grammy-nominated guitarist Jesse Lewis join forces with Drummer Hamir Atwal to bring a dynamic mix of jazz, funk, soul, and Americana. Sets at 7pm & 8:30. $10 cash cover - **Venue**: 118 Croton Ave, Ossining, NY, United States, New York 10562 - **Banner**: https://cdn-az.allevents.in/events10/banners/64e2b3c3f82a9effcd1ad6ab1b547c9ad9c8b25ac2412eeae1f82f200a3febef-rimg-w720-h720-dcfff2d5-gmir?v=1776366305 - **Event Name**: INDIGENOUS WISDOM Empowering Your Spiritual Path with Shawn & Shannon - Ossining, NY - **Description**: The Center at Mariandale Program Retreat Indigenous Wisdom - Empowering Your Spiritual Path DEEPEN YOUR SPIRITUAL PATH ON SACRED LAND Learn how to discover, reclaim, and deepen your own unique spiritual path through the doorways of an Indigenous mindse - **Venue**: The Center at Mariandale - **Banner**: https://cdn-az.allevents.in/events10/banners/8eb618a4818867e32ef9ffde91421f6123e60294935d1cdded06779cc7817b1d-rimg-w1200-h641-dcffffff-gmir?v=1775970737 ## Browse Entertainment Events by Date - [Entertainment Events Today in Ossining](https://allevents.in/ossining/entertainment--today) - [Entertainment Events This Weekend in Ossining](https://allevents.in/ossining/entertainment--this-weekend) - [Entertainment Events in April in Ossining](https://allevents.in/ossining/entertainment--april) - [Entertainment Events in May in Ossining](https://allevents.in/ossining/entertainment--may) ## FAQs - **Q**: What are the top Entertainment events in Ossining? - **A:** Improv Comedy Extravaganza Night (Thu Apr 30 2026 at 07:30 pm at Westchester Collaborative Theater (GPS 21 Water St.)), Willie Martinez Latin Jazz Quartet (Sat May 02 2026 at 07:30 pm at Westchester Collaborative Theater (GPS 21 Water St.)), Alex Smith/Jesse Lewis Organ Trio (Thu May 07 2026 at 07:00 pm at 118 Croton Ave, Ossining, NY, United States, New York 10562), Box Spring:A Festival of One-Act Plays (Fri Apr 17 2026 at 07:30 pm at Westchester Collaborative Theater (GPS 21 Water St.)), Karaoke 🎤 Night (Sat Apr 18 2026 at 07:00 pm at Sing Sing Kill Brewery). - **Q**: What Entertainment events are happening in Ossining today April 18, 2026? - **A:** Karaoke 🎤 Night (Sat Apr 18 2026 at 07:00 pm at Sing Sing Kill Brewery). - **Q**: What Entertainment events are happening in Ossining this weekend April 17–19, 2026? - **A:** Box Spring:A Festival of One-Act Plays (Fri Apr 17 2026 at 07:30 pm at Westchester Collaborative Theater (GPS 21 Water St.)), Karaoke 🎤 Night (Sat Apr 18 2026 at 07:00 pm at Sing Sing Kill Brewery). - **Q**: What Entertainment events are happening in Ossining in April 2026? - **A:** Improv Comedy Extravaganza Night (Thu Apr 30 2026 at 07:30 pm at Westchester Collaborative Theater (GPS 21 Water St.)), Box Spring:A Festival of One-Act Plays (Fri Apr 17 2026 at 07:30 pm at Westchester Collaborative Theater (GPS 21 Water St.)), Karaoke 🎤 Night (Sat Apr 18 2026 at 07:00 pm at Sing Sing Kill Brewery), Rock 'n' Dance Party 8:30 start (Sat Apr 25 2026 at 11:30 pm at 19th Hole Sports Bar & Restaurant Ossining NY(Arcadian Shopping Ctr.)). - **Q**: How can I find Entertainment events in Ossining? - **A:** You can discover upcoming Entertainment events in Ossining on AllEvents.in. Browse by date, venue, or price to find events that match your interests. - **Q**: How do I buy tickets for Entertainment events in Ossining? - **A:** You can buy tickets directly through AllEvents.in. Many events offer online booking with options for free, paid, and early-bird tickets. - **Q**: What are the popular venues for Entertainment events in Ossining? - **A:** Some popular venues hosting Entertainment events in Ossining include Westchester Collaborative Theater (GPS 21 Water St.), 118 Croton Ave, Ossining, NY, United States, New York 10562, Sing Sing Kill Brewery. - **Q**: What is the price range for Entertainment events in Ossining? - **A:** Prices for Entertainment events in Ossining range from USD 23 to USD 39. Many events also offer free entry. - **Q**: Who are the top organizers for Entertainment events in Ossining? - **A:** Popular organizers hosting Entertainment events in Ossining include Westchester Collaborative Theater, Jazz at the Lodge, Lizette Rodriguez-Hernandez. - **Q**: Are there any online Entertainment events available? - **A:** Yes, many Entertainment events are available online. You can filter for virtual events on AllEvents.in to attend from anywhere. - **Q**: How can I get notified about new Entertainment events in Ossining? - **A:** Follow the Entertainment category on AllEvents.in to get notified when new Entertainment events are listed in Ossining. ## Category Banner - **Banner Image**: https://cdn2.allevents.in/transup/58/5efbefdb8e438db5c829e697673309/Maskgroup-3-.webp ## Entertainment events from nearby cities - [Entertainment events in Croton on Hudson](https://allevents.in/croton-on-hudson/entertainment) - [Entertainment events in Pleasantville](https://allevents.in/pleasantville-ny/entertainment) - [Entertainment events in Chappaqua](https://allevents.in/chappaqua/entertainment) - [Entertainment events in Thornwood](https://allevents.in/thornwood/entertainment) - [Entertainment events in Nyack](https://allevents.in/nyack/entertainment) - [Entertainment events in Haverstraw](https://allevents.in/haverstraw/entertainment) - [Entertainment events in Tarrytown](https://allevents.in/tarrytown-ny/entertainment) - [Entertainment events in New City](https://allevents.in/new-city/entertainment)