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 โ 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**: Box Spring:A Festival of One-Act Plays - **Description**: Get ready for a highly engaging show packed with fresh, bite-sized plays thatโll 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 โ 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 ๐ค 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 โ 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 ## Trending Events in Ossining - **Event Name**: Hudson River Spring Festival - **Description**: 60+ artists & makers at Windrose on Hudson. Mother's Day Weekend, May 9โ10. 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**: NY State/NYC Concealed Carry/18-Hr Firearms Safety + Utah - **Description**: ๐ฅ Get Your Concealed Carry Permit in NY State & NYC โ Limited Seats Available! ๐ฅ โ The Official Required Course for NY State & NYC Concealed Carry Permits! ๐ฅ 16 Hours of Expert-Led Lecture + 2 Hours of Hands-On Range Training ๐ For All New Pistol - **Venue**: Ossining Volunteer Ambulance Corps - **Banner**: https://cdn-az.allevents.in/events5/banners/bbb764e3c471a4c22c27b9b5ff630b0a25104a9381ee350a2fcdd64756145775-rimg-w1200-h496-dc171719-gmir?v=1775886230 - **Event Name**: NYS/NYC 18 Hour Firearms Safety /CCW Training - **Description**: *Get Your Concealed Carry Permit in NY State & NYC - Limited Seats Available! *The Official Required Course for NY State & NYC Concealed Carry Permits! *16 Hours of Expert-Led Lecture + 2 Hours of Hands- - **Venue**: Ossining Volunteer Ambulance Corps - **Banner**: https://cdn-az.allevents.in/events9/banners/e12e7581fa26d346946ff7df34ae61b9b23cd2174ca6eeb469fb5cca0dfccd2a-rimg-w570-h390-dc19171a-gmir?v=1770794913 - **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**: 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 - **Event Name**: Spring Etsy Maker's Market - **Description**: ๐ธโจ Spring Makerโs Market โ Save the Date! โจ๐ธ Join us on Saturday, April 18th for a delightful Spring Makerโs Market featuring unique, handmade gifts created by incredibly talented local artists! Discover one-of-a-kind treasures you wonโt find in big box s - **Venue**: The Ossining Public Library - **Banner**: https://cdn-az.allevents.in/events7/banners/f2e7bc8169cbbfd94832de8b2028bc059443bf821a0be203453e0ec4fc6d7fa2-rimg-w1200-h600-dc575f67-gmir?v=1775904194 - **Event Name**: Sharmaine Powell Way Honorary Street Naming - **Description**: The Village of Ossining will be celebrating Sharmaine Powell Way with the honorary street renaming of the area of 4 Croton Avenue. - **Venue**: Area of 4 Croton Avenue - **Banner**: https://cdn-az.allevents.in/events8/banners/f7617c233fa7bee49f9fd6a9f67e58517bcffc0fb700d5e098af0a2729df1df5-rimg-w1200-h628-dcffffff-gmir?v=1775899687 - **Event Name**: Small Business Summit AI: Learn How to Harness AI for Your Business - **Description**: Join us at the Small Business Summit AI to discover how AI can supercharge your business and take it to the next level!About this EventWelcome to the Small Business Summit AI! Join us at the Hilto - **Venue**: Crotonville Conference Center - **Banner**: https://cdn-az.allevents.in/events7/banners/0a9be83c3dc86b60ff44312c953362c0c9ffffb638ca8d35aa90a7e181f923a2-rimg-w1200-h675-dc000000-gmir.jpg?v=1750455191 ## 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.)), 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 ๐ค Night (Sat Apr 18 2026 at 07:00 pm at Sing Sing Kill Brewery), Hugo The Ultimate Journey Tribute Concert - One night only at CT Food Truck Battles Festival (Sat, 16 May at 07:00 pm at Woodtick Recreation Area). - **Q**: What Entertainment events are happening in Ossining this weekend April 17โ19, 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 ๐ค 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 ๐ค Night (Sat Apr 18 2026 at 07:00 pm at Sing Sing Kill Brewery). - **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.), Sing Sing Kill Brewery, Woodtick Recreation Area. - **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, Lizette Rodriguez-Hernandez, CT Food Truck Battles Festival. - **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 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) - [Entertainment events in West Haverstraw](https://allevents.in/west-haverstraw/entertainment)