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 Winter Haven - **Event Name**: First Friday Winter Haven - **Description**: First Friday is a monthly can't-miss event in downtown Winter Haven for dinner, drinks, vibes and shopping! Guests can enjoy food and drink specials from downtown bars and restaurants, shop with downtown businesses who stay open late for the event, catc - **Interested Audience**: - Count: 62 - **Date**: Fri May 01 2026 at 05:00 pm – Fri May 01 2026 at 08:00 pm (-04:00) - **Event URL**: https://allevents.in/winter-haven/first-friday-winter-haven/200029902598017 - **Venue**: Downtown Winter Haven Historic District - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy8zNzQ4ODRiMjkyMTk3ZGE3NWQzZDBkNWM3NTBjOWRmMjUyODcxZmI5NjY4YmM4YzEyYWZlMzA3ODNhOWM5Y2MwLXJpbWctdzEyMDAtaDgwMC1kYzE3MTgxNC1nbWlyP3Y9MTc3NjEyNDEyMw.avif - **Categories**: first-friday, music, entertainment, car-shows, night-markets, shopping - **Event Name**: David Jolly from K*ll Tony! - **Description**: You know David Jolly from K*ll Tony where he was named "America's Uncle", or his viral videos featuring DeAndre Holmes. Now see him LIVE!About this Eventhttps://www.youtube.com/watch?v=OqUTovhfDaoMor - **Interested Audience**: - Count: 1 - **Date**: Fri May 01 2026 at 08:00 pm – Sat May 02 2026 at 10:00 pm (-04:00) - **Event URL**: https://allevents.in/winter-haven/david-jolly-from-kll-tony/100001981220302257 - **Venue**: 19 3rd St NW - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czUvYmFubmVycy8wNjFlMjhiMWY1MTE5ZTRjYjU2MjdhNjk3ZWNlM2VhOWU0MDZlZDhlM2U1NzVkMTc3MGVmOGVhNjNiYjUxZTJhLXJpbWctdzEyMDAtaDYwMC1kYzAyMDIwMi1nbWlyLmpwZz92PTE3NjkzNDg3MzE.avif - **Price**: USD 25 - **Categories**: comedy, entertainment, parties, storytelling - **Event Name**: Jeremy "Jer Dog" Danley from Comedy Central! - **Description**: You might recognize "Jer Dog" from Comedy Central, MTV, or the Pub and Grub Comedy Tour. Now you can see him LIVE at Laugh Out Lounge!About this Eventhttps://www.youtube.com/watch?v=uY6r2fbtJaAMore - **Date**: Fri May 08 2026 at 08:00 pm – Sat May 09 2026 at 10:00 pm (-04:00) - **Event URL**: https://allevents.in/winter-haven/jeremy-jer-dog-danley-from-comedy-central/100001985287520416 - **Venue**: 19 3rd St NW - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy8zZDZkODMyYTMyOWVhZjJmZWEzZDRmNWM2NDg4MmNjMTFkN2M1N2Y5ZjAwZTZmY2Q1YjJhMWQzN2Y1YWY2NDRlLXJpbWctdzEyMDAtaDYwMC1kYzc3OTVhNy1nbWlyLmpwZz92PTE3NzM4NjY3MzE.avif - **Price**: USD 25 - **Categories**: comedy, entertainment, parties, art, literary-art, dog, performances - **Event Name**: Mike Stanley from Funny or Die! - **Description**: You might have see Mike Stanley on Just for Laughs, or Dave Chapelle's Funny or Die Oddball Fest. Now you can see him LIVE! Don't miss it!About this EventMore about this event:Wry, - **Date**: Fri Apr 17 2026 at 08:00 pm – Sat Apr 18 2026 at 10:00 pm (-04:00) - **Event URL**: https://allevents.in/winter-haven/mike-stanley-from-funny-or-die/100001984559430680 - **Venue**: 19 3rd St NW - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czgvYmFubmVycy9hNTY5YWViNTM0ZGJmOTNmNzQ2MTU5MTE3OTk5YzhlMmQ3NjgyZDZhMjBlNmYwOGUxOTVlNzAzMTRlMjRmYWIxLXJpbWctdzEyMDAtaDYwMC1kYzFiMTUxNC1nbWlyLmpwZz92PTE3NzI3OTk5NTk.avif - **Categories**: Entertainment, comedy, Festivals - **Event Name**: Jessica Michelle Singleton from Don't Tell! - **Description**: You might recognize Jessica from her Don't Tell Comedy special which has garnered millions of views, or from Lliza's Local's on HULU.About this Eventhttps://www.youtube.com/watch?v=3wmUnqnqh2AMore ab - **Date**: Fri May 15 2026 at 08:00 pm – Sat May 16 2026 at 10:00 pm (-04:00) - **Event URL**: https://allevents.in/winter-haven/jessica-michelle-singleton-from-dont-tell/100001984620701944 - **Venue**: 19 3rd St NW - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czIvYmFubmVycy8yZTE0ZDg3NjdkYTViODM3NDY2MDQ1ZjI5YjE5MzM3MTJjZTNmMDEwNWI5NzRhOWZjNjUyZDA3ZTYxY2NiNDEwLXJpbWctdzEyMDAtaDYwMC1kYzAzMDIwMi1nbWlyLmpwZz92PTE3NzI4NTQyNjc.avif - **Price**: USD 25 - **Categories**: comedy, Entertainment - **Event Name**: Johnny B: Unfiltered & Unannounced! - **Description**: You might know Johnny B from 102.5 The Bone: Real, Raw, Radio in Tampa. Now you have the chance to see him live on stage at Laugh Out LoungeAbout this EventMore about the event:Whe - **Date**: Thu Apr 30 2026 at 08:00 pm – Thu Apr 30 2026 at 10:00 pm (-04:00) - **Event URL**: https://allevents.in/winter-haven/johnny-b-unfiltered-and-unannounced/100001985139954041 - **Venue**: 19 3rd St NW - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czkvYmFubmVycy85MDdiMGU0OGVmYzI4Y2I2YmQ0MGJlZDIyOWRmNzEzMjE4ODEyMjU5OGUzMTVhYzYzNzcxM2U3MDNlOTA5YzUzLXJpbWctdzEyMDAtaDYwMC1kYzAyMDIwMy1nbWlyLmpwZz92PTE3NzM0MjM2MDY.avif - **Price**: USD 20 - **Categories**: comedy - **Event Name**: Missy Hall from Dry Bar Comedy! - **Description**: You might recognize Missy from her Dry Bar Comedy Special on Youtube, or heard her jokes on SiriusXM. Now you can see here LIVE!About this Eventhttps://www.youtube.com/watch?v=LlwEkWZtMMIMore about t - **Date**: Fri May 22 2026 at 08:00 pm – Sat May 23 2026 at 10:00 pm (-04:00) - **Event URL**: https://allevents.in/winter-haven/missy-hall-from-dry-bar-comedy/100001985727675933 - **Venue**: 19 3rd St NW - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEvYmFubmVycy9mMzI3OGUwODlmNTRmYjUwM2ExYWYyYjNjYmIwOWE1YjUzMjg4M2Y1MjhlY2JkNTQ1ZjNmZWNkNmVmZWE0MTI1LXJpbWctdzEyMDAtaDYwMC1kYzAxMDEwMS1nbWlyLmpwZz92PTE3NzQyODU1MzA.avif - **Price**: USD 20 - **Categories**: comedy, festivals, entertainment, art, theatre, parties, dog - **Event Name**: Mike Lee & Friends...and YOU! - **Description**: Mike Lee is a stand-up comedian, former morning radio host, and owner of Laugh Out Lounge—bringing his hilarious friends for one night only!About this EventMore about the event: - **Date**: Thu Apr 23 2026 at 08:00 pm – Thu Apr 23 2026 at 10:00 pm (-04:00) - **Event URL**: https://allevents.in/winter-haven/mike-lee-and-friendsand-you/100001984564897030 - **Venue**: 19 3rd St NW - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czgvYmFubmVycy8xOWVjYzAxNmNkNzBmNDBmMGFiZGVhZTJkM2Q2M2RlZmNiMmZhODJkZmE0Yzc2N2IxOTZlMzllMzE0OTJhYzA0LXJpbWctdzEyMDAtaDYwMC1kY2ViZWJlYy1nbWlyLmpwZz92PTE3NzI4NTQyNTk.avif - **Price**: USD 15 - **Categories**: comedy, Entertainment - **Event Name**: All Spanish Show with Kel Perez! - **Description**: ¡Una Noche de Comedia 100% en Español! This is a night of all Spanish speaking comedians! Don't miss this one-of-a-kind event!About this Eventhttps://www.youtube.com/watch?v=BFZhG6SfAKUMore about the - **Date**: Sun Jul 26 2026 at 08:00 pm – Sun Jul 26 2026 at 10:00 pm (-04:00) - **Event URL**: https://allevents.in/winter-haven/all-spanish-show-with-kel-perez/100001985336620275 - **Venue**: 19 3rd St NW - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy85MzJmZGZlY2ZjNTM5ODc4OGEyOTlmZjI4OTI3ZTM2ODhjYzA4NjkyNzU4NzRhNDMzZmFmMTU1NTVkN2RiN2MxLXJpbWctdzEyMDAtaDYwMC1kYzE2MTUxNS1nbWlyLmpwZz92PTE3NzM4NjcxODY.avif - **Price**: USD 30 - **Categories**: comedy, entertainment, parties, storytelling - **Event Name**: Joey Kirkland and The Pickup Artists band LIVE - **Description**: FULL BAND EVENT!!!!!! We got the/a band back together. Come hang with Joey Kirkland, William Agner and Gary Mendes for an evening of live music at Somewhere Bar & Grill with Joey Kirkland and The Pickup Artists… Saturday April18th from 7-10:00pm…. - **Interested Audience**: - Count: 17 - **Date**: Sat Apr 18 2026 at 07:00 pm – Sat Apr 18 2026 at 10:00 pm (-04:00) - **Event URL**: https://allevents.in/winter-haven/joey-kirkland-and-the-pickup-artists-band-live/200029927587514 - **Venue**: Somewhere Sports Bar and Grill - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy8zNDY5YWY3ZjM4NDVkNzM3OTAyNzc3Njk3NGNlYjc4YTkwNWYyMzcxNDI1N2EwZmY2OWI2OGJlNWZkNjM1NDQ4LXJpbWctdzEyMDAtaDY5MC1kYzVmNWY1Zi1nbWlyP3Y9MTc3NTkwNDkxMw.avif - **Categories**: music, entertainment, art, live-music - **Event Name**: The Dish Rack Comedy Show! - **Description**: The Dish Rack Comedy Show is like no other! Come watch as a carefully curated lineup of comedians dish out the laughs! Don't miss it!About this EventMore about the event:The Dish R - **Date**: Thu Apr 16 2026 at 08:00 pm – Thu Apr 16 2026 at 10:00 pm (-04:00) - **Event URL**: https://allevents.in/winter-haven/the-dish-rack-comedy-show/100001984557208032 - **Venue**: 19 3rd St NW - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEwL2Jhbm5lcnMvZmYwNzY0N2E4MTZhZDFiOTkyYjA3YmU4YzQ2MmJmZjRjMmE3MzUyN2MwOWY4MGE0NGQxMGMxZGU2MmI3Yjc5OC1yaW1nLXcxMjAwLWg2MDAtZGNmZmZmZmYtZ21pci5qcGc_dj0xNzcyNzk5ODQy.avif - **Price**: USD 8 to 15 - **Categories**: comedy, Entertainment - **Event Name**: Mark Bennett & Friends! - **Description**: Mark Bennett is a rising star on the local comedy scene and has already begun making waves. Don't miss your chance to see him LIVE!About this EventMore about the event:Mark Bennett - **Date**: Thu May 07 2026 at 08:00 pm – Thu May 07 2026 at 10:00 pm (-04:00) - **Event URL**: https://allevents.in/winter-haven/mark-bennett-and-friends/100001985236690382 - **Venue**: 19 3rd St NW - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEwL2Jhbm5lcnMvMmFlN2ZjOWVjNWVjZGU2ODFkMjg4MTE1MThmZjllZjdlMzlkMjAzNGZiMDU0MjRjYmJhZGUwODA4NDg5ZTk4NC1yaW1nLXcxMjAwLWg2MDAtZGMxNzE5MTktZ21pci5qcGc_dj0xNzczNjU5NTMz.avif - **Price**: USD 15 - **Categories**: comedy, parties, entertainment - **Event Name**: Are You Ready To Get Twizted? - **Description**: Let's party it up at the Bay with some Rock N Roll fun Twizted style! - **Interested Audience**: - Count: 49 - **Date**: Sat May 02 2026 at 03:00 pm (-04:00) - **Event URL**: https://allevents.in/winter-haven/are-you-ready-to-get-twizted/200029376175300 - **Venue**: Caribbean Bay - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy82ZmFmOTUyY2JjMTM2YWYwOTQ2NDYzMWU3MTU5YWFkOTE0ZTQ1NGY5YzRmOWQ1YTczODA2OGI5NDE1NzA4NTM0LXJpbWctdzEyMDAtaDQ0NC1kYzA0MDIwMi1nbWlyP3Y9MTc3NTg2MTE5NQ.avif - **Categories**: parties, entertainment - **Event Name**: Work Sucks: A Comedy Showcase! - **Description**: Don't miss the #1 Rated "Work Sucks" comedy showcase with comedians whose material centers around the everyday struggles of the work force!About this Eventhttps://www.youtube.com/shorts/sjK0mxm9_qIMo - **Date**: Thu May 14 2026 at 08:00 pm – Thu May 14 2026 at 10:00 pm (-04:00) - **Event URL**: https://allevents.in/winter-haven/work-sucks-a-comedy-showcase/100001985717680035 - **Venue**: 19 3rd St NW - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy9hYmRjOWUzOTU5NTQzNzQ1YmJlYWE5M2I2YTVjNWFjN2EyZmVmOTA0MDRkYTg0NWQ1ZDYxYTJhZjY4YzJmNDQ5LXJpbWctdzEyMDAtaDYwMC1kYzM1MzUzNS1nbWlyLmpwZz92PTE3NzQyODU1Mzc.avif - **Price**: USD 10 - **Categories**: comedy, entertainment, meetups, sports, parties - **Event Name**: Free Ski Show!!!! Please share. Follow us on Facebook and Instagram Cypress Gardens Water Ski Show - **Description**: Preshow Starts at 4:15 Main show is at 5:00 Bring a chair or blanket. Concessions are available. Pet friendly - **Interested Audience**: - Count: 445 - **Date**: Sat Apr 18 2026 at 05:00 pm – Sat Apr 18 2026 at 06:15 pm (-04:00) - **Event URL**: https://allevents.in/winter-haven/free-ski-show-please-share-follow-us-on-facebook-and-instagram-cypress-gardens-water-ski-show/200029902597514 - **Venue**: 275 South Lake Silver Dr, Winter Haven, FL, United States, Florida 33881 - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czkvYmFubmVycy83MzJiMDFiMzlhNjk2NzNjNjBiMTI3MWQ4ZjUyMTE3NDhkZjNmMzMwNTMxMDNkYzNlZDY0OTBmNGE2YmNlYmIyLXJpbWctdzEyMDAtaDc5Ny1kYzRkNzg5MS1nbWlyP3Y9MTc3NjIwNzcwOA.avif ## Trending Events in Winter Haven - **Event Name**: Open Mic Renegades - **Description**: Open Mic Renegades is back at Kokomo's in Winter Haven for a night of raw talent and good vibes! Whether you're a seasoned performer or a first-timer, this is your chance to shine on stage (poets, musicians, vendors, s - **Venue**: Kokomo's Cafe - **Banner**: https://cdn2.allevents.in/thumbs/thumb69723f500c18a.jpg - **Event Name**: Winter Haven Scavenger Hunt For Couples - SHOW LOVE (Date Night!!) - **Description**: CITY LOVE SCAVENGER HUNT Date For Couples (Self-Guided) Enjoy your city scavenger hunt with fun digital activities along the way!About this Eventhttps://youtu.be/-2gjHn9I0_cCITY LOVE SCAVENGER HUNT FOR COUPLES - **Venue**: Recommended scavenger starting point or other city spot of your choice! (YOU MUST USE PDF TICKETS EMAILED FOR EVENT- NO MOBILE APP OR QR CODES ACCEPTED) - **Banner**: https://cdn-az.allevents.in/events7/banners/9b3efcf123bc99ba6e13d3af20fa1c1928b510e6bafdaf667e1fa979345b1fe4-rimg-w1200-h660-dc171816-gmir.jpg?v=1758483670 - **Event Name**: First Friday Winter Haven - **Description**: First Friday is a monthly can't-miss event in downtown Winter Haven for dinner, drinks, vibes and shopping! Guests can enjoy food and drink specials from downtown bars and restaurants, shop with downtown businesses who stay open late for the event, catc - **Venue**: Downtown Winter Haven Historic District - **Banner**: https://cdn-az.allevents.in/events3/banners/374884b292197da75d3d0d5c750c9df252871fb9668bc8c12afe30783a9c9cc0-rimg-w1200-h800-dc171814-gmir?v=1776124123 - **Event Name**: Wine Chocolate and Cheese Downtown WH - **Description**: Main Street Winter Haven will host our 10th Annual Wine, Chocolate & Cheese event in Downtown Winter Haven on Friday, November 13, 2026, from 5:30-8:30 PM. Attendees will sample carefully curated pairings of wine and chocolate, or a wine and cheese pa - **Venue**: Downtown Winter Haven Historic District - **Banner**: https://cdn-az.allevents.in/events9/banners/6969f51fbb854804bd17e334f9ab801a53d7a8c497a9df1e6129a0c2a2fdf3d0-rimg-w1200-h628-dcfae7eb-gmir?v=1775771330 - **Event Name**: 12th Annual 863 Art Fest - **Description**: Free community event! More than 100 local makers showcasing arts, crafts, books, food trucks, live entertainment, and so much more! A wonderful family/ pet-friendly event! Sponsor & Vendor Applications are available at www.863artfest.com Applicat - **Venue**: 469 W Central Ave, Winter Haven, FL, United States, Florida 33881 - **Banner**: https://cdn-az.allevents.in/events10/banners/b8e316dbfd1c9fe84e90bee1f6733aa36798ca7a10fbc8397fed9e80d5c2ff40-rimg-w1200-h1552-dc010101-gmir?v=1775854948 - **Event Name**: A Night of Pink Floyd w/ Laser Light Show! - **Description**: This is a celebration of the iconic progressive rock band, Pink Floyd. It features music from the timeless albums Dark Side of the Moon, The Wall, A Momentary Lapse of Reason, and Wish You Were Here. Join Classic Rock Legacy as they bring the music of Pi - **Venue**: The Ritz - **Banner**: https://cdn-az.allevents.in/events8/banners/533f55df53f927b667ef82641682a3dfb5bd78bf2d0131256e6d84bef7519dae-rimg-w1080-h1350-dc020202-gmir?v=1775906820 - **Event Name**: 31st Annual Heritage Day Festival: Legacy, Community Engagement, Unity - **Description**: Join us for the 31st Annual Heritage Day Festival. This event is free to the entire community and promises to be fun for all attendees!About this EventThank you for your interest in participating as a vendor in the - **Venue**: 469 W Central Ave - **Banner**: https://cdn-az.allevents.in/events2/banners/d106306b7ad0c87f9be862e9325c9369fa22368f084e3a34d7e8130858d521ee-rimg-w1024-h1536-dc77612d-gmir.jpg?v=1769575521 - **Event Name**: Winter Haven Saturday Markets - **Description**: FREE COMMUNITY EVENT WITH MORE THAN 100 LOCAL VENDORS: ARTS, CRAFTS, AUTHORS, FOOD TRUCKS, LIVE MUSIC, AND MUCH MORE! For vendor information please visit our website. - **Venue**: 469 W Central Ave, Winter Haven, FL, United States, Florida 33881 - **Banner**: https://cdn-az.allevents.in/events10/banners/27ea71e06e8705238fcf32374b96d3ae9dae59f0832df9d3201c5c758bcdd768-rimg-w1200-h1500-dcffffff-gmir?v=1772921292 - **Event Name**: 7 Rivers Water Festival - **Description**: As we celebrate more than a decade of dedication to protecting water resources in the Polk County region, we invite you to join us for this community event that focuses on celebrating our shared water resources including lakes, rivers, and our underground - **Venue**: 275 S Lake Silver Dr NW, Winter Haven, FL 33881-4059, United States - **Banner**: https://cdn-az.allevents.in/events5/banners/a1eca8e5259a8bda82e31aa8ab7baadac4fd26cde52b15998833615f4a94c49a-rimg-w851-h315-dcfffbef-gmir?v=1775802378 ## Browse Entertainment Events by Date - [Entertainment Events Today in Winter Haven](https://allevents.in/winter-haven/entertainment--today) - [Entertainment Events This Weekend in Winter Haven](https://allevents.in/winter-haven/entertainment--this-weekend) - [Entertainment Events in April in Winter Haven](https://allevents.in/winter-haven/entertainment--april) - [Entertainment Events in May in Winter Haven](https://allevents.in/winter-haven/entertainment--may) ## FAQs - **Q**: What are the top Entertainment events in Winter Haven? - **A:** First Friday Winter Haven (Fri May 01 2026 at 05:00 pm at Downtown Winter Haven Historic District), David Jolly from K*ll Tony! (Fri May 01 2026 at 08:00 pm at 19 3rd St NW), Jeremy "Jer Dog" Danley from Comedy Central! (Fri May 08 2026 at 08:00 pm at 19 3rd St NW), Mike Stanley from Funny or Die! (Fri Apr 17 2026 at 08:00 pm at 19 3rd St NW), Jessica Michelle Singleton from Don't Tell! (Fri May 15 2026 at 08:00 pm at 19 3rd St NW). - **Q**: What Entertainment events are happening in Winter Haven this weekend April 17–19, 2026? - **A:** Mike Stanley from Funny or Die! (Fri Apr 17 2026 at 08:00 pm at 19 3rd St NW), Joey Kirkland and The Pickup Artists band LIVE (Sat Apr 18 2026 at 07:00 pm at Somewhere Sports Bar and Grill), Free Ski Show!!!! Please share. Follow us on Facebook and Instagram Cypress Gardens Water Ski Show (Sat Apr 18 2026 at 05:00 pm at 275 South Lake Silver Dr, Winter Haven, FL, United States, Florida 33881). - **Q**: What Entertainment events are happening in Winter Haven in April 2026? - **A:** Mike Stanley from Funny or Die! (Fri Apr 17 2026 at 08:00 pm at 19 3rd St NW), Johnny B: Unfiltered & Unannounced! (Thu Apr 30 2026 at 08:00 pm at 19 3rd St NW), Mike Lee & Friends...and YOU! (Thu Apr 23 2026 at 08:00 pm at 19 3rd St NW), Joey Kirkland and The Pickup Artists band LIVE (Sat Apr 18 2026 at 07:00 pm at Somewhere Sports Bar and Grill), The Dish Rack Comedy Show! (Thu Apr 16 2026 at 08:00 pm at 19 3rd St NW). - **Q**: How can I find Entertainment events in Winter Haven? - **A:** You can discover upcoming Entertainment events in Winter Haven 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 Winter Haven? - **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 Winter Haven? - **A:** Some popular venues hosting Entertainment events in Winter Haven include Downtown Winter Haven Historic District, 19 3rd St NW, Somewhere Sports Bar and Grill. - **Q**: What is the price range for Entertainment events in Winter Haven? - **A:** Prices for Entertainment events in Winter Haven range from USD 8 to USD 30. Many events also offer free entry. - **Q**: Who are the top organizers for Entertainment events in Winter Haven? - **A:** Popular organizers hosting Entertainment events in Winter Haven include First Friday Winter Haven, Laugh Out Lounge, Joey Kirkland Music. - **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 Winter Haven? - **A:** Follow the Entertainment category on AllEvents.in to get notified when new Entertainment events are listed in Winter Haven. ## Category Banner - **Banner Image**: https://cdn2.allevents.in/transup/58/5efbefdb8e438db5c829e697673309/Maskgroup-3-.webp ## Entertainment events from nearby cities - [Entertainment events in Eagle Lake](https://allevents.in/eagle-lake-fl/entertainment) - [Entertainment events in Dundee](https://allevents.in/dundee-fl/entertainment) - [Entertainment events in Bartow](https://allevents.in/bartow-fl/entertainment) - [Entertainment events in Lake Wales](https://allevents.in/lake-wales/entertainment) - [Entertainment events in Lakeland](https://allevents.in/lakeland/entertainment) - [Entertainment events in Lakeland Highlands](https://allevents.in/lakeland-highlands/entertainment)