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 Winterset - **Event Name**: Velvet Trio @ Covered Bridges Winery - **Description**: Join Velvet Trio, at Covered Bridges Winery, on Saturday, April 25th for an evening of good vibes, smooth live music, and of course plenty of WINE! The music starts at 6:30 but be sure to get there early and grab a good table! They always go fast! Hope - **Date**: Sat Apr 25 2026 at 06:30 pm – Sat Apr 25 2026 at 09:30 pm (-05:00) - **Event URL**: https://allevents.in/winterset/velvet-trio-covered-bridges-winery/200029931217544 - **Venue**: Covered Bridges Winery - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy9kZjhiYWJhZjg0MGNjYTA2ZmJkOWZlMjRmODZiYjYxNjIzODcyZmIzZGQ1NzNjNjdhZjM2NzhhNDQ5MDY3MGI2LXJpbWctdzEyMDAtaDgwMC1kYzE4MTYxNy1nbWlyP3Y9MTc3NTk3MTcyMw.avif - **Categories**: Music, Workshops, Entertainment - **Event Name**: Witches!? In Salem?! Dinner Theater - **Description**: Set in the shadowy days of Salem, Massachusetts, this immersive production invites you to enjoy a delicious, family-style meal while the drama unfolds around you. Accusations fly, tensions rise, and secrets simmer just beneath the surface as you become pa - **Interested Audience**: - Count: 30 - **Date**: Thu Apr 23 2026 at 07:00 pm – Thu Apr 23 2026 at 09:30 pm (-05:00) - **Event URL**: https://allevents.in/winterset/witches-in-salem-dinner-theater/200029904460810 - **Venue**: The Warehouse on 2nd - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czkvYmFubmVycy8zNWQ5YWE0YjQwOWJkNjYxM2YwNDIzYjQzNmNjOGFlYjZiNzYzYmQ5ZDk0NjVhNzJmMDk5MmI3ZDc2NzYxNDRjLXJpbWctdzY0MC1oNDI3LWRjZmRmOGYyLWdtaXI_dj0xNzc1NTU4NDc2.avif - **Categories**: entertainment, parties, art, theatre, performances, food-drinks - **Event Name**: Tribal Muse Annual Spring Workshop - **Description**: Beautiful dancers! Welcome to another exciting year of dance! We of Tribal Muse are very much looking forward to dancing and learning with you all again! This year’s workshop will be once again held in Winterset, Iowa at the Madison County Community Bu - **Interested Audience**: - Count: 91 - **Date**: Sat Apr 18 2026 at 09:00 am – Sun Apr 19 2026 at 02:00 pm (-05:00) - **Event URL**: https://allevents.in/winterset/tribal-muse-annual-spring-workshop/200029512276814 - **Venue**: Madison County Fairgrounds - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czIvYmFubmVycy85MmU2MTBiNDJmZjdmMTY3MTQ1MDkxMzA0ZTAyYTQyZWQ2MWMwNzdmMTg4MWI3MmI1NzhkMWE0NDJiYmJhMTIwLXJpbWctdzEyMDAtaDgwMC1kY2U5ZTdkOS1nbWlyP3Y9MTc3NTk3MTczMA.avif - **Categories**: workshops, entertainment, dance, performances, art, belly-dance, shopping - **Event Name**: DJ Trivia at Urban Taproom! - **Description**: Join us at Urban Taproom And Grill for some FREE DJ Trivia! - **Interested Audience**: - Count: 2 - **Date**: Wed Apr 15 2026 (-05:00) - **Event URL**: https://allevents.in/winterset/dj-trivia-at-urban-taproom/200029904463329 - **Venue**: Urban Taproom And Grill - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy8wMGMxOWMwMzY3ZWI3MjFhNzYzN2ZiMGJiODNlMWNjZjY0MGQ1YTM4ZTEyNzgzN2I3YmU5NjFiMDg0OGEwMDJkLXJpbWctdzEyMDAtaDY3NS1kYzJlMmYzMC1nbWlyP3Y9MTc3NTU1ODQ4OQ.avif - **Event Name**: Addy’s Grad Party - **Description**: Come celebrate Addy in the Community Room at USB as we celebrate her graduation from WHS and launch in the fall to the University of Northern Iowa. She has worked so hard, now it is time to sit back, relax and enjoy some time of celebration of all of that - **Interested Audience**: - Count: 20 - **Date**: Sat May 23 2026 at 01:00 pm – Sat May 23 2026 at 04:00 pm (-05:00) - **Event URL**: https://allevents.in/winterset/addy’s-grad-party/200029884176201 - **Venue**: Union State Bank - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czgvYmFubmVycy9mZjJlODc0ODNiYjI1Yzc4ODlhYTRmODU4NTMzZjEwNTI1MTZiMjc0OWQwYmRiYzE3NzczNWEyOTdkOGIzZjI4LXJpbWctdzEyMDAtaDE2MDAtZGNkMmQzYzEtZ21pcj92PTE3NzUyMzIzMTA.avif - **Categories**: parties, entertainment - **Event Name**: Carter Booth's High School Grad Party - **Description**: Please join us to celebrate Carter's 2026 High School Graduation! Sunday, May 17th, 2026 @ 1:00pm. In the Community Room, Union State Bank - 611 W HWY 92. - **Interested Audience**: - Count: 43 - **Date**: Sun May 17 2026 at 01:00 pm – Sun May 17 2026 at 04:00 pm (-05:00) - **Event URL**: https://allevents.in/winterset/carter-booths-high-school-grad-party/200029847428311 - **Venue**: Union State Bank - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czIvYmFubmVycy81YTQ4YmJlZTdlMzY2Njg1NzE0ZTNmM2RmNjY5M2JjMGIzMzFjMmU4MDk0MGI1NTYzNjBjM2VjNzM5ZTRlMTM1LXJpbWctdzEyMDAtaDg3NC1kY2YwZjBmNi1nbWlyP3Y9MTc3NjExNzI3Mg.avif - **Categories**: parties, entertainment ## Trending Events in Winterset - **Event Name**: Fly Iowa Festival 2026 - **Description**: Join us for an unforgettable day of aviation, community, and celebration at the Fly Iowa Festival 2026! 📅 Saturday, September 19, 2026 ⏰ 2:00 PM – 9:00 PM 📍 Winterset Airport (3Y3) – Winterset, Iowa 🎟️ FREE ADMISSION Experience the sights and sounds of - **Venue**: Winterset Municipal Airport - **Banner**: https://cdn-az.allevents.in/events7/banners/a2e8240cae6c722f64d1eaa576d5334c02112463ad5761cdf0cb507f266ba958-rimg-w1200-h1649-dcdedacf-gmir?v=1776135469 - **Event Name**: Mother’s Day at Winterset Cidery - **Description**: Your mom wants cider, flowers, and live music at Winterset Cidery! 🌸🍎 Plan a fun day with the moms in your life—I’m pretty sure they’ll be happy if it includes relaxing in the beautiful sunshine, next to the orchard, with a glass of crisp, refreshing cid - **Venue**: 1638 Highway 169, Winterset, IA - **Banner**: https://cdn-az.allevents.in/events9/banners/36b250853a7ac1b61633e61d898e247d7b93f2d875df4b6fc61a60e6a3211537-rimg-w1080-h1080-dcd2c6c3-gmir?v=1775000040 - **Event Name**: Madison County Fair Rodeo - **Description**: Get ready for an action-packed evening at the annual Madison County Fair Rodeo! 📅 Date: Saturday, June 13, 2026 🕢 Time: Rodeo begins at 7:30 PM 🐑 Mutton Bustin’: 7:00 PM (sign-up details coming soon) 📍 Location: Madison County Fairgrounds Enjoy a night - **Venue**: Madison County Fair, Iowa - **Banner**: https://cdn-az.allevents.in/events3/banners/c4ae4ccdf9df903fe111fc4575d1778e7c44b23c0b12734da608465369e15b17-rimg-w1200-h675-dc8f765f-gmir?v=1775802219 - **Event Name**: Madison county fair truck pull 2026 - **Description**: Mark your calendars for the Madison county fair truck pull July 15th 2026 at 7:00 PM. We plan to make it bigger and better every year for the pullers, keep an eye out for our post in the near future with rules and payouts! We plan to have BIG PAYOUTS this - **Venue**: Madison County Fairgrounds - **Banner**: https://cdn-az.allevents.in/events1/banners/1a7ca4d49f7cfc3c6a747be71621046475429d7bb1d1aac5038994dc21ae4f7c-rimg-w878-h1560-dca49279-gmir?v=1768677585 - **Event Name**: Velvet Trio @ Covered Bridges Winery - **Description**: Join Velvet Trio, at Covered Bridges Winery, on Saturday, April 25th for an evening of good vibes, smooth live music, and of course plenty of WINE! The music starts at 6:30 but be sure to get there early and grab a good table! They always go fast! Hope - **Venue**: Covered Bridges Winery - **Banner**: https://cdn-az.allevents.in/events3/banners/df8babaf840cca06fbd9fe24f86bb61623872fb3dd573c67af3678a4490670b6-rimg-w1200-h800-dc181617-gmir?v=1775971723 - **Event Name**: Live Music at Winterset Cidery 5.23.26 - **Description**: Join us Saturday, May 23rd for an evening of great music, delicious food, and amazing cider at Winterset Cidery! Jesse and The Medicine Men are back and playing live from 5–8pm, bringing the perfect soundtrack to your Saturday night. We’ll be open 1–10p - **Venue**: 1638 Highway 169, Winterset, IA - **Banner**: https://cdn-az.allevents.in/events10/banners/81b231dbf7f7beb90308c8602bca0c27bf943cede51c6ac923ad69e8612a023c-rimg-w1080-h1080-dcc0bcc0-gmir?v=1774669220 - **Event Name**: Decades on the Orchard - **Description**: Get ready to rewind. For one day only, we’re taking over the orchard with nonstop music from the 60s through the 2000s. Winterset, Iowa becomes the soundtrack of every era you love. From classic rock to 90s alt to early‑2000s emo anthems, each set is craf - **Venue**: Winterset Cidery - **Banner**: https://cdn-az.allevents.in/events3/banners/1b2fbff57c0374ea870df8fb42292af25c94329c6479f9fb1d60a34a45d6296c-rimg-w1080-h1080-dceddaaa-gmir?v=1775565453 - **Event Name**: RUNWAY ON 2ND: Sip. See spring trends. Shop the square. - **Description**: Runway on 2nd Sip. See. Shop the Square. Brought to you by the Winterset Retail District! Join us for a stylish spring morning Runway on 2nd is a curated fashion preview showcasing local boutiques and businesses in an elevated, welcoming setting at The - **Venue**: 231 N 2nd Ave, Winterset, IA, United States, Iowa 50273 - **Banner**: https://cdn-az.allevents.in/events6/banners/77676c30a4626a5fcf7ed6219aa3c8285f91dc848975ac9b1d6657f33ef56bbc-rimg-w1200-h675-dc323236-gmir?v=1775558459 - **Event Name**: 2nd Annual Ken Burk Car Cruise - **Description**: Rev your engines, it’s time for the 2nd Annual Ken Burk Car Cruise! Join us June 6! All cars are welcome — whether you’re rolling in a vintage beauty or your everyday ride. 📍 Meet at the Jackson Building (1146 W. Summit St.) by 3:00 PM 🛣 Cruise paved ro - **Venue**: Madison County Historical Complex - **Banner**: https://cdn-az.allevents.in/events5/banners/f8d6b65a80445c05a4726add87e468f3fb210c5cc4b2dcb72b02d4066b0e6b14-rimg-w940-h788-dc181817-gmir?v=1775558495 ## Browse Entertainment Events by Date - [Entertainment Events Today in Winterset](https://allevents.in/winterset/entertainment--today) - [Entertainment Events This Weekend in Winterset](https://allevents.in/winterset/entertainment--this-weekend) - [Entertainment Events in April in Winterset](https://allevents.in/winterset/entertainment--april) - [Entertainment Events in May in Winterset](https://allevents.in/winterset/entertainment--may) ## FAQs - **Q**: What are the top Entertainment events in Winterset? - **A:** Velvet Trio @ Covered Bridges Winery (Sat Apr 25 2026 at 06:30 pm at Covered Bridges Winery), Witches!? In Salem?! Dinner Theater (Thu Apr 23 2026 at 07:00 pm at The Warehouse on 2nd), Tribal Muse Annual Spring Workshop (Sat Apr 18 2026 at 09:00 am at Madison County Fairgrounds), DJ Trivia at Urban Taproom! (Wed Apr 15 2026 at Urban Taproom And Grill), Addy’s Grad Party (Sat May 23 2026 at 01:00 pm at Union State Bank). - **Q**: What Entertainment events are happening in Winterset today April 15, 2026? - **A:** DJ Trivia at Urban Taproom! (Wed Apr 15 2026 at Urban Taproom And Grill). - **Q**: What Entertainment events are happening in Winterset this weekend April 17–19, 2026? - **A:** Tribal Muse Annual Spring Workshop (Sat Apr 18 2026 at 09:00 am at Madison County Fairgrounds). - **Q**: What Entertainment events are happening in Winterset in April 2026? - **A:** Velvet Trio @ Covered Bridges Winery (Sat Apr 25 2026 at 06:30 pm at Covered Bridges Winery), Witches!? In Salem?! Dinner Theater (Thu Apr 23 2026 at 07:00 pm at The Warehouse on 2nd), Tribal Muse Annual Spring Workshop (Sat Apr 18 2026 at 09:00 am at Madison County Fairgrounds), DJ Trivia at Urban Taproom! (Wed Apr 15 2026 at Urban Taproom And Grill). - **Q**: How can I find Entertainment events in Winterset? - **A:** You can discover upcoming Entertainment events in Winterset 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 Winterset? - **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 Winterset? - **A:** Some popular venues hosting Entertainment events in Winterset include Covered Bridges Winery, The Warehouse on 2nd, Madison County Fairgrounds. - **Q**: Who are the top organizers for Entertainment events in Winterset? - **A:** Popular organizers hosting Entertainment events in Winterset include Velvet Trio, The Winterset Stage, DJ Trivia Des Moines. - **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 Winterset? - **A:** Follow the Entertainment category on AllEvents.in to get notified when new Entertainment events are listed in Winterset. ## Category Banner - **Banner Image**: https://cdn2.allevents.in/transup/58/5efbefdb8e438db5c829e697673309/Maskgroup-3-.webp ## Entertainment events from nearby cities - [Entertainment events in Saint Charles](https://allevents.in/saint-charles-ia/entertainment) - [Entertainment events in Van Meter](https://allevents.in/van-meter/entertainment) - [Entertainment events in Martensdale](https://allevents.in/martensdale/entertainment) - [Entertainment events in Cumming](https://allevents.in/cumming-ia/entertainment) - [Entertainment events in Adel](https://allevents.in/adel-ia/entertainment)