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**: America 250: A Musical Celebration - **Description**: Join the Madison County Community Choir for a special patriotic concert celebrating America 250 on Sunday, June 28 at 7:00pm on the north lawn of the Madison County Historical Complex! This 45–50 minute community event will feature: ⭐ Community choir sel - **Interested Audience**: - Count: 44 - **Date**: Sun Jun 28 2026 at 07:00 pm – Sun Jun 28 2026 at 08:00 pm (-05:00) - **Event URL**: https://allevents.in/winterset/america-250-a-musical-celebration/200030077985749 - **Venue**: Madison County Historical Complex - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czIvYmFubmVycy9kY2M2ZTQ3MWIwYmU1YmI4NjlkYzM2Mzc1OWJlOWMzYjM1ZjMyMjMzZjUxYjc5ZWMxNDM5MWNjNGM4MTY2Y2Q4LXJpbWctdzEyMDAtaDgwMC1kY2ZmZmZmZi1nbWlyP3Y9MTc3OTI5Mjg0OQ.avif - **Categories**: music, entertainment, live-music, concerts - **Event Name**: Madison County Line / Music at the Winery - **Description**: In conjunction with Paint Madison County : A Plein Air Festival Madison County Line band will be playing live music at public reception & art sale from 3-6PM. Americana Band Covering the Classics from the 60's, 70's, and 80's. The Stones, The Who, - **Interested Audience**: - Count: 63 - **Date**: Sun Jun 14 2026 at 03:00 pm – Sun Jun 14 2026 at 06:00 pm (-05:00) - **Event URL**: https://allevents.in/winterset/madison-county-line-music-at-the-winery/200030077983142 - **Venue**: 2207 170th Drive, Winterset, IA, United States, Iowa 50273 - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEvYmFubmVycy9mZmRjN2Y5NDNlYTZhYjQ1YTBlOGQ2YzA5YThiYjllNzYxNzFjM2ZjMDY1NGU2ODRmYzIwNzQ2MWFjNDJiNWY1LXJpbWctdzEwMjQtaDc2OC1kYzE0MTUxYS1nbWlyP3Y9MTc3OTI5Mjg0Mg.avif - **Categories**: music, entertainment, festivals, live-music, art, music-festivals ## Trending Events in Winterset - **Event Name**: Beginner Sourdough Workshop at Winterset Cidery - **Description**: You asked and now you shall receive! The last 3 Beginner Sourdough Workshops have been a huge hit, so we’re excited to add a FOURTH class! Join us and Counter Culture Sourdough Co on Friday, June 12th from 6:30–8:30pm for another Beginner Sourdough Work - **Venue**: 1638 Highway 169, Winterset, IA - **Banner**: https://cdn-az.allevents.in/events3/banners/b570c15aedaa81a775c9b8186acdfa0c1843a9f90f56296c60faa8d23333f7d4-rimg-w1080-h1080-dcf1efed-gmir?v=1779498066 - **Event Name**: PepperHarrow Lavender Festival - **Description**: Join us at the height of lavender season! Each year, PepperHarrow Flower and Lavender Farm opens its gates for a rare and fleeting experience when the fields are in full bloom, and the air is perfumed with lavender. Stroll through sweeping rows of lavend - **Venue**: 1809 S 4th Ave, Winterset, IA 50273-2908, United States - **Banner**: https://cdn-az.allevents.in/events5/banners/f09a052aa2a8f92ffcc8b23736ff0a7a903aeec076ffa31fe30605011ce40d6b-rimg-w1200-h1500-dca3d4ed-gmir?v=1779292873 - **Event Name**: Spring Kick-Start 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-dc91775f-gmir?v=1779802413 - **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=1779499761 - **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**: Clark Tower 100th Anniversary Celebration - **Description**: 🎉 Clark Tower 100th Anniversary Celebration Weekend 🎉 📅 August 7 & 8, 2026 📍 Winterset, Iowa Join us as we celebrate 100 years of one of Winterset’s most treasured landmarks — Clark Tower! Built in 1926 and beloved by generations, Clark Tower has sto - **Venue**: Winterset City Park - **Banner**: https://cdn-az.allevents.in/events9/banners/ad774ce35c3a4ad58d7afe0266f6c5f0d1a3140de096fedc3c8fe93810eca525-rimg-w1200-h500-dcf4eade-gmir?v=1779292847 - **Event Name**: Winterset Cidery 10 Year Anniversary - **Description**: Winterset Cidery is incredibly blessed and excited to celebrate 10 years in business! For the past decade, we’ve been crafting hard apple cider right here in Winterset, Iowa. What started as a vision from Gary Heck grew into the beautiful orchard and one - **Venue**: 1638 Highway 169, Winterset, IA - **Banner**: https://cdn-az.allevents.in/events3/banners/de874bb7dab7f45b8cf3835ca87dadfc8a03f29c87936ca770ce44c112a9516e-rimg-w1200-h1013-dceae7e0-gmir?v=1779166547 - **Event Name**: A Picnic in the Forest - **Description**: Escape to the peaceful woods of Iris Aisle for an evening of elegant dining and whimsical charm.About this EventWelcome to A Picnic in the Forest!Date: - **Venue**: Iris Aisle - **Banner**: https://cdn-az.allevents.in/events4/banners/5287fadcbf1219dac92bcccc0af57010487b57b1773333ad38bf4e5380623820-rimg-w1200-h800-dc32452f-gmir.jpg?v=1779143898 - **Event Name**: Quilting and the Art of What If - **Description**: Tony will be presenting his "Quilting and the Art of What If" talk at Covered Bridges Winery on Friday, June 5th in conjunction with the Iowa Quilt Festival put on by the Iowa Quilt Museum. Tickets must be purchased from Covered Bridge Winery at: https:// - **Venue**: 54 E Court Ave, Winterset, IA, United States, Iowa 50273 - **Banner**: https://cdn-az.allevents.in/events3/banners/743b2534ae074679550f4700a345d5855a94a125fbe14ac6656643e4c3f3e99b-rimg-w648-h916-dcc2bbc2-gmir?v=1779675467 ## 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 May in Winterset](https://allevents.in/winterset/entertainment--may) - [Entertainment Events in June in Winterset](https://allevents.in/winterset/entertainment--june) ## FAQs - **Q**: What are the top Entertainment events in Winterset? - **A:** America 250: A Musical Celebration (Sun Jun 28 2026 at 07:00 pm at Madison County Historical Complex), Madison County Line / Music at the Winery (Sun Jun 14 2026 at 03:00 pm at 2207 170th Drive, Winterset, IA, United States, Iowa 50273). - **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 Madison County Historical Complex, 2207 170th Drive, Winterset, IA, United States, Iowa 50273. - **Q**: Who are the top organizers for Entertainment events in Winterset? - **A:** Popular organizers hosting Entertainment events in Winterset include Madison County Music Co., Covered Bridges Winery. - **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 St Charles](https://allevents.in/st-charles-ia/entertainment) - [Entertainment events in Saint Charles](https://allevents.in/saint-charles-ia/entertainment) - [Entertainment events in De Soto](https://allevents.in/de-soto-ia/entertainment) - [Entertainment events in Cumming](https://allevents.in/cumming-ia/entertainment) - [Entertainment events in New Virginia](https://allevents.in/new-virginia/entertainment)