# Country Music Festivals 2026 In Winterset | Lineups, Tickets & More | AllEvents

- **Subtitle**: Country Music Festivals 2026 Events in Winterset, Discover best of Country Music Fest Events, Lineups, Tickets & Live Shows in Winterset. Find information & tickets of upcoming Country Music Festivals happening in Winterset.
- **Category**: Country Music Festivals
- **Type**: other

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## About

Looking for biggest and BEST Country Music Festivals 2026 in [CITY]? Music fans are ready to return to live venues and festival organizers have plenty in store for them in 2026, with dozens of big Country Music Festivals on the schedule in [CITY]. Explore best of Country Music Fest 2026 happening in [CITY].

## Country Music Festivals Events in Winterset

- **Event Name**: Covered Bridge Winery
  - **Description**: Great Country Music Done by The Best!
  - **Interested Audience**:
    - Count: 33
  - **Date**: Sat May 30 2026 at 06:30 pm (-05:00)
  - **Event URL**: https://allevents.in/winterset/covered-bridge-winery/200029323322330
  - **Venue**: Covered Bridges Winery
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy8xM2Q4NmY4NzFlYmQ5MTEwZTYwNWQ3NzVlM2U4ZTBlMjliN2U4ZWFkYTZhNzM0M2ZiMGIxNDZiMjJlZjQxYWQyLXJpbWctdzc5MC1oNzkyLWRjMDIwMTAyLWdtaXI_dj0xNzc2NjkxMTQ3.avif
  - **Categories**: country-music-festivals
- **Event Name**: Speckled Hen Farms
  - **Description**: Great Country Music, Done by The Best!
  - **Interested Audience**:
    - Count: 39
  - **Date**: Fri Jun 19 2026 – Sun Sep 27 2026 (-05:00)
  - **Event URL**: https://allevents.in/winterset/speckled-hen-farms/200029297896211
  - **Venue**: Speckled Hen Farms Iowa
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czIvYmFubmVycy85NGMxY2I5NGZjM2NiMDA5MTY4MDc4ZWQ0MTQxOGFiODMzOTVkZjYzYTlkMDBkODRmMjhkMjU4YTEyMDAzYzYwLXJpbWctdzc5MC1oNzkyLWRjMDIwMTAyLWdtaXI_dj0xNzczNjU5NTI2.avif
  - **Categories**: country-music-festivals

## 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
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- **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=1776436065
- **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**: 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**: 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**: 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=1776749628
- **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=1776284389
- **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
  - **Venue**: The Warehouse on 2nd
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## Browse Country Music Festivals Events by Date

- [Country Music Festivals Events Today in Winterset](https://allevents.in/winterset/country-music-festivals--today)
- [Country Music Festivals Events This Weekend in Winterset](https://allevents.in/winterset/country-music-festivals--this-weekend)
- [Country Music Festivals Events in April in Winterset](https://allevents.in/winterset/country-music-festivals--april)
- [Country Music Festivals Events in May in Winterset](https://allevents.in/winterset/country-music-festivals--may)

## FAQs

- **Q**: What are the top Country Music Festivals events in Winterset?
  - **A:** Covered Bridge Winery (Sat May 30 2026 at 06:30 pm at Covered Bridges Winery), Speckled Hen Farms (Fri Jun 19 2026 at Speckled Hen Farms Iowa).
- **Q**: How can I find Country Music Festivals events in Winterset?
  - **A:** You can discover upcoming Country Music Festivals 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 Country Music Festivals 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 Country Music Festivals events in Winterset?
  - **A:** Some popular venues hosting Country Music Festivals events in Winterset include Covered Bridges Winery, Speckled Hen Farms Iowa.
- **Q**: Who are the top organizers for Country Music Festivals events in Winterset?
  - **A:** Popular organizers hosting Country Music Festivals events in Winterset include Jesse & The Medicine Men.
- **Q**: Are there any online Country Music Festivals events available?
  - **A:** Yes, many Country Music Festivals 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 Country Music Festivals events in Winterset?
  - **A:** Follow the Country Music Festivals category on AllEvents.in to get notified when new Country Music Festivals events are listed in Winterset.

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