# Events & Things To Do In Winterset This Weekend | May 1-3, 2026| AllEvents

- **Subtitle**: Winterset is a city full of experiences, activities and events. Explore some of the best things to do in Winterset this weekend and make your Friday, Saturday and Sunday full of fun and excitement.
- **Category**: Weekend
- **Display Name**: Events this weekend
- **Type**: time_filter

## Audience

- **Followers**: 20.7k+
- **Recent Followers**: 
  - **Avatar 1**: https://cdn-az.allevents.in/events7/banners/5a33e730-9bcc-11f0-bc74-031dd7b2de88-rimg-w200-h200-dcd3d6db-gmir
  - **Avatar 2**: https://cdn-az.allevents.in/events9/banners/a48338257a84812cd54e2388b406d5790a67c1cb82be520068ac8692eb1cbcd6-rimg-w200-h200-dcbcc2c0-gmir?v=1758994204
  - **Avatar 3**: https://cdn-az.allevents.in/events4/banners/438a0b277edc9e50d8e9d12b0bbf7d8ffa3406978736b8debf3a589dfaee445c-rimg-w200-h200-gmir.jpg?v=1622243409

## About

Weekends become special if you know how to make the most out of it. There are a lot of fun things to do and events in [CITY] this weekend for you to explore.

Make your weekends memorable. Check out all upcoming weekend events in [CITY].

## Weekend Events in Winterset

- **Event Name**: Taco & Wine Night
  - **Description**: To kick of Iowa Wine month and celebrate Cinco de Mayo come make street taco's with us.

Join Chef KP for an exciting evening featuring tacos and churros! Discover how to prepare delectable Achiote chicken along with all its delicious accompaniments. Achi
  - **Interested Audience**:
    - Count: 31
  - **Date**: Fri May 01 2026 at 06:00 pm – Fri May 01 2026 at 08:00 pm (-05:00)
  - **Event URL**: https://allevents.in/winterset/taco-and-wine-night/200029918498916
  - **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/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czgvYmFubmVycy9iYjI2ZTMzYzdkNWQwYzRmYzJjMDNkNzE4ZGE4NDBlMzgwMTk4MzVhMWY2NGJiOTBjNTdmNDUyNzBhNzI2YzU0LXJpbWctdzk0MC1oNzg4LWRjZjZkYWE3LWdtaXI_dj0xNzc2NzI2ODY1.avif
  - **Categories**: food-drinks
- **Event Name**: Middle River Arts Festival
  - **Description**: The Winterset Art Center is pleased to invite everyone to The Middle River Arts Festival, a one-day, free public event hosted at the Madison County Conservation Center (MCCC) on Saturday, May 2nd, from 10:00 am to 4:00 pm.

The Madison County Conservatio
  - **Interested Audience**:
    - Count: 165
  - **Date**: Sat May 02 2026 at 10:00 am – Sat May 02 2026 at 04:00 pm (-05:00)
  - **Event URL**: https://allevents.in/winterset/middle-river-arts-festival/200029841570835
  - **Venue**: 2508 Pammel Park Trl, Winterset, IA 50273-8308, United States
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy84YzhmNDExNzAxZGMyOTZiMDQxODc0Y2VjNTExY2U5MzIwNWQ0NDVlNThjZWFmZGEzYjc4NzZiM2Y3ZTAwM2Q5LXJpbWctdzcxNC1oNzI3LWRjMmQzMTJlLWdtaXI_dj0xNzc2MzY2ODE0.avif
  - **Categories**: art, festivals, fine-arts, trips-adventures
- **Event Name**: Jake Schrodt at Lakeview Country Club (Winterset)
  - **Description**: Jake Schrodt is back at Lakeview Country Club in Winterset, IA!
He was born and raised in Iowa and has been playing the guitar with intention since the age of 12. His songwriting reflects his true self and so do his live shows. He enjoys singing songs tha
  - **Interested Audience**:
    - Count: 35
  - **Date**: Fri May 01 2026 at 07:30 pm – Fri May 01 2026 at 10:30 pm (-05:00)
  - **Event URL**: https://allevents.in/winterset/jake-schrodt-at-lakeview-country-club-winterset/200029918493144
  - **Venue**: Lakeview Country Club - LVCC
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy84MDc1ZjI3ZjgyMTU0MzUwODZmZWJhMGNjYjM1YjVjYzJiZDYxYjY2Y2NmZWY1OTZkYTNlMjU2ZTRlYjU5YzBkLXJpbWctdzEyMDAtaDYyOC1kYzJkMzMxOS1nbWlyP3Y9MTc3NjY4ODA5OA.avif
  - **Categories**: music, entertainment
- **Event Name**: Live Music at Winterset Cidery 5.2.26
  - **Description**: Your Saturday plans are set! 🍎

Join us at Winterset Cidery for a full day of crisp, refreshing cider and great company! We’ll be open 1–10pm, so come hang out for the afternoon or stay for the evening fun.

• Live music by Tony Bohnenkamp | 5–8pm
• Snapp
  - **Interested Audience**:
    - Count: 96
  - **Date**: Sat May 02 2026 at 01:00 pm – Sat May 02 2026 at 10:00 pm (-05:00)
  - **Event URL**: https://allevents.in/winterset/live-music-at-winterset-cidery-5226/200029853728836
  - **Venue**: 1638 Highway 169, Winterset, IA
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czIvYmFubmVycy9mMTQ4MzI5MzMxOWRmOThlM2NiNjJjMTkzYWI3YTk3OGEyZDZiYmUzYzgzODU2ZTExOTRkNjg1NDEwNzliYzJjLXJpbWctdzEwODAtaDEwODAtZGNiZGJkYmMtZ21pcj92PTE3NzQzMzM1MzY.avif
  - **Categories**: music, live-music, entertainment
- **Event Name**: Chalk the Town Green  |  Mental Health Awareness Month
  - **Description**: May is Mental Health Awareness month and we invite you to join us, along with Iowa Healthiest State, in a month long campaign to start the conversations about the importance of mental health.

As the school year comes to a close, it’s the perfect time to
  - **Interested Audience**:
    - Count: 8
  - **Date**: Fri May 01 2026 at 03:00 pm (-05:00)
  - **Event URL**: https://allevents.in/winterset/chalk-the-town-green-|-mental-health-awareness-month/200029931217343
  - **Venue**: 300 W Hutchings Street, Winterset, IA, United States, Iowa 50273
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy81NTAwYTc2MmJiNDI4ZDhhMTEzMzQ5NzcxYjMzNTdlMzcwN2JjMzQ1NzgzMDc3NGJhNDZhODY0ZjIyMGVkYWI5LXJpbWctdzk0MC1oMzUwLWRjMTg1ZTAyLWdtaXI_dj0xNzc3MjIzMjgy.avif
  - **Categories**: health-wellness, mental-health

## 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=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**: Live Music at Winterset Cidery 5.24.26
  - **Description**: Join us Sunday, May 24th from 1–6pm for a holiday weekend Sunday Funday at Winterset Cidery! 🇺🇸🍎

Kick back, relax, and sip on crisp, refreshing cider while enjoying live music by Kris Karr from 2–5pm.

Grab your lawn chairs, bring your favorite people, a
  - **Venue**: 1638 Highway 169, Winterset, IA
  - **Banner**: https://cdn-az.allevents.in/events9/banners/1565d58674f081872a1ba2743d1f62eab37187ed25aee6a410bae4132a9c0e8f-rimg-w1080-h1080-dcc4c2bd-gmir?v=1774611377
- **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**: Taco & Wine Night
  - **Description**: To kick of Iowa Wine month and celebrate Cinco de Mayo come make street taco's with us.

Join Chef KP for an exciting evening featuring tacos and churros! Discover how to prepare delectable Achiote chicken along with all its delicious accompaniments. Achi
  - **Venue**: 2207 170th Drive, Winterset, IA, United States, Iowa 50273
  - **Banner**: https://cdn-az.allevents.in/events8/banners/bb26e33c7d5d0c4fc2c03d718da840e38019835a1f64bb90c57f45270a726c54-rimg-w940-h788-dcf6daa7-gmir?v=1776726865

## Browse Weekend Events by Date

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

## FAQs

- **Q**: What are the top Weekend events in Winterset?
  - **A:** Taco & Wine Night (Fri May 01 2026 at 06:00 pm at 2207 170th Drive, Winterset, IA, United States, Iowa 50273), Middle River Arts Festival (Sat May 02 2026 at 10:00 am at 2508 Pammel Park Trl, Winterset, IA 50273-8308, United States), Jake Schrodt at Lakeview Country Club (Winterset) (Fri May 01 2026 at 07:30 pm at Lakeview Country Club - LVCC), Live Music at Winterset Cidery 5.2.26 (Sat May 02 2026 at 01:00 pm at 1638 Highway 169, Winterset, IA), Chalk the Town Green  |  Mental Health Awareness Month (Fri May 01 2026 at 03:00 pm at 300 W Hutchings Street, Winterset, IA, United States, Iowa 50273).
- **Q**: What Weekend events are happening in Winterset this weekend May 1–3, 2026?
  - **A:** Taco & Wine Night (Fri May 01 2026 at 06:00 pm at 2207 170th Drive, Winterset, IA, United States, Iowa 50273), Middle River Arts Festival (Sat May 02 2026 at 10:00 am at 2508 Pammel Park Trl, Winterset, IA 50273-8308, United States), Jake Schrodt at Lakeview Country Club (Winterset) (Fri May 01 2026 at 07:30 pm at Lakeview Country Club - LVCC), Live Music at Winterset Cidery 5.2.26 (Sat May 02 2026 at 01:00 pm at 1638 Highway 169, Winterset, IA).
- **Q**: How can I find Weekend events in Winterset?
  - **A:** You can discover upcoming Weekend 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 Weekend 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 Weekend events in Winterset?
  - **A:** Some popular venues hosting Weekend events in Winterset include 2207 170th Drive, Winterset, IA, United States, Iowa 50273, 2508 Pammel Park Trl, Winterset, IA 50273-8308, United States, Lakeview Country Club - LVCC.
- **Q**: Who are the top organizers for Weekend events in Winterset?
  - **A:** Popular organizers hosting Weekend events in Winterset include Covered Bridges Winery, Winterset Art Center, Jake Schrodt.
- **Q**: Are there any online Weekend events available?
  - **A:** Yes, many Weekend 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 Weekend events in Winterset?
  - **A:** Follow the Weekend category on AllEvents.in to get notified when new Weekend events are listed in Winterset.

## Category Banner

- **Banner Image**: https://cdn2.allevents.in/transup/01/bac113436441a783feaca7074943a8/this-weekend.webp

## Events this weekend from nearby cities

- [Events this weekend in St Charles](https://allevents.in/st-charles-ia/this-weekend)
- [Events this weekend in Saint Charles](https://allevents.in/saint-charles-ia/this-weekend)
- [Events this weekend in Martensdale](https://allevents.in/martensdale/this-weekend)
- [Events this weekend in Cumming](https://allevents.in/cumming-ia/this-weekend)
- [Events this weekend in Dexter](https://allevents.in/dexter-ia/this-weekend)
- [Events this weekend in New Virginia](https://allevents.in/new-virginia/this-weekend)
- [Events this weekend in Adel](https://allevents.in/adel-ia/this-weekend)