
The Des Moines Metro and surrounding area are booming with great local wineries. To add icing to the cake, so many of them are hosting music all summer long. Check out our guide to all the local places to grab a glass and hear great music!
Disclaimer: Events are subject to change. For the most up-to-date info, please reach out to the venues at the links below.
Updated: May 2025
Free Local Wine & Jams Guide 
LOCATION: 2183 320th St, Madrid, IA 50156
- Fridays, 6 – 9pm & Sundays, 2 – 5pm
- May – September
Looking for a Friday date night idea or something to do with the crew on Sunday? The Cellar has great options. Their Friday night concerts are curated with a more low-key and intimate evening in mind while seated around a fire pit, while Sundays are planned to party! Both summer wine series are free all summer long!
Jasper Winery
LOCATION: 2400 George Flagg Pkwy, Des Moines, IA 50321
- Thursdays, 6 – 9pm
- May – July
Great local wine and a free show? Yes, please. This local wine & jam has been featured in the Des Moines Register, so you know the hype is real. Bring your own seating, pack a snack or check out some of the local food trucks. Be sure to grab a glass or bottle of your favorite Jasper wine as well. Our personal recommendation would be a delectable glass of their sangria
Prairie Moon Winery
LOCATION: 3801 W 190th St, Ames, IA 50014- Sundays, 3 – 6pm
- June – September
Make Prairie Moon one of your winery stops this summer. For just $5, you’ll get admission to the concert and a glass of their specialty sangria! Not to mention they’ve got some hot & fresh brick oven pizza on the premises (if that’s not a good enough reason, IDK what is!).
Covered Bridges Winery
- Saturdays, 6:30 – 9:30pm & Sundays, 2 – 4pm
- May – October
Ready to be transported to the beauty of Madison County? Covered Bridges Winery has options for you every weekend this summer! They’ll have full bands on Saturdays nights for a $5 cover and smaller (still amazing) acts FREE on “Wine Down” Sundays.
Fireside Winery
LOCATION: 1755 P Ave, Marengo, IA 52301
- Fridays, time varies, Saturdays, 6 or 7 – 10 pm & Sundays, 1 – 4 pm
- May – October
Whether you’re looking for a night of fun and dancing or a laid back Sunday – Fireside is bringing you options this summer! Check out their packed schedule and rotating seasonal wines!
Carper Vineyard &Winery
LOCATION: 4603 Dakota St, Norwalk, IA 50211
- Wednesdays, doors open 5:30 pm, live music 6 – 9 pm
- June – July
Every Wednesday, Carper Winery will be hosting a great local band and offering not only their great wine, but a full farm. “Wine Down” on Wednesdays, the perfect excuse for a mid-week boost or catching up with co-workers for a little “pick me up”. And get this, they have FOOD TRUCKS. BYOS (bring your own seat).
Cedar Ridge Winery & Distillery
LOCATION: 1441 Marak Rd NW, Swisher, IA 52338
- Fridays, 6 -9 pm & Sundays, 1 – 4pm
- May-July
This one is worth the drive up north. Catch a full band on Friday nights or settle in for something more cozy on a Sunday afternoon. Not a huge fan of wine? No worries! Cedar Ridge is also a distillery! (And hey, if live music isn’t necessarily your thing, be sure to check out their other fun themed events throughout the summer.)
Winterset Cidery
LOCATION: 1638 Hwy 169, Winterset, IA 50273
- Saturdays, 5-8pm & Sundays, 2-5pm
- May-October

Want to learn more about the live music happening this week?
Check out all of our live music guides here..