What’s Happening in Sheboygan: Your Guide to This Weekend’s Best Events (May 23-25)
Sheboygan is buzzing with events this weekend, offering something for everyone—whether you’re into live music, food trucks, local theater, or simply want to enjoy the city’s unique scene. Here’s your quick guide to what’s going on from Friday, May 23 through Sunday, May 25. Make plans, bring your friends, and let us know in the comments where you’re headed!
Friday, May 23
Start your Friday with a local adventure at the Sheboygan Showdown Amazing Race & Tour, kicking off at 11:00 AM at BIGGBY COFFEE. Teams compete for fun and prizes as they race around town solving clues and challenges. Registration is $25, so gather your squad and sign up early.
Music lovers can look forward to a vibrant evening:
- Girl & The Gunn brings indie vibes to 3 Sheeps Brewing at 7:00 PM.
- Jack Yoder & the Doublewide Disaster will play a lively set at Limelight Pub starting at 7:00 PM.
- Stick around Limelight Pub for another set at 8:00 PM—two shows, one night!
- Hungry? Stop by 3 Sheeps Brewing at 4:00 PM for the Peja Vu Food Truck, serving up creative eats alongside craft beer.
Saturday, May 24
Saturday’s lineup is packed with more local flavor:
- Foodies, don’t miss the Harvest Street Food Truck at 3 Sheeps Brewing from 4:00 PM, perfect for pairing with your favorite brew.
- Theater fans, the world premiere of Austin Tichenor’s “Fool” hits the John Michael Kohler Arts Center at 7:30 PM. It’s a big night for Sheboygan’s arts scene, so get your tickets early.
- For more music, catch Blacker Than Your Soul at Bohéme at 7:00 PM or groove to The Delta Routine at 3 Sheeps Brewing, also at 7:00 PM.
- If you want to keep the night going, check out Arcade Change playing live at Craft30 at 9:00 PM.
Don’t Miss Out—Support Local!
From new plays and local bands to creative food trucks and unique competitions, Sheboygan is packed with ways to kick off summer. These events showcase the best of our city’s creative spirit and community fun. Share your photos, tag SheboyganLife.com, and tell us which event you loved most.
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FAQs
Where can I buy tickets for the Sheboygan Showdown Amazing Race?
You can register at BIGGBY COFFEE on Friday morning. The fee is $25 per team.
How do I get tickets for “Fool” at the John Michael Kohler Arts Center?
Tickets are available on the Arts Center’s website or at the box office before the show. It’s best to book in advance since this is a world premiere.
Are the food trucks at 3 Sheeps Brewing open to everyone?
Yes! Food trucks like Peja Vu and Harvest Street are open to all, whether you’re just hungry or pairing your meal with a drink from the taproom.
Do I need to reserve a table for live music at local bars?
Some venues, like Limelight Pub and Bohéme, may fill up on busy nights, so arrive early or call ahead if you’re with a group.
Is there anything happening on Sunday?
At the time of publishing, no major events have been listed for Sunday, but local bars, restaurants, and parks are always open for a relaxed end to your weekend.
Whether you’re a Sheboygan local or just visiting, make the most of your weekend and connect with your community. If you enjoyed this guide, leave a comment below, share it with friends, and like our page for more insider updates. Have an event to add? We’d love to hear from you!
