Boo Trivia Fundraiser in Sheboygan Falls October 16
Sheboygan Theatre Company hosts Boo Trivia at Fat Cow in Sheboygan Falls on October 16, 2026. Teams of four can compete for $150; entry is $40 per team.
Entertainment
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Sheboygan Film Festival to Screen Homegrown Superhero Film ‘SHANK!’ at Jake’s Cafe
The October 3 screening will include a conversation with filmmakers and a discussion led by UW-Green Bay film professor Zack Kruse. A superhero-adjacent independent film with deep roots in collaboration is coming to the Sheboygan Film Festival. SHANK! will screen…
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Sheboygan River Fest Brings Music, Food Vendors and Family Activities September 19
Free River Fest is scheduled for Saturday, September 19, along Sheboygan’s Riverfront Drive Boardwalk with live music, children’s activities, vendors, food trucks and boat tours.
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Sheboygan Film Festival Set for October 1-4 With Family Programming
The second annual Sheboygan Film Festival runs October 1-4 across Sheboygan, with opening-night plans, pass choices, individual tickets and family programming.
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3 Sheeps Combines Oktoberfest and Strongman Competition for Hulktoberfest September 5 in Sheboygan
Hulktoberfest is planned for Saturday, September 5, at 3 Sheeps Brewing in Sheboygan with Oktoberfest activities, food, music, beer and a five-event strongman competition.
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175th Sheboygan County Fair Set for Sept. 3–7 in Plymouth
The 175th Sheboygan County Fair runs Sept. 3–7 in Plymouth, with carnival rides, grandstand shows, family activities, a free shuttle and planning details.
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Random Lake to Host Free Sunshine Shakedown Festival August 29
Random Lake’s Artfully will host a free August 29 music and maker festival with live bands, artisan vendors, tie-dye, food and themed drinks.
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Free Levitt AMP Concert Brings Plenazo Tribe to Sheboygan City Green on August 13
Plenazo Tribe will perform free Puerto Rican plena music at Sheboygan City Green on Thursday, August 13, with art activities, food trucks, and a beverage tent.
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Free Paine Street Ramblers Concert Set for August 16 at Kohler’s Waelderhaus
The Paine Street Ramblers will perform free New Orleans jazz and Dixieland music at 2 p.m. Sunday, August 16, at Kohler’s Waelderhaus.
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Free Levitt AMP Concert Returns to Sheboygan City Green August 13
Plenazo Tribe will perform Puerto Rican plena at a free, family-friendly Levitt AMP concert Thursday, August 13, at City Green in Sheboygan.
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Bubble Bash Brings Giant Bubbles and Dance Party to Sheboygan City Green August 12
Mead Public Library will host Bubble Bash at Sheboygan City Green on Wednesday, August 12, with Marvelous Michelle and hands-on bubble activities.
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Free Paul Todd Jr. Concert Set for August 7 at Generations in Plymouth
Generations in Plymouth will host a free Paul Todd Jr. concert Friday, August 7. Doors open at 5 p.m., with an optional $30 dinner buffet requiring advance registration.
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Weill Center to Host ‘LEGENDS!’ Music Revue in Sheboygan August 13
Pankratz Arts Exchange will bring its ‘LEGENDS!’ music revue to the Weill Center in Sheboygan on Thursday, August 13, with vocals, dance and aerial performances.
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Saturday, August 1, 2026: Brat Days at Kiwanis Park — NWS Forecast Calls for Morning Showers, Scattered Afternoon Rain
Brat Days returns Saturday, Aug. 1 to Kiwanis Park with free entry and music. NWS says morning showers, 90% afternoon chance—pack rain gear.
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Plan-ahead for Monday, July 27 at Mead Public Library: Ready, Set, Rhythm; Guided Maker Time; Teen Movie Matinee; STEAM Studio
Plan ahead for Monday, July 27 at Mead Public Library, 710 N. 8th St., Sheboygan: Ready, Set, Rhythm; Guided Maker Time; Teen Movie Matinee; STEAM Studio.
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Tuesday, July 20, 2026: Season tickets on sale for Kohler Foundation’s 2026–2027 Distinguished Guest Series
Kohler Foundation’s 2026–2027 Distinguished Guest Series is set for Kohler Memorial Theatre. Season tickets sell Tuesday, July 20, 11 a.m. CST.
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Tuesday, July 7, 2026: Mead Public Library teen and family programs
Mead Public Library (710 N. 8th Street, Sheboygan) has two Dinosaur Dimension Show performances Tuesday, plus Guided Maker Time and a teen cap craft.
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CANCELLED – Thursday Night in Sheboygan: Levitt AMP brings Hot Like Mars to City Green
Sheboygan’s free Levitt AMP concert at City Green starts Thursday at 6 p.m., with family-friendly music, food trucks and a beverage tent downtown.
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Mill Street Live 2026 Returns to Plymouth Arts Center
Mill Street Live returns to the Plymouth Arts Center for its 18th season, featuring family-friendly music, local talent and eight summer performances.
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Father’s Day Weekend at Wade House
Celebrate Father’s Day at Wade House June 20-21 with wagon rides, a petting zoo, historic demonstrations and family activities.
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