Sheboygan Jaycees Holiday Parade
Downtown Sheboygan shines bright on November 30 for the 33rd Annual Holiday Parade, featuring floats, music, and community cheer—followed by the tree lighting at Mead Library.
Entertainment
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Comedy Unleashed Brings Big Laughs to Paradigm Coffee & Music
Sunday afternoons in Sheboygan are about to get a caffeine boost and a dose of comedy. The popular open-mic and showcase series Comedy Unleashed returns to Paradigm Coffee & Music, serving up laughter, lattes, and local talent in one of…
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Trunk or Treat Resource Fair: A Free Family Event in Sheboygan
When: Saturday, October 25, 2025 • 2:00–4:00 PMWhere: Parking lot behind Sheboygan County Health & Human Services, SheboyganCost: Free 🎃 Partners for Community Development, Inc. invites everyone to a spook-tacular afternoon celebrating National Weatherization Month with the Trunk or Treat…
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College, Candy, & Costumes Returns to Lakeshore College
Families invited to enjoy spooktacular fun during fourth annual event. CLEVELAND, WI – Lakeshore area families are invited to College, Candy, & Costumes, a free Halloween celebration taking place Saturday, Oct. 18, 10 a.m. to noon, on Lakeshore College’s Cleveland…
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Step Into the Fun: Monday Line Dancing at Rumors Roadhouse BBQ in Plymouth
Plymouth might be known for its cheese and rolling Kettle Moraine hills, but on Monday nights, it’s all about the boots. Rumors Roadhouse BBQ has turned the start of the week into one of the county’s most spirited traditions: line…
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Boos & Brews Returns for a Second Night at Bookworm Gardens
When: Saturday, October 4, 2025 • 6:00–9:00 PMWhere: Bookworm Gardens, 1415 Campus Drive, SheboyganTickets: $13 members • $16 public For the second evening in a row, Bookworm Gardens invites adults to enjoy the whimsical space in a whole new light….
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Rumors Roadhouse BBQ: Smoked Meats, Live Music, and Local Flavor in Plymouth
If you’ve driven through Plymouth lately, you may have heard the buzz—or smelled it. Rumors Roadhouse BBQ has become one of Sheboygan County’s top destinations for barbecue, live music, and community. Tucked away on Summit Road, this local gem offers…
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The Rocket Man Show Brings Elton John’s Greatest Hits to Sheboygan
When: Saturday, October 4, 2025 • 7:30 PMWhere: Weill Center for the Performing Arts, 826 N 8th St, SheboyganTickets: $30–$55 plus fees (reserved seating) Fans of Elton John won’t want to miss The Rocket Man Show, a tribute concert that…
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Sheboygan Film Festival Continues With Screenings at the Weill Center
When: Friday, October 3, 2025 • Showtimes varyWhere: Weill Center for the Performing Arts, 826 N 8th St, SheboyganTickets: Available via Sheboygan Film Festival or the Weill Center box office The Sheboygan Film Festival rolls into its second day on…
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Dominion of Terror Haunted House Opens for the Season in Sheboygan
When: Friday, October 3, 2025 • 7:00–10:00 PMWhere: 2024 North 15th Street, SheboyganTickets: Available at the door or online It’s back — Sheboygan’s Dominion of Terror, one of Wisconsin’s oldest and most elaborate haunted houses, opens its doors for another…
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Boos & Brews Brings Spooky Fun to Bookworm Gardens
When: Friday, October 3, 2025 • 6:00–9:00 PMWhere: Bookworm Gardens, 1415 Campus Drive, SheboyganTickets: $13 members • $16 public Bookworm Gardens transforms into a lantern-lit wonderland for Boos & Brews, a Halloween-themed evening event designed just for adults. Stroll through…
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Sheboygan Film Festival Opens With John Candy Tribute at the Weill Center
When: Thursday, October 2, 2025 • 6:00 PMWhere: Weill Center for the Performing Arts, 826 N 8th St, SheboyganTickets: Available via Sheboygan Film Festival or the Weill Center box office The curtain rises on Sheboygan’s first-ever Film Festival with the…
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Vreeke’s Bar Karaoke – Sheboygan
When: Sun., Sept. 28 • 9:00 PMWhere: Vreeke’s Bar, 935 Michigan Ave, SheboyganCost: No cover (21+ after 9 PM) Cap the weekend with a sing-along at Vreeke’s Bar. Sunday night karaoke is a laid-back favorite for locals—expect a friendly crowd,…
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Specters of the Spotlight: Weill Center Ghost Tour – Sold Out
When: Sat., Sept. 27 • 7:00 PM (Sold Out)Where: Weill Center for the Performing Arts, 826 N 8th St, SheboyganTickets: This date is sold out. Additional Halloween-season tours are scheduled in late October (check the box office for availability). History…
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Hunter Hayes at the Weill Center (Sheboygan)
When: Fri., Sept. 26 • 7:30 PMWhere: Weill Center for the Performing Arts, 826 N 8th St, SheboyganTickets: Available via the Weill Center box office; all ages welcome (21+ to purchase alcohol) Platinum-selling, multi-instrumentalist Hunter Hayes brings his genre-blending country/pop…
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Quizmaster Trivia at Antonio’s – Plymouth
When: Wed., Sept. 24 • 7:00 PMWhere: Antonio’s Sports Bar & Grille, 18 W Mill St, PlymouthCost: Free to play (prizes for top teams) Looking for a fun, low-cost night out? Quizmaster Trivia at Antonio’s brings a lively mix of…
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Trivia Night at Ranieri’s Four of a Kind (Sheboygan)
When: Wed., Sept. 24 • 7:00 PMWhere: Ranieri’s Four of a Kind Bar & Grill, 811 Indiana Ave, SheboyganCost: Free to play (gift-card prizes) Round up your crew for a midweek brain workout at Ranieri’s Four of a Kind. Hosted…
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Real Ghost Stories with Adam Berry Brings Paranormal Tales to the Weill Center
Fans of the supernatural are in for a chilling night when Adam Berry, star of TV’s Kindred Spirits and Ghost Hunters, comes to the Weill Center for the Performing Arts on Friday, October 17. The evening begins at 7:00 PM…
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The Vampire Circus Brings Thrills and Theatrical Magic to the Weill Center
Get ready for a night of jaw-dropping spectacle when The Vampire Circus descends upon the Weill Center for the Performing Arts on Thursday, October 16, at 7:00 PM. This internationally acclaimed production blends cirque-style acrobatics, cabaret flair, and gothic theater…
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Sheboygan Symphony Orchestra Presents Unity & Hope at the Weill Center
The beauty of live orchestral music will fill downtown Sheboygan when the Sheboygan Symphony Orchestra (SSO) presents its fall concert, Unity & Hope, at the Weill Center for the Performing Arts on Saturday, October 11, at 7:30 PM. Founded in…
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