Historic Happy Hour Tour Lets Guests Step Behind the Curtain at the Weill Center
Sheboygan’s crown jewel, the Weill Center for the Performing Arts, is opening its doors for a special experience that blends history, architecture, and a touch of theater magic. On Saturday, September 27, from 4:30 to 6:00 PM, guests are invited to take part in the Historic Happy Hour Tour, a guided journey through one of Wisconsin’s most beautiful and historic performance venues. Originally opened in 1928, the Weill Center has hosted countless stars and community events over the decades. This…
Hunter Hayes Live at the Weill Center: A Night of Music with Heart
Country and pop fans in Sheboygan are in for a treat when Hunter Hayes takes the stage at the Weill Center for the Performing Arts on Friday, September 26, at 7:30 PM. The multi-instrumentalist, platinum-selling artist burst onto the scene with his self-titled debut album, which produced the chart-topping single “Wanted”. Since then, Hayes has earned five GRAMMY® nominations, six gold and platinum-certified singles, and more than 2 billion streams worldwide. Known for his mix of heartfelt country roots and…
Tim Robbins Film to Close Sheboygan Film Festival
The Weekend Before He Takes the Stage in Kohler Two organizations shine a light on the work of a very talented artist. SHEBOYGAN, WI — September 22, 2025 — Organizers of the Sheboygan Film Festival (SFF) are excited to announce that the final film shown at the inaugural event will be Dead Man Walking, a 1995 film written and directed by Tim Robbins. The screening will take place on Sunday, October 5, 2025, at 1:30 PM at the Stefanie H….
Quizmaster Trivia Brings Friendly Competition to Antonio’s in Plymouth
Trivia lovers in western Sheboygan County can head to Antonio’s Sports Bar & Grille in downtown Plymouth for a midweek challenge. On Wednesday, September 24, at 7:00 PM, Antonio’s hosts Quizmaster Trivia, a free event that blends brain games with great food and a lively atmosphere. Each week, Quizmaster delivers a fresh set of questions spanning categories like music, movies, sports, history, and pop culture. Teams form around tables, competing for bar prizes and bragging rights. It’s casual, fun, and…
Trivia Night at Ranieri’s Four of a Kind Keeps Wednesdays Fun in Sheboygan
Test your brainpower and enjoy a night out with friends at Ranieri’s Four of a Kind Bar & Grill, where Trivia Night takes place every Wednesday evening. On Wednesday, September 24, at 7:00 PM, the popular Sheboygan bar at 811 Indiana Avenue will once again host a night of free trivia competition, laughs, and community fun. Hosted by America’s Pub Quiz, the event delivers a lively mix of general knowledge questions that cover everything from history and science to movies,…
Sheboygan County REKO Ring Pickup Connects Shoppers with Local Farmers
For those who value fresh, local food, the Sheboygan County REKO Ring has become a weekly tradition. On Wednesday, September 24, from 5:30 to 6:30 PM, the community food network hosts its weekly pickup at the Fleet Farm parking lot in Plymouth (3110 Eastern Avenue). The REKO Ring is a simple but powerful idea. Local farmers, bakers, and producers post their available items in a public Facebook group each week. Shoppers place their orders in advance, then meet at the…
SCIO Farmers Market Brings Fresh Produce and Local Goods to Fountain Park
Midweek shopping in Sheboygan gets a big boost from the SCIO Farmers Market, held at Fountain Park (1000 N. 8th Street, Sheboygan). On Wednesday, September 24, from 8:00 AM to 1:00 PM, the park transforms into a vibrant open-air marketplace filled with fresh food and handmade goods. Organized by the Sheboygan County Interfaith Organization (SCIO), the market connects local growers, bakers, and artisans directly with the community. Shoppers can expect everything from crisp apples and pumpkins to late-season sweet corn,…
Kingsbury Brewery History Night at 3 Sheeps Brewing Celebrates Local Legacy
Beer lovers and history buffs alike will want to be at 3 Sheeps Brewing Co. Taproom (1837 North Avenue, Sheboygan) on Tuesday, September 23, from 6:30 to 7:30 PM for a special Kingsbury Brewery History Night. The evening will be led by Bret Blizzard, a Kingsbury historian who has collected stories, memorabilia, and photos from the brewery’s storied past. Once one of Sheboygan’s most iconic brands, the Kingsbury Brewery was a source of local pride and a part of everyday…
Rent Smart Workshop Helps Sheboygan County Renters Build Confidence
Renting doesn’t have to be stressful. The UW-Extension Sheboygan County is offering a free online workshop, Rent Smart: Making Renting Easy, on Tuesday, September 23, from 9:00 to 10:00 AM via Zoom. This one-hour session is designed to give renters—and those preparing to rent—the tools they need to feel confident and informed. The program covers the basics every renter should know: understanding leases, handling security deposits, maintaining good communication with landlords, and knowing your rights and responsibilities. By breaking down…
Discovery Bird Walk at Kohler-Andrae Explores Fall Migration
Nature enthusiasts in Sheboygan County can enjoy a refreshing start to their Tuesday with a Discovery Bird Walk at Kohler-Andrae State Park. On Tuesday, September 23, from 8:00 to 10:00 AM, participants will meet at the park’s Visitor Center (1020 Beach Park Lane, Sheboygan) before setting out on a guided hike through the dunes and woodlands. The walk will be led by volunteer naturalists Janet and Andy Raddatz, who bring a wealth of knowledge about local habitats and migratory patterns….
Grant Writing Basics Workshop Helps Sheboygan County Residents Access Funding
Nonprofits, educators, and community leaders in Sheboygan County will have the chance to sharpen their skills at a free Grant Writing Basics workshop on Monday, September 22, from 6:00 to 8:00 PM. The session will be hosted online via Zoom by the UW-Extension Sheboygan County. Grant funding plays a vital role in supporting community projects, educational programs, and local initiatives. This workshop is designed to demystify the process for beginners while also offering valuable tips for those with some experience….
Sunday Funday Karaoke at Vreeke’s Bar Keeps the Weekend Alive
The weekend doesn’t have to end quietly in Sheboygan. At Vreeke’s Bar, Sunday night means karaoke and drink specials, making it the perfect way to close out your week with friends. On Sunday, September 21, starting at 9:00 PM, the neighborhood bar at 935 Michigan Avenue invites locals to grab the mic—or just sit back and enjoy the show. Karaoke at Vreeke’s has built a reputation for being laid-back and fun, with regulars and first-timers all welcome to join. The…
Finding Sheboygan Performance at Lakeland University Celebrates a Life of Impact
Sheboygan County residents are invited to experience a one-of-a-kind community performance on Sunday, September 21, at 2:30 PM, when The Live Forever Project presents Finding Sheboygan at Lakeland University’s Bradley Theatre (W3718 South Drive, Plymouth). This inspiring production tells the life story of Janet Ross, a beloved Sheboygan community leader, through multiple art forms. The performance blends acting, dance, music, and multimedia elements to paint a vivid portrait of her experiences and the impact she had on those around her….
MoonPool Performs Live on the Patio at Antonio’s in Plymouth
Kick back and enjoy a Sunday filled with music, food, and community at Antonio’s Sports Bar & Grille in Plymouth. On Sunday, September 21, at 2:00 PM, the local band MoonPool will perform live on the patio, bringing a fresh mix of rock and pop tunes to the heart of downtown Plymouth. MoonPool is known for their engaging sets that blend familiar hits with their own musical flair, creating an upbeat atmosphere perfect for a weekend afternoon. Their sound is…
Blue Moon Alley Brings Bluesy Rock to Rumors Roadhouse
If you’re looking for live music to cap off your Saturday, Rumors Roadhouse in Plymouth has you covered. On Saturday, September 20, at 7:00 PM, the local favorite Blue Moon Alley takes the stage for a night of classic rock and blues. Known for their energetic performances and soulful sound, Blue Moon Alley delivers a setlist packed with fan favorites. Their mix of blues-driven guitar riffs and classic rock hits guarantees a good time, whether you’re on the dance floor…
Jim “Wildman” Watson Classic Closes Out the Season at Plymouth Dirt Track
Sheboygan County’s racing season roars to a close with one of the year’s biggest events: the Jim “Wildman” Watson Classic at the Plymouth Dirt Track. On Saturday, September 20, gates open at 4:00 PM and the first green flag drops at 5:45 PM at the Sheboygan County Fairgrounds (229 Fairview Drive, Plymouth). This isn’t just another race night—it’s the season finale of the WABAM Dirt Kings Late Model Tour. Fans can expect high-stakes action as drivers battle for the tour…
Final Day of the Sheboygan County Parade of Homes Showcases Inspiration for Homeowners
The Sheboygan County Parade of Homes is wrapping up this weekend, and Saturday, September 20, is your last chance to explore the newest and most inspiring homes across the county. On Day 3, homes will be open from 10:00 AM to 4:00 PM, giving visitors more time to take in the craftsmanship and design on display. Spread throughout Sheboygan County, the Parade highlights both new builds and remodeled homes, offering ideas for anyone considering updates or dreaming of building a…
Elktoberfest Returns to Elkhart Lake with a Full Day of Food, Music, and Tradition
Raise your steins and get ready to celebrate—Elktoberfest is back in downtown Elkhart Lake on Saturday, September 20, from 9:00 AM to 9:00 PM. This annual Oktoberfest-style bash brings Bavarian flavor to Sheboygan County, filling the Village Square with food, drinks, music, and contests for the whole family. The day begins with the Wine & Beer Run 5K at 9:00 AM, where runners and walkers toast their finish with local craft beer or wine. As the morning continues, families can…
Elktoberfest Wine & Beer Run 5K Kicks Off the Festivities in Elkhart Lake
The best way to start a day of Oktoberfest celebrations? With a run—and a toast at the finish line. On Saturday, September 20, at 9:00 AM, downtown Elkhart Lake’s Village Square (41 E. Rhine Street) hosts the Elktoberfest Wine & Beer Run 5K, a fun event that blends fitness with festival cheer. This unique race welcomes runners and walkers alike to lace up their sneakers and enjoy a scenic route through Elkhart Lake. But the highlight comes at the end:…
Elkhart Lake Farmers & Artisans Market Fills the Village Square with Local Flavor
Start your Saturday with the sights, smells, and tastes of one of Sheboygan County’s most beloved markets: the Elkhart Lake Farmers & Artisans Market. On Saturday, September 20, from 8:00 AM to 12:00 PM, the Village Square in downtown Elkhart Lake (41 E. Rhine Street) comes alive with dozens of vendors and a festival-like atmosphere. This market is known for its variety. You’ll find farm-fresh produce, meats, cheeses, flowers, and local honey alongside handmade jewelry, crafts, and artwork. Every item…
Dance Night at Rumors Roadhouse Gets Sheboygan County Moving
End your week on a high note at Rumors Roadhouse in Plymouth with their lively Friday night series, “Getting You Moving.” On Friday, September 19, from 7:00 to 9:00 PM, the roadhouse transforms into a dance floor filled with energy, music, and community fun. The night is hosted by Tango En Fuego, a local dance group that knows how to get people out of their seats and onto the floor. Their mix of Latin beats and party favorites creates an…
Wayside Days at the Art Preserve Offers Music, Tours, and Community Fun
The John Michael Kohler Arts Center’s Art Preserve is keeping the creativity alive this fall with Wayside Days, a series of events designed to bring people together around art, performance, and community. On Friday, September 19, from 4:00 to 6:00 PM, visitors are invited to enjoy a unique blend of behind-the-scenes access, interactive music, and casual socializing. The evening begins with a special guided tour of the Art Preserve’s collection storage, offering a rare chance to peek behind the doors…
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