Thursday, July 23, 2026: Free Levitt AMP concert at City Green
City Green (710 New York Ave) hosts a FREE Levitt AMP concert Thu., July 23: Insun Park & Generals, 6–8:30 p.m., headliner 7 p.m. Art + food trucks.
Downtown Sheboygan
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Midsummer Festival of the Arts Returns July 18–19 at John Michael Kohler Arts Center and City Green
Free Midsummer Festival of the Arts runs Saturday, July 18 and Sunday, July 19, 2026 in Downtown Sheboygan—100+ juried artists, music, and hands-on art.
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Thursday, July 9: Levitt AMP concert at City Green features Alicia Blue
Thursday, July 9: Free Levitt AMP at City Green (710 New York Ave) brings Alicia Blue. Grounds open 5:30 p.m.; music 6–8:30; art + food trucks.
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Sheboygan’s Downtown 925 sets June 18 hometown send-off for The DOORKNOBS
Downtown 925 will host a free, all-ages send-off for The DOORKNOBS from 7 to 9 p.m. on June 18, giving Sheboygan families a weekday music plan before Summerfest.
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Sheboygan’s Family Fun Fest returns June 13 at Fountain Park
Family Fun Fest returns Saturday, June 13, at Fountain Park in downtown Sheboygan with free activities, games and local resource booths.
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Sheboygan’s Route 40 Harbor Centre Trolley Returns June 15 for Summer Service
Route 40 resumes June 15 and runs through August 29 with weekday and Saturday service, a $1 day pass, and summer trips downtown and to the lakefront.
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Downtown Sheboygan’s 8th Streatery returns June 9 with Tuesday nights through August 11
Downtown Sheboygan’s 8th Streatery returns Tuesday, June 9, with weekly 5 to 8 p.m. in-street dining and live music in downtown Sheboygan through August 11.
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City of Sheboygan parklet returns to St. Clair Avenue through Oct. 31
The Uptown Parklet is back on St. Clair Avenue in downtown Sheboygan, with seating, landscaping and a pedestrian space on the block through Oct. 31.
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Downtown 925 and The Pelican Room Add New Downtown Sheboygan Experiences
Downtown 925 and The Pelican Room in downtown Sheboygan announced new self-serve beverage stations, martini punch cards, local art, and live music plans.
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Downtown 925 opens reimagined Pelican Room lounge in Sheboygan
Downtown 925 announced April 2 that its Pelican Room in Sheboygan has been reimagined as a more casual lounge, giving residents and visitors another relaxed downtown option for drinks, small bites, and informal get-togethers.
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The GameBoard Named 2026 Retailer of the Year by Sheboygan County Chamber
The GameBoard in downtown Sheboygan has been named the 2026 Retailer of the Year by the Chamber, recognizing its impact on community and connection.
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Spring Break Creativity Week at Mead Library: PEEPS Dioramas, RPG Sampler, and Hands-On Art for Sheboygan Families
With local spring break underway March 22–28, 2026, Mead Public Library in downtown Sheboygan is offering creative, low-cost activities for kids, teens, and adults—from the PEEPS Diorama Contest (through April 2) to Kids on Canvas, Stickerpalooza, and a Roll & Create RPG sampler.
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