Inaugural 8th Street Thrift Crawl to Connect Five Sheboygan Resale Shops October 10
Five Sheboygan resale businesses will join the inaugural 8th Street Thrift Crawl on October 10, with gift-card prizes for shoppers who visit all five.
Events
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Flora Fields Opens in Kohler With Corn Maze, Sunflowers and Fall Family Activities
Flora Fields opens Friday, September 4, at 1271 Highland Drive in Kohler, offering a nine-acre corn maze, sunflowers, seasonal food and fall activities through November 1.
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Fall Wine Walk Tickets Go on Sale September 24 in Downtown Sheboygan
Harbor Centre’s Fall Wine Walk is planned for October 24 across Downtown Sheboygan, the Riverfront and South Pier, with tickets set for release September 24.
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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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Sheboygan Astronomical Society Plans Maywood Stargazing Session August 22
A free public telescope session is planned for Saturday, August 22, at Maywood Environmental Park in Sheboygan, with Moon, galaxy and nebula targets.
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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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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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Fairyfolk Festival Runs August 4–9 at Bookworm Gardens in Sheboygan
Bookworm Gardens’ Fairyfolk Festival runs Tuesday, August 4, through Sunday, August 9, with daily activities, family admission pricing, and rain-or-shine plans.
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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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Sheboygan County weekend picks for May 23-25, 2026
Plan Memorial Day weekend in Sheboygan County with an Elkhart Lake market, Mead Public Library programs, Kohler stops, and Monday’s parade.
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