Art on Wheels Vintage Weekend Brings Nearly 300 Cars to Road America September 18–20
Art on Wheels Vintage Weekend comes to Road America September 18–20 with nearly 300 historic race cars, open paddock access, family activities, and tickets.
Visit Sheboygan
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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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Sheboygan’s JMKAC Ranked No. 6 on ARTnews U.S. Museum List
The John Michael Kohler Arts Center in Sheboygan earned the No. 6 spot on ARTnews’ list of the 30 Best Art Museums in the United States.
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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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Art in the Gardens Exhibit Opens August 21 at Sheboygan Visual Artists
Sheboygan Visual Artists will host an August 21 reception for artwork from Plein Air: Art in the Gardens. The exhibit continues through September 19.
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Road America to Host August 18 Street Legal Drags in Town of Plymouth
Road America will host Street Legal Drags Tuesday, August 18, with day-of racer registration at the main gate and $15 spectator admission.
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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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GT World Challenge America Returns to Road America in Plymouth August 28-30
Road America in Plymouth will host GT World Challenge America August 28-30, with six racing series, family admission options and on-site camping.
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Road America’s Six-Hour IMSA Race Sets Sunday Schedule Near Plymouth
Road America’s new six-hour IMSA race reaches its main event Sunday, August 2, with a 10:40 a.m. start, family activities and camping access.
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Friday, July 4: City of Sheboygan Freedom Fest brings downtown parade, run, music and fireworks
Sheboygan’s Friday, July 4 plan includes the 7:30 a.m. Freedom Run, 9 a.m. parade, Deland Park festivities, and 9:30 p.m. fireworks.
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Walk on the Wild Side at Maywood June 20
Support Maywood Environmental Park with a three-mile habitat walk, shorter prairie loop and live-bird program on June 20.
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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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Saturday, June 13: Sheboygan church-architecture tour starts at St. Spyridon
Sheboygan County Museum’s June 13 walking tour offers a low-cost Saturday plan from 1 to 3:15 p.m., starting at St. Spyridon on South 10th Street.
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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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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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Marsh Park Campground in Town of Sheboygan Opens for 2026 Season This Week
Camping season is officially underway in Sheboygan County as Marsh Park Campground in the Town of Sheboygan opens for 2026, with reservations now available for spring and summer stays.
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Downtown 925’s reimagined Pelican Room is now open in Sheboygan
Downtown 925 announced April 2 that its reimagined Pelican Room is now open in Sheboygan, giving residents and visitors a refreshed downtown lounge option for casual drinks and small-group meetups.
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Free Sheboygan Symphony woodwind concert set for Sunday at the Waelderhaus in Kohler
A free Sheboygan Symphony Orchestra woodwind quintet performance is scheduled for 2 p.m. Sunday, April 19, at the Waelderhaus in Kohler, giving Sheboygan County families and visitors an easy local arts option for the weekend.
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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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