Things to Do in Sheboygan County This Week (Aug 27 – Sep 2, 2025)
Labor Day weekend means it’s time for the Sheboygan County Fair in Plymouth, plus a lineup of living-history reenactments, nature programs, ghost tours, and local markets. Here’s your full week guide.
Sheboygan County Fair (Aug 28 – Sep 1, Plymouth)
The Fair is the centerpiece of Labor Day weekend, with five full days of rides, animals, food, and grandstand shows.
Tickets & Admission
Daily Admission: Adults $10; Youth (10–14) $5; 9 & under free.
Season Pass: $60 with parking, $40 without parking.
Parking: $5 per vehicle.
Buy tickets online: Sheboygan County Fair Tickets
Grandstand Entertainment
- Saturday, Aug 30 – Country headliner Cooper Alan (Thomas Mac opens at 7:00 p.m., Cooper Alan follows). VIP Trackside $30; Grandstand $20.
- Sunday, Aug 31 – Extreme Bull Riding & Barrel Racing at 6:00 p.m. VIP $35; Adults $15; Ages 6–11 $5; 5 & under free.
- Monday, Sep 1 – Demolition Derby at 12:00 p.m. Adults $15; Youth $5; 5 & under free.
Ride Wristbands
- Thu: 5:00–9:00 p.m., $30
- Fri: 5:00–10:00 p.m., $35 (Kids Day tickets 1:00–5:00 p.m. are $2 each)
- Sat: 11:00 a.m.–4:00 p.m., $40
- Sun: No wristbands available
- Mon: 11:00 a.m.–4:00 p.m., $40
(Note: Wristbands not valid on Gravity Storm or Bumper Cars.)
Music Spotlight
Cooper Alan is a country artist known for high-energy performances and singalong favorites, bringing a Nashville vibe to Plymouth.
Plank Road Rendezvous (Aug 29 – 31, Sheboygan County Museum)
Step back in time at Taylor Park with this annual living-history event focused on Wisconsin’s fur-trade era (1750–1840). Visitors will find reenactors in period dress, demonstrations like black-powder shooting and knife throwing, trading posts, and family-friendly hands-on activities.
Hours
- Fri & Sat: 10:00 a.m.–5:00 p.m.
- Sun: 10:00 a.m.–1:00 p.m.
Admission
Adults $10; Seniors (62+) $7; Youth (6–17) $5; Kids under 5 free. Museum members admitted free.
Nature Saturday at Kohler-Andrae (Sat, Aug 30)
Friends of Kohler-Andrae and Wisconsin DNR naturalists are offering a full day of outdoor education. A Wisconsin State Park admission sticker is required.
- Insect Safari & Monarch Tagging (9:00–10:30 a.m.) – A guided bug hunt and monarch research activity. Meet at the Old Gate near the campground.
- Pie-Iron Cooking Demo (11:00 a.m.–12:30 p.m.) – Learn to cook campfire pies with the “Pudgy Pie Guy” at the Amphitheater.
- Walk, Talk, Eat & Dance Like a Sandhill Crane (6:00–7:30 p.m.) – Discover crane behavior through interactive fun at the Amphitheater.
- Universe in the Park (8:00–10:00 p.m.) – Evening astronomy talk and telescope viewing at the Sanderling Nature Center.
Ghost Tours: “Specters of the Spotlight” (Sat, Aug 30)
The historic Weill Center in downtown Sheboygan opens its doors for a behind-the-scenes paranormal tour. Learn about unexplained happenings in one of the city’s landmark theaters.
Details
- Saturdays through late September
- 6:30–8:00 p.m.
- $20 + fees per person
- Tours last 90 minutes; preregistration required at least 24 hours in advance
- Note: The building is historic; some areas are not ADA accessible
Road America: PCA Chicago Region (Aug 29 – Sep 1)
Elkhart Lake’s Road America hosts the PCA Chicago Region’s TRAC weekend, featuring Porsche Club racing and driver education sessions on the 4-Mile. Expect track activity daily from about 8:00 a.m.–5:00 p.m. Spectator access varies, so call ahead if you’re planning to attend. Family-friendly grounds make it an easy day trip paired with fair visits.
Farmers Markets
- Sheboygan (Fountain Park): Wed, Aug 27 & Sat, Aug 30, 8:00 a.m.–1:00 p.m.
- Plymouth (Stayer Park): Thu, Aug 28, 3:00–6:00 p.m.
- Elkhart Lake (Village Square): Sat, Aug 30, 8:00 a.m.–12:00 p.m.
Daily Highlights
Wed, Aug 27
Sheboygan Farmers Market (Fountain Park, 8–1)
3 Sheeps Brewing hosts Harvest Street Food Truck (4–8 p.m.)
Sheboygan Falls Summer Concert Series finale with II Cool (River Park, food trucks 5 p.m., music 6 p.m.)
Thu, Aug 28
Sheboygan County Fair opens
Plymouth Farmers Market (Stayer Park, 3–6 p.m.)
Fri, Aug 29
Plank Road Rendezvous (10–5)
Road America PCA Chicago Region begins
Sat, Aug 30
Sheboygan Farmers Market (8–1)
Plank Road Rendezvous (10–5)
Kohler-Andrae Nature Programs all day
Ghost Tour at Weill Center (6:30–8:00 p.m.)
Cooper Alan concert at Sheboygan County Fair
Sun, Aug 31
Plank Road Rendezvous (10–1, final day)
Bull Riding & Barrel Racing at the Fair grandstand
Mon, Sep 1 (Labor Day)
Demolition Derby at the Fair (12:00 p.m.)
Food Truck Mondays at Vollrath & Kiwanis Parks (4–8 p.m.)
Bookworm Gardens closed for the holiday
Tue, Sep 2
JMKAC & the Art Preserve open, 10:00 a.m.–5:00 p.m.
Ongoing Picks
- Bookworm Gardens: Open daily 9:00 a.m.–5:00 p.m. through Aug 31 (closed Sep 1).
- John Michael Kohler Arts Center & Art Preserve: Free admission.
- Kohler Design Center: Free admission; tours available select mornings.
- Acuity Flagpole: Tallest flagpole in North America.
- Beaches at Deland Park & North Beach: Check Visit Sheboygan’s Surf Report for lake conditions.
- Harbor Centre Marina: Riverfront strolls, sunsets, and boat-watching.
This week in Sheboygan County is packed — from the roar of bulls and derby cars at the Fair to the quiet spectacle of cranes and constellations at Kohler-Andrae. Whether you’re after history, music, food, or family fun, you’ve got plenty to choose from.
