The Weekend Whassup for Friday, 8/7/2026 keeping you connected to the top 14 things happening around Sheboygan! The Sheboygan Area Weekend Wassup is powered by Pleasant View Realty’s Dan Carran (Care-an)! 

Cruise & Brews is tonight (Friday) in Downtown Sheboygan featuring over 75 cars and power boats! There will be great music all night long, over 25 food trucks, merchandise, refreshments and fun for the whole family! https://www.facebook.com/photo/?fbid=1355750743333568&set=a.185429677032353 

Hog Fest is back tonight (Friday) from 4-9 at Veterans Park in Oostburg! Food, fun and activities! Vendors, live music and kids zone! https://oostburgchamber.com/event/hoggfest-2026/  

“Mill Street Live” is celebrating its 18th year as The Plymouth Arts Center’s premier summer musical series! 90 minutes of music from the past seven decades tonight (Friday) at 7:30! https://www.plymoutharts.org/Event.php?s=mill-street-live-2026-06-19-2026 

The first weekend of the Wisconsin State Fair takes over the fairgrounds in West Allis this weekend. Nelly headlines the main grandstand stage TONIGHT (Friday). https://wxerfm.com/events/550846/ 

The Fairyfolk Festival is in full swing at Sheboygan’s Bookworm Gardens this weekend. Fun for families continues through this weekend! https://www.bookwormgardens.org/fairyfolk-festival

The Kiel Community Picnic is this weekend in Kiel. Vendors, live music, food, a parade and more! https://www.facebook.com/KielCommunityPicnic/ 

The SCIO Farmer’s Market is tomorrow (Saturday)! The market makes fresh, native produce and products available directly from farmers to residents every Wednesday and Saturday from 8-1 in Fountain Park in Downtown Sheboygan. https://www.sheboygancountyinterfaith.org/farmers-market/ 

Sheboygan Community Recreation Department hosts Back To Basics, a free school supplies giveaway with the Sheboygan Optimist Club, tomorrow (Saturday) from 8-10am at Longfellow Elementary in Sheboygan. https://rec.sheboygan.k12.wi.us/programs/back-to-school-basics 

The 2nd Annual Great American RC Crawl presented by: NSDRC is this weekend at Elkhart Lake’s Road America. RC Racing Action at America’s National Park Of Speed! https://www.facebook.com/events/791654446614283 

The Shoreline Striders Running Club presents the Old Plank Sunset Half Marathon from Quit Qui Oc Athletic Complex in Plymouth to The Sports Core in Kohler. The race begins at 6pm tomorrow (Saturday) night! https://runsignup.com/Race/WI/Kohler/OldPlank 

Beach, Bites N' Brews is both days this weekend at King Park. Food trucks, live music and more fun than any motorboatin’ could ever be! https://www.facebook.com/events/1703204390786579  

Plymouth Dirt Track Racing lets the dirt fly tomorrow (Saturday) night at the fairgrounds in Plymouth! Gates at 4:30! This week is the kids coin and candy drop and coloring contest! Weather permitting! http://www.plymouthdtr.com/schedule.html 

Elkhart Lake’s Farmers & Artisans Market in the Village Square is a Saturday morning tradition. Pick up fresh seasonal vegetables, flowers, cheese and specialty products from approximately 50 vendors! https://www.elkhartlakechamber.com/farmers-market  

Food trucks are back at Vollrath and Kiwanis parks Monday evenings from 4-8 through the summer! https://visitsheboygan.com/event/food-truck-mondays/57/