The Weekend Whassup for Friday, 9/18/2026 powered by Pleasant View Realty’s Rich Ryan! The Point keeps you connected to the top 16 things happening around Sheboygan this weekend! 

Habitat For Humanity Lakeside’s annual Rock The Block is today (Friday) in the End Park Neighborhood in Sheboygan. https://www.habitatlakeside.com/rocktheblock.html 

Wilson Elementary School’s Fall Fest is tonight (Friday) from 4-7. Brats, burgers, raffles, dunk tank, face painting, games and more! https://wilson.sheboygan.k12.wi.us/calendar 

There Is Hope Suicide Awareness Walk is an annual fundraiser and awareness event tomorrow (Saturday) from 9-Noon at Sheboygan’s South High School (because of rain). The walk, a brat fry, raffles, music and family-friendly activities. https://wxerfm.com/events/538680/ 

Elkhart Lake Celebrates their 5th Annual ElkToberFest tomorrow (Saturday) with a Stein social, polka bands, kids activities, a 5K and more!  https://www.elkhartlake.com/elktoberfest/ 

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/ 

The Sheboygan Kennel Club’s annual all-breed dog show takes place tomorrow (Saturday) and Sunday at the Fond du Lac County Fairgrounds. Free admission ($5 parking). https://www.fdlco.wi.gov/Home/Components/Calendar/Event/16310/32? 

The Sheboygan County Home Builders Association invites you to the 2026 Parade Of Homes through this weekend with eight awesome new homes to tour! https://schba.org/event?s=parade-of-homes-fall-2026-09-17 

Art On Wheels Vintage Weekend takes over Elkhart Lake’s Road America this weekend. Three days of racing fun with over 300 cars and 11 racing classes! Get up, close and personal with these awesome machines! https://www.roadamerica.com/art-wheels-vintage-weekend-vscda 

River Fest returns to Sheboygan’s Riverfront Drive tomorrow (Saturday) from 11–5 with live music, food trucks, vendors, and family fun. Enjoy kids’ entertainment, balloon art, U.S. Coast Guard boat tours, local businesses, and plenty of free waterfront fun for all ages! https://visitsheboygan.com/event/river-fest/882/ 

Celebrate Sheboygan’s sister cities at The Christopher Farm & Gardens this weekend with Japanese Kendo demonstrations, ramen, German music, games, and brats. All ticket proceeds directly support cross-cultural partnership exchange programs with our sister cities in Japan and Germany. https://www.christopherfarmandgardens.org/visit/events/a-journey-to-japan-sheboygan/ 

The Levitt AMP Sheboygan Music Series presents a free, outdoor Neosoul, Funk, and R&B event featuring live sets by Family Junket alongside the House of DOV dance ensemble tomorrow (Saturday) at 1pm at The Art Preserve. https://www.jmkac.org/event/levitt-amp-house-of-dov-circle-of-apathy-feat-family-junket/ 

Tomorrow (Saturday) is another Prairie Schooner Saturday at The Wade House Historic Site. See how travelers make their way west in the 1800s! https://wadehouse.wisconsinhistory.org/upcoming-events/ 

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  

Camp Anokijig's Laughter in the Woods is tomorrow (Saturday) night from 5-11. A casual, classy evening. Enjoy live music, gourmet dinner, great company, unique live and silent auctions, raffles, games and more! https://event.auctria.com/757922e8-051c-4d1d-9a95-7afe11557be7/ 

The St. Dominic Fall Festival is Sunday from 11:30-5. Food and raffles. Kids games, North High Drumline and the Gypsy Swing Chicks. https://wxerfm.com/events/568493/ 

Food trucks are back at Vollrath and Kiwanis parks Monday evenings from 4-8 through the summer! https://visitsheboygan.com/event/sheboygan-food-truck-mondays-2/2023-08-14/ 

The Weekend Whassup for Friday, 9/18/2026 powered by Pleasant View Realty&rsquo;s Rich Ryan! The Point keeps you connected to the top 16 things happening around Sheboygan this weekend!&nbsp;
Habitat For Humanity Lakeside&rsquo;s annual Rock The Block is today (Friday) in the End Park Neighborhood in Sheboygan. <a href="https://www.habitatlakeside.com/rocktheblock.html">https://www.habitatlakeside.com/rocktheblock.html</a>&nbsp;
Wilson Elementary School&rsquo;s Fall Fest is tonight (Friday) from 4-7. Brats, burgers, raffles, dunk tank, face painting, games and more! <a href="https://wilson.sheboygan.k12.wi.us/calendar">https://wilson.sheboygan.k12.wi.us/calendar</a>&nbsp;
There Is Hope Suicide Awareness Walk is an annual fundraiser and awareness event tomorrow (Saturday) from 9-Noon at Sheboygan&rsquo;s South High School (because of rain). The walk, a brat fry, raffles, music and family-friendly activities. <a href="https://wxerfm.com/events/538680/">https://wxerfm.com/events/538680/</a>&nbsp;
Elkhart Lake Celebrates their 5th Annual ElkToberFest tomorrow (Saturday) with a Stein social, polka bands, kids activities, a 5K and more!&nbsp; <a href="https://www.elkhartlake.com/elktoberfest/">https://www.elkhartlake.com/elktoberfest/</a>&nbsp;
The SCIO Farmer&rsquo;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.<a href="https://www.sheboygancountyinterfaith.org/farmers-market/"> https://www.sheboygancountyinterfaith.org/farmers-market/</a>&nbsp;
The Sheboygan Kennel Club&rsquo;s annual all-breed dog show takes place tomorrow (Saturday) and Sunday at the Fond du Lac County Fairgrounds. Free admission ($5 parking). <a href="https://www.fdlco.wi.gov/Home/Components/Calendar/Event/16310/32">https://www.fdlco.wi.gov/Home/Components/Calendar/Event/16310/32</a>?&nbsp;
The Sheboygan County Home Builders Association invites you to the 2026 Parade Of Homes through this weekend with eight awesome new homes to tour! <a href="https://schba.org/event?s=parade-of-homes-fall-2026-09-17">https://schba.org/event?s=parade-of-homes-fall-2026-09-17</a>&nbsp;
Art On Wheels Vintage Weekend takes over Elkhart Lake&rsquo;s Road America this weekend. Three days of racing fun with over 300 cars and 11 racing classes! Get up, close and personal with these awesome machines! <a href="https://www.roadamerica.com/art-wheels-vintage-weekend-vscda">https://www.roadamerica.com/art-wheels-vintage-weekend-vscda</a>&nbsp;
River Fest returns to Sheboygan&rsquo;s Riverfront Drive tomorrow (Saturday) from 11&ndash;5 with live music, food trucks, vendors, and family fun. Enjoy kids&rsquo; entertainment, balloon art, U.S. Coast Guard boat tours, local businesses, and plenty of free waterfront fun for all ages! <a href="https://visitsheboygan.com/event/river-fest/882/">https://visitsheboygan.com/event/river-fest/882/</a>&nbsp;
Celebrate Sheboygan&rsquo;s sister cities at The Christopher Farm &amp; Gardens this weekend with Japanese Kendo demonstrations, ramen, German music, games, and brats. All ticket proceeds directly support cross-cultural partnership exchange programs with our sister cities in Japan and Germany. <a href="https://www.christopherfarmandgardens.org/visit/events/a-journey-to-japan-sheboygan/">https://www.christopherfarmandgardens.org/visit/events/a-journey-to-japan-sheboygan/</a>&nbsp;
The Levitt AMP Sheboygan Music Series presents a free, outdoor Neosoul, Funk, and R&amp;B event featuring live sets by Family Junket alongside the House of DOV dance ensemble tomorrow (Saturday) at 1pm at The Art Preserve. <a href="https://www.jmkac.org/event/levitt-amp-house-of-dov-circle-of-apathy-feat-family-junket/">https://www.jmkac.org/event/levitt-amp-house-of-dov-circle-of-apathy-feat-family-junket/</a>&nbsp;
Tomorrow (Saturday) is another Prairie Schooner Saturday at The Wade House Historic Site. See how travelers make their way west in the 1800s<a href="https://www.facebook.com/events/2718203398372290/2718203405038956/">! </a><a href="https://wadehouse.wisconsinhistory.org/upcoming-events/">https://wadehouse.wisconsinhistory.org/upcoming-events/</a>&nbsp;
Elkhart Lake&rsquo;s Farmers &amp; 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! <a href="https://www.elkhartlakechamber.com/farmers-market">https://www.elkhartlakechamber.com/farmers-market</a>&nbsp;&nbsp;
Camp Anokijig's Laughter in the Woods is tomorrow (Saturday) night from 5-11. A casual, classy evening. Enjoy live music, gourmet dinner, great company, unique live and silent auctions, raffles, games and more! <a href="https://event.auctria.com/757922e8-051c-4d1d-9a95-7afe11557be7/">https://event.auctria.com/757922e8-051c-4d1d-9a95-7afe11557be7/</a>&nbsp;
The St. Dominic Fall Festival is Sunday from 11:30-5. Food and raffles. Kids games, North High Drumline and the Gypsy Swing Chicks. <a href="https://wxerfm.com/events/568493/">https://wxerfm.com/events/568493/</a>&nbsp;
Food trucks are back at Vollrath and Kiwanis parks Monday evenings from 4-8 through the summer! <a href="https://visitsheboygan.com/event/sheboygan-food-truck-mondays-2/2023-08-14/">https://visitsheboygan.com/event/sheboygan-food-truck-mondays-2/2023-08-14/</a>&nbsp;

What's happening in and around Sheboygan this weekend? The Point keeps you connected to your community with the WEEKEND WHASSUP!?!?!