Visit Sheboygan County

Driftless Revelers & Davey and The Midnights (Live Music)
2026-05-22 19:00 - 22:00 (America/Chicago) | 3 Sheeps Brewing Company, 1837 North Avenue, Sheboygan, WI, 53081, United States
Davey & the Midnights & the Driftless Revelers are rolling into Sheboygan, WI. for a night of unconventional country music, rock & roll, and freak folk from Indiana and Eau Claire, Wisconsin. Come for some beers, stay for the music and good vibes.

Elkhart Lake's Farmers & Artisans Market
2026-05-23 08:00 - 12:00, 2026-05-30 08:00 - 12:00, 2026-06-06 08:00 - 12:00, 2026-06-13 08:00 - 12:00, 2026-06-20 08:00 - 12:00, 2026-06-27 08:00 - 12:00 | Elkhart Lake, 41 E Rhine Street, Elklhart Lake, WI, 53020, United States
Elkhart Lake’s Farmers & Artisans Market in the Village Square is a Saturday morning tradition. Pick up fresh seasonal vegetables, flowers, cheeses, local arts and specialty products from approximately 50 vendors. Every item sold is produced locally in the state of Wisconsin by the person right behind the stand! Grab your reusable grocery bags and head to the square every Saturday morning.

Sheboygan Memorial Day Parade
2026-05-25 09:00 - 12:00 | Downtown Sheboygan, 8th Street, Sheboygan, WI, 53081
Sheboygan’s Memorial Day celebration is a collaboration between United States Veterans and active-duty personnel, the City of Sheboygan, the Sheboygan County Veterans Service Office and Launch: Lakeland Student-Run Businesses. Kohler Credit Union is sponsoring the parade. The parade will be held on Monday, May 25, 2026, in downtown Sheboygan starting at 9:00 am with a ceremony to follow at Fountain Park.
Parade info:

The parade route starts at 7th Street & Center Avenue, goes north on 7th Street to Michigan Avenue, goes west on Michigan to 9th Street, goes south on 9th Street, and ends at Fountain Park

Ceremony info:

Begins immediately after the parade at Fountain Park
Tributes to veterans and active-duty men and women

Brat Fry info:

Begins immediately after the parade at Fountain Park
100% of proceeds will go to the Military and Youth Foundation and Marine Corps League.

MotoAmerica Superbikes & Vintage MotoFest
2026-05-29 - 2026-05-31 | Road America, N7390 HWY 67, Elkhart Lake, WI, 53020, United States
MotoAmerica Superbike races are returning to America’s National Park of Speed on May 29-31, 2026. Enjoy qualifying on Friday and all-day racing Saturday & Sunday. Five classes of road racing will compete, including Superbike, Motovation Supersport, Parts Unlimited Talent Cup by Motul, Mission King Of The Baggers, and SC-Project Twins Cup. Meet the riders in our open race paddock! Camping, VIP, and Fan Lap packages are available. Saturday, May 30th, features Vintage MotoFest, which includes a ride-in bike show and competition, live bands, and stunt shows.
On Friday night, May 29th, fans can check out the Dairyland Classic Flat Track Races at the Plymouth Fairgrounds. A FREE shuttle will be available at 5 p.m. at Gate 4 to transport campers and fans to and from the Plymouth Fairgrounds.
Vintage MotoFest
A highlight of the MotoAmerica Superbike weekend is Road America’s Vintage MotoFest presented by Revolution Performance on Saturday, May 30th. Regarded as the premier Wisconsin ride-in vintage motorcycle show and party featuring an eclectic mix of Euro, Japanese, and American vintage motorcycles. All makes and models are welcome! Enter your motorcycle upon arrival Saturday morning between 9-11AM.

3 Sheeps 14th Anniversary Party
2026-05-30 11:00 - 23:00 | 3 Sheeps Brewing Company, 1837 North Avenue, Sheboygan, WI, 53081, United States
It all started with a few beers, a big idea, and some space in the corner of an old sock factory. Fourteen years later, we’re still here—brewing beer we love, surrounded by people we’re grateful for every single day.
And that calls for a party!
Join us at the taproom as we celebrate 14 years of 3 Sheeps. We’ll be pouring, celebrating, and raising a glass to the community that made it all possible. Here’s what you can expect:
· Live music all day
· Vintage barrel-aged bottle sales
· Food vendors
· Plenty of good beer and great company!
Whether you’ve been with us since day one or just discovered your new favorite pint, we’d love to celebrate with you!

WeatherTech Chicago Region SCCA June Sprints
2026-06-05 - 2026-06-07 | Road America, N7390 HWY 67, Elkhart Lake, WI, 53020, United States
The 71st running of the WeatherTech® Chicago Region June Sprints® returns to Road America June 5–7, 2026. This event, part of the SCCA Majors Tour, and our longest-running event, delivers a weekend packed with high-speed excitement, fierce competition, and incredible value.
Back by popular demand, the two-race weekend format brings fans double the racing action and gives drivers across all eligible classes a chance to battle it out on Road America’s legendary four-mile circuit. From the thrill of the grid to the energy of the paddock, every moment captures what makes grassroots racing unforgettable.
Whether you’re a long-time fan or a first-time visitor, the June Sprints® offer the perfect blend of tradition, adrenaline, and summer fun. Bring your family, friends, and racing spirit, and be part of one of the most storied events in motorsports history.
With Road America’s park-like setting, trackside viewing, up-close access to drivers and teams, and legendary cuisine appealing to drivers and fans alike, it’s no wonder the June Sprints remains one of the nation’s premier amateur sports car racing events.

8th Streatery
2026-06-09 17:00 - 20:00, 2026-06-16 17:00 - 20:00, 2026-06-23 17:00 - 20:00, 2026-06-30 17:00 - 20:00 | Downtown Sheboygan, 8th Street, Sheboygan, WI, 53081
8th Streatery is a lively weekly outdoor dining experience that transforms 8th Street into a vibrant, in-street destination in the heart of downtown Sheboygan. This popular community event brings residents and visitors together to enjoy great food, local businesses, and the energetic atmosphere of downtown. Guests can explore a unique, multi-restaurant dining experience while soaking in live music, social energy, and the charm of the district. 8th Streatery is the perfect way to gather with friends and neighbors, support local restaurants, and savor the best of Sheboygan’s culinary scene—right in the street.
Tuesdays June 9-August 11, 2026
8th Street and Pennsylvania Avenue in Sheboygan

Historic Church Architecture of Sheboygan Walking Tour
2026-06-13 13:00 - 15:15 | WI
Experience an architectural walking tour led by Erin Brehmer in collaboration with St. Spyridon Greek Orthodox, Jake’s Café: A Lakeland Community (formerly First Baptist), St. Clement Catholic, Hope Reformed, Grace Episcopal, and St. Luke’s United Methodist. Discover a variety of Sheboygan’s distinguishing architectural features and hear about how it affects some congregations today.
Register at the Museum or online at bit.ly/registerthesheb, $15 for members or $20 for the public.

INDYCAR XPEL Grand Prix Presented by AMR
2026-06-18 - 2026-06-21 | Road America, N7390 HWY 67, Elkhart Lake, WI, 53020, United States
The XPEL INDYCAR Grand Prix presented by AMR takes center stage at Road America, as an international lineup of drivers will have their chance to battle it out for glory on one of the world’s most majestic road courses.
The INDYCAR SERIES is North America’s premier open-wheel series, with athletes representing over 11 countries worldwide. The diverse schedule is made up of superspeedways, short ovals, road courses, and street courses that put athletes’ physical and mental strength to the test, reaching speeds up to 200 mph.
The weekend schedule at Road America will also be bolstered by the junior development series’, including Radical Cup North America, the INDY NXT Series presented by Firestone, the USF Pro 2000 series, and the USF 2000 series, of which many drivers of the INDYCAR SERIES are graduates.

Summer Solstice Street Music Festival
2026-06-19 17:00 - 22:00, 2026-06-20 17:00 - 22:00, 2026-06-21 17:00 - 22:00 | Craft30, 908 Michigan Ave, Sheboygan, WI, 53081, United States
Live music fills the street for this three day music festival!

Maywood Presents: Walk On the Wild Side
2026-06-20 09:00 - 12:30 | Maywood Environmental Park, 3615 Mueller Rd, Sheboygan, WI, 53083, United States
Support Maywood this June as we Walk on the Wild Side. Enjoy a 3-mile trail walk at the park. A shorter prairie loop will also be available.
NEW for 2026- Open Door Bird Sanctuary (ODBS) will be at the event for a program and meet-and-greet with live birds!
Virtual options available for those not able to attend the June 20th trail walk.
Splish Splash!
There is no bad weather – only bad clothing. The walk will run rain or shine. In the case of thunderstorms, we may opt to delay the start or shorten the event for the safety of everyone.

Price:
$10 Members ,
$15 General Public (18+)
$5 Kids 4-17

Wings & Wheels
2026-06-21 07:00 - 16:00 | Aviation Heritage Center of Wisconsin, N6191 Resource Dr, Sheboygan Falls, WI, 53085, United States
For over 30 years, EAA Chapter 766 members and volunteers have been sponsoring an annual Wings & Wheels event on Father’s Day at the Sheboygan County Memorial Airport. The event begins with an (all you can eat pancakes) breakfast beginning at 7 am followed by a variety of food trucks serving through the day until 4 pm. The admission is free for the public and has a variety of attractions including Airplane Rides, Classic Car and Tractor Displays, Model Trains, Antique Wooden Boats and “Rockets for Schools”.

Levitt AMP: Lindsay Lou
2026-06-25 18:00 - 20:30 | City Green, Corner of New York Ave & 7th St, Sheboygan, WI, 53081, United States
Music from 6:00–8:30 p.m.
Free, family friendly
7:00 p.m.
Headliner: Lindsay Lou
Bluegrass/Folk/Americana
Gather with friends and neighbors on Sheboygan’s City Green for free live music! Enjoy art-making activities for all ages, a lineup of local food trucks, and a beverage tent.
Let the music move you!

Cheese Capital Cup Featuring Trans Am SpeedTour
2026-06-26 - 2026-06-28 | Road America, N7390 HWY 67, Elkhart Lake, WI, 53020, United States
The Trans Am Series presented by Pirelli dates back to 1966. Throughout the years, some of the greatest names in motorsports have participated in the Trans Am Series. Names like Tommy Kendall, Mark Donohue, Peter Gregg, Bob Tullius and Wally Dallenbach, Jr. have all won multiple championships under the Trans Am name.
Several distinct classes take center stage in today’s Trans Am Series as it is positioned to power into the future. Trans Am grids are populated by Mustangs, Camaros, Challengers and Corvettes— a massive dose of pure Americana. A Trans Am Series race is 100 miles in length, and does not require a mandatory pit stop for fueling, tires or driver changes. As a sprint, it is driver versus driver, and that means its flat out racing from start to finish. Learn more about Trans Am.
For 2026, the Cheese Capital Cup continues its high-horsepower parade into nearby Plymouth featuring race cars from the Trans Am Series. On Friday evening, June 26, the parade will roar to life as these powerful machines depart Road America’s Gate 6 at 5:45 PM, escorted by Plymouth Police Department, arriving at Stayer Park in nearby Plymouth, Wisconsin by 6 PM during the Plymouth Cheese Capital Festival. Fans will have an exclusive opportunity to see the cars up close, meet the drivers, and soak in the excitement before engines fire up again at 8 PM for the return trip.

Greek Fest
2026-06-26 17:00 - 20:00, 2026-06-27 11:00 - 17:00, 2026-06-28 11:00 - 17:00 | Deland Park, 715 Broughton Drive, Sheboygan, WI, 53081, United States
Annual Greek Festival. Authentic Greek food, costumed Greek dancing, and family friendly.
June 26th 5pm – 8pm
June 27th 11am – 8pm
June 28th 11am – 6pm

Cheese Capital Festival
2026-06-26 17:00 - 22:00, 2026-06-27 10:00 - 22:00 | Stayer Park, 39 S Stafford Street, Plymouth, Wisconsin, 53073
Calling all cheese lovers! Don’t miss the 4th Annual Cheese Capital Festival in Plymouth, WI, the Cheese Capital of the World! Join us on June 26th and 27th for an unforgettable weekend filled with cheesy delights and fun-filled activities.
*Returning this Year,* a Road America Trans Am SpeedTour Car Procession on Friday night! Also, enjoy a cheese-themed parade, live music, a cheese eating contest, and a foam cheese wedge race in the Mullet River, with a chance to win a grand prize of $1,000. Indulge in a mouthwatering array of cheese-centric food from our vendors. Bring the kids for FREE family fun! Face painting, a petting zoo, along with free milk and dairy promotional materials, and a farm themed playground await!
Don’t miss this opportunity to immerse yourself in the Cheese Capital of the World and celebrate the dairy delicacy that makes Plymouth famous. Join us at the Cheese Capital Festival for two days of foodie fun!

Levitt AMP: Hot Like Mars
2026-07-02 18:00 - 20:00 | City Green, Corner of New York Ave & 7th St, Sheboygan, WI, 53081, United States
Music from 6:00–8:30 p.m.
Free, family friendly
7:00 p.m.
Headliner: Hot Like Mars
Soul/Funk/”High-Octane Dance Music”
Gather with friends and neighbors on Sheboygan’s City Green for free live music! Enjoy art-making activities for all ages, a lineup of local food trucks, and a beverage tent.
Let the music move you!
