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, 2026-07-07 17:00 - 20:00 (America/Chicago) | 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

Elkhart Lake's Farmers & Artisans Market
2026-06-13 08:00 - 12:00, 2026-06-20 08:00 - 12:00, 2026-06-27 08:00 - 12:00, 2026-07-04 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.

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!

Elkhart Lake Fireman's Picnic
2026-07-03 17:00 - 23:00, 2026-07-05 11:30 - 17:00 | Elkhart Lake Fireman’s Park, 411 S Lake Street, Elkhart Lake, WI, 53020, United States
Join Elkhart Lake’s Fire Department in celebrating the 4th of July at their annual picnic. Enjoy the festivities on Friday evening and Sunday afternoon. See the event schedule below for more details!
Friday, July 3rd
Come out to support the Elkhart Lake Fire Department at the Annual Fireman’s Picnic and enjoy food, drinks, and live music.
Fireworks at Dusk (9pm)
5-7pm | Live Music by Ebert’s Dancing Machine
7:30-11pm | Live Music by Sons of Sconnie
Sunday, July 5th | Following the Parade to 5pm

Come out to support the Elkhart Lake Fire Department at the Annual Fireman’s Picnic and enjoy food, drinks, and live music.
Fireman’s Parade at 11:30am in downtown Elkhart Lake
Following the Parade | 5th Quarter Show by the Badger Band
1:30 to 5pm | Live Music by Rebel Grace

Elkhart Lake Fireman's Fireworks
2026-07-03 21:00 - 22:00 | Elkhart Lake Fireman’s Park, 411 S Lake Street, Elkhart Lake, WI, 53020, United States
The Elkhart Lake Fireman’s 4th of July fireworks in Elkhart Lake will be on Friday, July 3rd, 2026 at dusk. Grab a chair and a spot on the lakefront to watch the amazing fireworks display!
Organized and sponsored by the Elkhart Lake Fire Department.

Venetian Boat Parade
2026-07-03 21:00 - 22:30 | Sheboygan Riverfront, Riverfront Drive & South Pier Drive, Sheboygan, WI, 53081, United States
Join in the festivities along the Riverfront for the viewing of the annual boat parade. Decked out in lights, the boat parade kicks of the Independence Day celebration!
Starts at dusk along the Sheboygan Riverfront – sponsored by the Sheboygan Yacht Club

Freedom Fest
2026-07-04 09:00 - 22:00 | Downtown Sheboygan, 8th Street, Sheboygan, WI, 53081
The City of Sheboygan Presents their Annual Independence Day Celebration:
Sheboygan Y Freedom Run – 7:30 am: start at the Sheboygan YMCA
Independence Day Parade 9 am: North 8th Street & Center Avenue to Michigan Avenue to Broughton Drive Sponsored by UMB Bank

Music in the Park: directly after the parade at Fountain Park, provided by the Sheboygan Theatre Company
Freedom Fest – Music, Food Trucks, and Fun: Noon – 10 pm at Deland Park, Sponsored by Plenco
Music lineup:
12:00 pm: Unfiltered
2:30 pm: Bowser
5:00 pm: Drugstore Cowboys
7:30 pm: Fine Line
Festival Fireworks 9:30 pm: lakefront near South Pier Sponsored by Festival Foods

Elkhart Lake Fireman's 4th of July Parade
2026-07-05 11:30 - 13:30 | Elkhart Lake, 41 E Rhine Street, Elklhart Lake, WI, 53020, United States
Elkhart Lake Fire Department’s Annual 4th of July Parade is on Sunday, July 5th at 11:30AM. Starting on East Street by Siebkens Resort, the parade will make its way to Fireman’s Park. After the parade, head over to Fireman’s Park for food, drinks, and live music.
