Cheese Capital Festival
2026-06-27 10:00 - 22:00 (America/Chicago) | 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!

Mill Street Festival
2026-07-11 09:00 - 16:00 | Downtown Plymouth
Plan to bring the whole family to downtown Plymouth for the annual Mill Street Festival. The whole downtown is closed off to vehicles, providing you with a safe place to walk along as you check out what the vendor tents all have to offer. Plan on purchasing lunch and snacks from food vendors and wash it down with some fresh made lemonade. Vendor booths vary from homemade crafts, business professionals and non-profit groups to jewelry and garden art.

WeatherTech Vintage Weekend with Brian Redman
2026-07-16 - 2026-07-19 | Road America, N7390 HWY 67, Elkhart Lake, WI, 53020, United States
International Challenge presents the WeatherTech® Vintage Weekend with Brian Redman at Road America, taking place July 16-19, 2026, one of the largest vintage racing events in the United States. The WeatherTech® Vintage Weekend features over 400 vintage and historic racecars competing across several days.
The WeatherTech Vintage Weekend presented by International Challenge is a premier vintage gathering featuring everything from the sights and sounds of the past 100 years of racing to a special Concours d’Elegance on Friday and Saturday along the streets of Elkhart Lake. The 2026 event is a can’t miss spectacle for any racing enthusiast and will feature the cars of the All American Racers, including a reunion of Dan Gurney Racing Eagles, honoring one of the most iconic names in American racing history and bringing together a collection of legendary cars that captivated fans for decades. A tribute to the 60th anniversary of Trans Am with a special invitational race will also round out the weekend.
Concours d’ Elegance
In addition to the WeatherTech Vintage Weekend with Brian Redman races, make time to attend the Road America Concours d’ Elegance in downtown Elkhart Lake, Wisconsin, on Friday, July 17, and Saturday, July 18, from 6-8PM. The Friday evening parade and display will feature vintage racecars participating in the WeatherTech Vintage Weekend races. The Saturday evening display (no parade) features luxury sports cars rarely seen otherwise. This spectacular display of high-performance race machines is a can’t miss event for any enthusiast or casual observer.

Motul SportsCar Endurance Grand Prix Featuring IMSA
2026-07-30 - 2026-08-02 | Road America, N7390 HWY 67, Elkhart Lake, WI, 53020, United States
North America’s premier sportscar series returns to America’s National Park of Speed, bringing several familiar names for race fans and a handful of down-to-the-wire battles. IMSA races feature elite sportscars from nearly 20 different manufacturers, including Mercedes, Ferrari, Chevrolet, and Aston Martin. The skill of the drivers, paired with advanced automotive technology, creates a high-stakes, adrenaline-fueled race weekend you do not want to miss.
The midsummer WeatherTech Championship race at Road America will evolve into a six-hour endurance event in 2026, with Motul continuing as the title sponsor. The new format aligns Road America with endurance classics such as the Rolex 24 at Daytona, Mobil 1 Twelve Hours of Sebring, Sahlen’s Six Hours of The Glen, and Motul Petit Le Mans.

Brat Days
2026-07-31 16:00 - 23:00, 2026-08-01 11:00 - 23:00 | Kiwanis Park, 726 Kiwanis Park Rd, Sheboygan, WI, 53081, United States
Join us for the 73rd Annual Brat Days
Friday, July 31, 2026 from 4pm to 11pm and Saturday, August 1, 2026 from 11am to 11pm
brat-days.com
The “Sheboygan Jaycees present Johnsonville Brat Days” is the traditional king of Sheboygan’s summer festivals which benefits local charities. This annual event began in 1953 and pays homage to a grand culinary tradition — the bratwurst. Brat Days has something fun for people of all ages! Pumping tunes, entertainers, wild rides, contests, and so much more. Come down and join us at Kiwanis Park to see what it’s all about!
Admission is free and so is the music! Brat Days does not charge entry fees to attend the festival or the live music acts. Check out the FREE entertainment we bring to Sheboygan just for you! Your support of Brat Days enables the Sheboygan Jaycees to donate event proceeds to local charities.
• View the lineup at www.brat-days.com/lineup
• Connect with us on Facebook: facebook.com/BratDays

Cheese Capital Wine Walk
2026-08-14 18:00 - 21:00 | Stayer Park, 39 S Stafford Street, Plymouth, Wisconsin, 53073
Join us for the 10th Annual Cheese Capital Wine Walk!
16 downtown Plymouth businesses will be transformed into wine tasting rooms. Tickets are $35 each, and will be available starting on Saturday, July 11, 2026 at our Mill Street Festival booth. You can pay for your tickets with credit card, cash or check. Your ticket includes a wine tasting glass, a map to the locations, and your wristband.
If you don’t like wine, we also have Designated Driver tickets available for $15! This ticket gets you a glass, map, the snacks, and wristband, just no wine.
Tickets will be available for purchase at our office and online on Tuesday, July 14, 2026. *Tickets that are paid for online and over the phone will be brought to the event, otherwise you’re welcome to pick them up at our office Monday-Friday, 8 am – 4 pm. You must purchase a ticket in advance for this event and BRING YOUR ID. NO TICKETS WILL BE SOLD DAY OF EVENT. There are a limited number of tickets available.

GT World Challenge America
2026-08-28 - 2026-08-30 | Road America, N7390 HWY 67, Elkhart Lake, WI, 53020, United States
The GT World Challenge America headlines an all-sportscar weekend at Road America August 28-30, 2026. In addition, the event will feature rounds for GT America powered by AWS, the Toyota Gazoo Racing North America GR Cup Series, Pirelli GT4 America, McLaren Trophy America and TC America powered by Skip Barber. This weekend of thrilling sportscar racing will bring exotic GT3, GT4, and Touring Car machinery from global luxury auto brands like Acura, Aston Martin, Audi, BMW, Ferrari, Lamborghini, McLaren, Mercedes-AMG, and Porsche to America’s National Park of Speed in Elkhart Lake, Wisconsin.
These performance racing machines will take to the popular 4-mile, 14-turn road race circuit as part of a worldwide racing series spanning Europe, Asia, Australia, and North America. The GT World Challenge at Road America will showcase two 90-minute races featuring full-service pit stops, driver changes, and non-stop excitement on Saturday and Sunday.

Art on Wheels Vintage Weekend with VSCDA
2026-09-18 - 2026-09-20 | Road America, N7390 HWY 67, Elkhart Lake, WI, 53020, United States
With a rich history and an unwavering commitment to preserving the legacy of vintage racing, this three-day racing spectacle promises to captivate enthusiasts and newcomers alike. Over 300 meticulously restored vintage and historic race cars, spanning 11 racing classes, will grace the iconic Road America track, presenting a mesmerizing journey through automotive history. From the graceful curves of classic sports cars to the raw power of muscle machines, every era and every passion will be showcased.
A unique highlight of the event is the open-access paddock, inviting spectators to immerse themselves in the world of vintage racing. This is a rare opportunity to get up close and personal with these magnificent racing machines, each prepared to era specifications, and witness the dedication and craftsmanship of maintaining these automotive treasures.

SCCA National Championship Runoffs
2026-10-01 - 2026-10-04 | Road America, N7390 HWY 67, Elkhart Lake, WI, 53020, United States
The Sports Car Club of America returns to Road America in 2026 for the annual SCCA National Championship Runoffs, a gathering where the top SCCA racers in the country go head-to-head and prove who is best. Throughout its 60+ year history, the Runoffs have been held at legendary tracks. It is an event that caps the SCCA Road Racing program each year and has evolved into what is widely known as the pinnacle of U.S. amateur road racing.

Pumpkin Walk
2026-10-30 17:00 - 19:00 | Stayer Park, 39 S Stafford Street, Plymouth, Wisconsin, 53073
Join the Plymouth Chamber of Commerce, Plymouth’s D.A.M. (Downtown Arts & Merchants) and the Plymouth Fire Department for another fun Pumpkin Walk!
This will take place on Friday, October 30, 2026, from 5-7pm on the Riverwalk Path behind Stayer Park (39 S Stafford Street, Plymouth).
This is a FREE event for ALL AGES! There will be hot chocolate, wagon rides, and The Plymouth Fire Department will be roasting marshmallows with the kids! Feel free to dress in your Halloween costume!
Please bring along an item for the Plymouth Food Pantry! Items can be dropped off at the Music Pavilion in Stayer Park.
PLEASE, PLEASE, PLEASE consider carving a pumpkin or two to bring to this event. Pumpkins should be brought down and lined along the Riverwalk Path before 5:00pm on October 30th. If you would like to take your carved pumpkin back home, it must be picked up at 7:00pm. This event is only as great as the public helps make it! Show off your pumpkin carving skills!

Holiday Gathering & Christmas Parade
2026-11-27 19:00 - 20:00 | Downtown Plymouth
Kick off the Christmas Season in Downtown Plymouth by attending the annual Plymouth Christmas Parade on Friday, November 27th, 2026! Parade starts at 7:00pm sharp. Come out and see why thousands of people make their way to downtown Plymouth for this parade!
After the parade, head to the intersection of E Mill, Eastern Avenue and North Street for the Tree Lighting Ceremony.

Old World Christmas Market at The Osthoff Resort
2026-12-04 10:00 - 17:00, 2026-12-05 10:00 - 17:00, 2026-12-06 10:00 - 17:00, 2026-12-07 10:00 - 17:00, 2026-12-08 10:00 - 17:00, 2026-12-09 10:00 - 17:00, 2026-12-10 10:00 - 17:00, 2026-12-11 10:00 - 17:00 and 2 more dates | Osthoff Resort, 101 Ostoff Ave, Elkhart Lake, WI, 53020, United States
The 2025 Old World Christmas Market is open daily from 10AM – 5PM, December 4-13, 2026. Admission is $8 per adult, children 14 and under are complimentary with an adult ticketholder. Discounted ticket prices for groups of 20 or more are available. Reminiscent of the centuries-old Christkindlesmarkt of Nüremberg, Germany, the 28th annual Old World Christmas Market at The Osthoff Resort offers the warmth and merriment of this Old World tradition.
For ten consecutive days, guests stroll the aisles of a grand heated tent bedecked with fragrant boughs of fresh evergreens and the tantalizing scents of roasted almonds as they browse for unique and specialty items among international and regional artisans. Czech blown-glass ornaments, Russian nesting dolls, German hand-carved smokers and nutcrackers, fine apparel, handmade amber and silver jewelry, Turkish pashmina scarves and shawls, stained glass art, Russian hand-painted Santas, fresh green wreaths, kissing balls and centerpieces, alpaca products, Estonia woolens, fine chocolates, Plauen lace, fine woodwork, fur products and much more!
