If you don’t think of surf shops and a freshwater reef when you consider Sheboygan, you’re in for a surprise when it comes to the vast array of all it offers residents and visitors alike. The city with a population just short of 50,000 is more than meets the eye.
Just one of its monikers, being known as the “The Malibu of the Midwest,” comes from its designation as the freshwater surf capital of the world—yes, it’s a thing!
“The ice age carved out our little portion of Lake Michigan, and it created a freshwater reef,” Mayor of the City of Sheboygan, Ryan Sorenson, explains. “So when the winds are right and the waves are right it creates perfect surf.”
Surfing is one thing, but for any of us who have grown up near the Great Lakes knows, there’s much more it provides in terms of recreation, livelihood and economy.
Boating, sailing, charter fishing, diving, kayaking and kite surfing all have a place on the water in Sheboygan—not to mention their sandy shoreline, which happens to be the most publicly accessed beach in Wisconsin.
“It’s all of these amenities that are anchored in our water that really makes us the mouth of the Midwest. Like it’s just a cool beach town,” Mayor Sorenson says. “But it’s also a quintessential Wisconsin city. It’s big enough where you can try new things, but it’s small enough where we have that sense of community that is really special. We like to have fun, we don’t take ourselves too seriously and we take care of one another.”
Maybe more readily familiar is Sheboygan’s claim to fame as the “Bratwurst Capital of the World.” It happened in 1970, and it’s not simply an old wives tale or self-nominated award.
“It’s actually a legal thing,” Sorenson chuckles. “We beat out a city in Ohio for this title!”
Located about 70 miles southeast of the Fox Cities, it’s an easy trip on 1-41 and US-10.
“There is probably not a more perfect location in Wisconsin,” Deidre Martinez, Chief Executive Officer of the Sheboygan County Chamber, shares. “We’re close enough, yet far enough away for it to feel like you’ve really left your troubles behind and you’re on vacation when you get here.”
The “vacation” feel fits lake lovers, of course, but also foodies and art enthusiasts. In fact, you’ll notice Sheboygan’s creativity as soon as you enter, large and colorful murals surprising visitors at nearly every turn.
“Sheboygan is largely an art mecca. If I were being honest, I would say we are, we should be, the next Santa Fe,” Martinez adds. “Our companies bring in some of the brightest designers, engineers, scientists, from all over the world for jobs, and those people stay here and retire here. And what they’ve done is they’ve created these incredible artist spaces. We have local artists in every form and fashion: painting, drawing, sculpting, metals. There’s a lot of collaboration.
The John Michael Kohler Arts Center, the Stefanie H. Weill Center, The Sheboygan Collective and Sheboygan Visual Artists are all excellent outlets for arts enthusiasts, whether you’re in the mood to peruse a gallery, see a show or create a masterpiece yourself.
“I also think we’re a hidden gem in the food world,” Mayor Sorenson says. “We have a lot of unique options. We have a lot of different nationalities that provide a lot of different foods if you want to try something new.”
“We’re approachable and affordable. No matter what you do, there’s something for everybody. You can build your own itinerary. If you want a beach day, you want to go shopping, surfing, sailing, fishing. We have all of these amenities that really add up.”
Whether you’re staying on land, heading for the water or a little of both, enjoy Sheboygan for the day, weekend or more. It is certainly worth the drive.
DINING TO-DO LIST
Sheboygan’s dining scene is more than meets the eye. It offers elevated food for everyone, and uses genuine connection and collaboration to make it even better. Try these eateries to fuel your day or weekend trip!
Breakfast + Lunch
Any good trip begins with caffeine, and Sheboygan has no shortage. Begin at eb flo™ coffeehouse overlooking Lake Michigan, where you’ll get a taste of everything: coffee, breakfast (with a unique signature item!) and lunch fare, along with the city itself.
“The atmosphere at eb flo is very inspired by Sheboygan itself,” Bo LaBouve, Entrepreneur & Owner, says. “Much of the artwork, driftwood decor, paintings throughout the café are created by local artists, and many of the historic photos displayed tell stories of old Sheboygan. Every detail of the space was intentionally designed to create a cozy yet elevated environment with warm textures, comfortable seating, and a relaxing atmosphere where people can truly come and stay awhile.”
The ambiance beckons, but so does their Croffle, something you won’t find anywhere else.
“While Croffles are popular in Asia, we created our own elevated version that is different from the original way,” LaBouve explains. “(It’s a) cross between a french croissant and Belgian waffle! A perfect base for savory and sweet flavors.
The eatery also offers Acai Bowls, Yogurt Parfaits and vegan and gluten-free options.
What’s more quintessential than a coffee and donut in the a.m.? If you’re visiting Sheboygan for the weekend and happen to be a fan, Sunday Dough is the ticket. Open Friday through Sunday with a variety of inventive flavors like customer favorites Lemon Cheesecake, Strawberry Shortcake and Brown Butter Sea Salt (customer favorites), the donut shop often sells out.
“We hate turning people away when we sell out so we offer pre-order on our website for our most popular flavors,” Owner Laura Andrews says. “And bonus, we offer a discounted dozen variety pack with one of each of our pre-order flavors boxed up so you can try a little bit of everything! We also feature our fan favorite Nitro Oat Milk Latte as a flight of four monthly-rotating flavors.”
Fun Fact: “I started Sunday Dough out of my home a little over three years ago as an escape from corporate life,” Andrews shares. “It quickly grew beyond my home kitchen, and we now have a ‘small but mighty’ team of six women making thousands of donuts every weekend.”
If refreshing smoothies and fresh pressed juices are your style, check out Field to Fork Cafe. You’ll find a variety, as well as a side of history and stewardship.
“We are committed to cultivating strong relationships with local farmers and artisan producers to ensure that every dish we serve is thoughtfully sourced and sustainably raised,” Lucy Theodoroff, General Manager, says. “Our menu evolves with the changing seasons, allowing our chefs to showcase the freshest regional ingredients while crafting dishes that are both creative and deeply flavorful.”
A couple of the most popular menu items include The Breakfast Bowl—cilantro lime rice, black beans, chorizo (made in-house at their whole animal butchery), pico de gallo, avocado, salsa verde, and two poached eggs—and Sunrise Sandwich, Widmer’s cheddar cheese, scrambled eggs, choice of house butchered breakfast meat, served on a homemade Krankie’s biscuit.
Other popular menu items are their Bison Burger and Smash Burger, as well as the Berry Smoothie, Ironman “Beet It” Juice, The Alkalizer Smoothie and Morning Nectar Juice.
“Field to Fork was the third Sheboygan restaurant opened by Stefano & Whitney Viglietti,” Theodoroff adds. “They opened the doors in 2005. Upon purchasing the space, they found a top-floor apartment almost entirely encapsulated in the 1940s. You can find furniture and relics from that space throughout the restaurant.”
Café Bella, proud of its family-owned and family-like team, has been serving breakfast and lunch since 1998. Known for their large skillets and elevated diner classics, like Fresh Squeezed Orange Juice, Tropical Waffle and a variety of Pancakes, French Toasts and Eggs Benedicts, the space also provides a variety of soups and sandwiches. The food is important, but it’s about the whole experience.
“Our family takes great pride in cleanliness, fast and friendly service, affordable pricing, and creating an environment where you genuinely feel at home,” Managers Luan Ameti and Artan Ameti say. “We also have a back/private room with seating for up to 40 people. We have many groups/organizations that have been coming for 20+years and have hosted many baby showers, graduation parties, and even a few weddings.”
Harry Ljatifovski and wife Christina Latifi started Harry’s Diner a day after Valentine’s Day and with all they love in mind.
Complete with waitstaff in poodle skirts chewing gum with an attitude, Harry’s Diner looks as though it’s straight out of an old movie, and that’s the point.
“Even though I never lived in the 50s… I do love the good old lifestyle from the 50s that I have come to be familiar with from the movies. I loved the old cars and all the ladies with the red lipstick,” Ljatifovski chuckles.
Priding themselves on breakfast all day and fresh lunch options, Harry’s Diner also makes their own aperitif: Lemoncello, Orangecello, Crancello and Walnut Liquor.
“We just sold the diner to my son Adrian Ljatifovski and Jusra Ljatifovski,” Ljatifovski shares. “They will keep everything the same, nothing will change and I will still be here to greet everyone.
Fun Fact: “The teenagers who work here would never listen to 50s music in the car, (but) they love it here and I can see them move to the beat,” Ljatifovski shares.
Paradigm Coffee and Music also brings a groove, albeit different from those at Harry’s.
“Our space is a coffee shop, restaurant, event venue, and we house a bicycle recycling program in our basement!” Maggie Hernandez, Marketing and Events Manager, says. “We’ve hosted over 2,000 concerts and events in our shop since opening. From Queer Prom Fundraisers to sold out concerts, 18 years of Local Yokels, to monthly book club meetings and Girl Scout cookie sale pop-ups—there is always something happening in our shop.”
Established in 2006, Paradigm Coffee and Music is best known for their live music, as well as their Bagel Sandwiches and Baked Goods.
Fun Fact: “From the thrifted tables and chairs to the refurbished doors made into our stage, there is a story behind everything in our shop,” Hernandez explains. “In 2009, the community showed up to help us move all our stuff to our current location by bicycle and bucket brigade. They’ve continued to show up for us every day for the past 20 years.”
Dinner + Drinks
Italian food lovers can rejoice in Sheboygan. Inspired by the warmth and flavors of Italy’s Amalfi Coast, Lino’s Ristorante Italiano combines fine dining quality with a welcoming Mediterranean atmosphere that feels both elegant and comfortable.
“Our goal is to bring a true taste of Italy to Sheboygan using fresh ingredients, fresh seafood and genuine Italian hospitality,” Owners Jesse and Sarah Frank, say. “We’re known for authentic Italian cuisine made with high-quality ingredients, many imported directly from Italy, alongside locally sourced products when possible.”
Their seafood dishes reign supreme amongst guests. Favorites include Fettuccine con L’Aragosta e Zafferano—lobster fettuccine with saffron cream sauce, shallots, thyme and Parmesan—Pappardelle con Ragu D’Agnello—slow roasted lamb ragu served over pappardelle pasta with pecorino romano and Gnocchi Sorrentina, soft potato dumplings with San Marzano tomato sauce, mozzarella, and parmesan. Sea Bass and house-made Tiramisu also top guests’ lists.
Fun Facts: “Lino Autiero, founder and owner with his wife Therese until March of 2024, began his culinary career at just 15 years of age in Italy where he was born and raised,” the Franks explain. “Before opening the restaurant in Sheboygan, he co-owned a successful Italian restaurant in Los Angeles, and later managed a luxury hotel restaurant in Capri Island in Italy. Many of the recipes are inspired by Lino’s childhood on the Amalfi Coast and generations of family cooking traditions.”
Two other options, sister restaurants to Field to Fork Cafe, offer Italian culinary adventures.
“For over three decades Trattoria Stefano has provided an authentic Italian dining experience in downtown Sheboygan utilizing locally sourced, organic and sustainable foods in a casual, upscale environment,” Manager Michael Johnson says. “We also have a Neapolitan pizzeria across the street, Il Ritrovo.
Known for their wine, cocktails and seasonally festive dishes, guests also enjoy favorites like Trenne Della Nonna—Stefano’s grandmother’s ragu of house-made Italian sausage, grass-fed ground beef, oregano and red wine, San Marzano tomato; tossed with fresh house-made trenne pasta and parmigiano—Seppie alla Plancha—plancha cooked cuttlefish served in a light lemon, white wine and garlic sauce—and Ossobuco alla Bergamasca, succulent veal shanks braised in white wine, mushrooms and herbs served with saffron risotto, roasted beets, and fresh sauteed spinach.
Fun Facts: “The historic building that houses our restaurant was Sheboygan’s first library,” Johnson shares.
You’d be remiss to go on a Wisconsin road trip without including a supper club, and that’s where Downtown 925 in Sheboygan comes in.
“We encourage guests to savor every part of the meal: the soup and rolls, the salad bar, a cocktail before dinner, the main course, and of course one of our signature handmade ice cream cocktails or edible dark chocolate shots, locally crafted by our partners at Victorian Chocolates and filled with your choice of liqueur and whipped cream,” Owners Deidre and Sam Melei say.
“We want people to settle into conversation, enjoy the local artwork displayed and available for purchase on our walls, and simply relax. This isn’t meant to be a sprint where you rush in and out—it’s a marathon built around breaking bread and building relationships. We’re a chill vibe, not a rushed vibe.”
There are plenty of classic supper club menu items to relish. Downtown 925 is known for their Seafood Bisque, seafood options and premium cuts of meat, plus a sweet treat with a hint of nostalgia: homemade Chocolate Chip Cookies baked fresh by the owners’ son Christian, using his Nana’s recipe.
“Our Craft Cocktails and Signature Ice Cream Drinks are also incredibly popular,” the Meleis share. “Guests love that we still offer a full salad bar, which is becoming harder to find these days. Other favorites include our Shaved Prime Rib Philly and Shaved Prime Rib Sliders from our small bites menu.”
A part of Downtown 925, The Pelican Room offers a lounge-style experience where guests can enjoy live music, watercoloring painting classes, curated casino dinners and more.
“We also recently added Napa Technology self-serve wine stations, allowing guests to explore a variety of wines while connecting with a server or bartender to learn more about each selection,” the Meleis say. “We’re proud to showcase local Wisconsin wines from Wollersheim, Cedar Creek Winery, Von Stiehl, and Door County Winery.
“One of our newest and most exciting features is the Martini Challenge. Our bartender Jay has been with this location for more than 20 years, and bartender Pam for more than 13 years. Together, they bring incredible knowledge and creativity to our craft cocktail program. The Martini Challenge features 42 unique martini flavors and gives them an opportunity to have fun and get creative behind the bar.”
Upstairs, guests can cozy up in The Parlor, a newly transformed space featuring antiques, comfortable seating, low lighting and a warm cigar lounge-style atmosphere.
“For decades, this unique upstairs area had primarily been used for storage, and we’re excited to breathe new life into it while embracing the building’s quirky historic character,” the Meleis share. “At the end of the day, community is our ‘why.’ Bringing people together has always been the heart behind Downtown 925, and seeing the joy and connection it creates for both new and returning guests has been incredibly rewarding for our family and team.”
Black Pig Restaurant opened its doors in 2013 as a place for guests to “really experience the art of dining.”
“Rob, the owner, is brilliant. He really thinks outside of the box,” Deidre Martinez shares. “He focuses on a lot of pork dishes, that’s kind of the speciality. I love it all, but their Bacon Appetizer, a trio of different kinds of bacon, is amazing. So are the Handsome Devils, different types of deviled eggs. They also have phenomenal Craft Cocktails.
RETAIL THERAPY
The shopping scene in Sheboygan is a bit like the city itself: unique, unexpected and offers a bit of everything. From surfing equipment, clothing and skin care to unique rocks and more, you can shop ‘til you drop!
You can’t be considered the “Malibu of the Midwest” without at least one surf shop, and EOS Surf Shop fits the bill in terms of surf gear and more.
“We don’t really fit into the box of a traditional surf shop,” Andrew Jakus, Owner/Operator, says. “Sure, we provide all you need to get out on the water and enjoy all the fun that Lake Michigan has to offer, but we also carry brands we love such as Patagonia, Birkenstock and Jetty that you would rarely find in a surf shop. We have also been serving the skateboard community in Sheboygan for nearly 30 years!”
EOS Surf Shop offers surf lessons and rentals, whether you’re interested in Surfing or Stand Up Paddle Boarding.
“They are closed party lessons, meaning that if you book a 1-person lesson, it will be you and your educator,” Jakus explains. “Your lesson includes all of the gear necessary to keep you comfortable in whatever the conditions are. We are flexible with scheduling and will work with you to get you out in opportune conditions.”
Fun Facts: “Sheboygan has had a rich surf history dating back to the late 1950s,” Jakus relays. “Sheboygan has made the bucket list of many surfers from all over the globe and hosts many of them each season!”
Getting outside is just one part of the charm of Sheboygan’s retail business. If you’re in the mood to sit down with a good book—on the beach or in a cozy chair—check out WordHaven BookHouse.
“We sell books (new and used), journals, local art, pens, candles, cards, stickers, reading lights, etc.,—and fun snacks and treats!” Owner CJ Arthur, recently named Bookseller of the Year by the Midwest Independent Booksellers Association, says. “(We are) a safe place for words where people can gather and grow. We are a queer-owned, Independent BookShop and Writing Center located in the heart of downtown.”
If you happen to be a dog person, don’t forget to say hi to “ShopPups” Roo and Daphne while perusing its bookshelves.
If it’s fashion you’re after, find TLC Casuals Boutique, a women’s apparel and accessories shop owned by Tami Conard.
“Our fun jewelry is very popular,” she says. “We carry a magic pant from Italy that comes in a bunch of colors (that is) super stretchy and so comfortable.
“It’s a family affair. My youngest daughter Kendra helps with social media; my mom used to work the store when we first opened and she did shows with me. My middle daughter, Nikki, enters all the inventory and tags for the store—she is the workhorse that helps me get it all done!”
Not only can you peruse their racks, but you’ll see TLC Casuals in their area fashion shows, as well as at the Old World Christmas Market in Elkhart Lake.
At Happy Rocks & Jewelry, owned by Marleen Flood and her husband Durell, you’ll be greeted at the door and treated to a hands-on shopping experience.
“Happy Rocks is all about fun!” Flood exclaims. “We sell rocks of all sizes, unique toys for kids of all ages, and lots of jewelry. Customers pick a rock that they love, and we wire wrap it, on the spot, into a necklace, ring or keychain.
“We also provide jewelry repairs. We sell incense, tapestries, suncatchers, windchimes, all natural soaps and body care products, and a full line of Simply Earth essential oils. Our store is colorful and happy, with new things to find in every corner.
“Our rocks come from all over the world, and each one has a story to tell. We also provide fun little extras, like a monkey puppet on strings that ‘dances’ for the kids, props for exploring rocks like magnifying glasses, spray bottles with water, black lights, and jeweler’s loupes scattered throughout the store, and a penny given to each customer for a wish in our fountain outside.”
Inventory at the store is always changing, so be sure to continue to check in when you visit Sheboygan.
“If folks like to play games, we have The GameBoard right downtown,” Mayor Sorenson says. “They sell games and game adjacent items. It’s always a fun stop whether you’re a kiddo or any age. It’s always a fun stop.
“If you’re a foodie, check out Relish Kitchen Store. They’ve got some cool, unique kitchenware to make all sorts of awesome foods.”
To keep the shopping going, grab a burst of energy in the form of sugar at The Victorian Chocolate Shoppe. Known for handcrafted artisanal truffles, bonbons and desserts, the chocolatier is housed in a historic 1920s building in downtown Sheboygan.
ATTRACTIONS + RECREATION
From a historic theater, art galleries and family-friendly water parks to silent sports like surfing, kayaking, biking and more, Sheboygan offers a bit of something for everyone.
A world-renowned arts destination, the John Michael Kohler Arts Center (JMKAC) is “a must-see destination where art, creativity, and community come together. Shaped by artists and grounded in the belief that art belongs in everyday life, the Arts Center invites curiosity, connection, and creative exploration for visitors of all ages.
“Guests can expect a museum experience filled with surprises. At the Arts Center, you can wander galleries, create in the Social Studio, browse the Shop, and grab a bite at the Cafe,” the team says. “The Arts Center is also known for original contemporary exhibitions, self-taught and indie artists and the celebrated Arts/Industry residency with Kohler Co.”
JMKAC also offers a genre-spanning lineup of free, live performances during the summer via the Levitt AMP Sheboygan Music Series, as well as an annual festival, Midsummer Festival of the Arts (more on that in Events!).
“The Art Preserve is the world’s first and only museum dedicated solely to artist-built environments. Located a short drive from the Arts Center, it gives visitors year-round access to JMKAC’s collection of art environments, visible storage and spaces that reveal how artists transform homes, yards, and everyday materials into entire worlds. Visitors leave with a deeper sense of what art can be—and who gets to make it.”
Fun Facts: “JMKAC has been part of Sheboygan since 1967; its Arts/Industry program has brought artists into collaboration with the Kohler Co. foundry since 1974; and the Art Preserve houses thousands of works by more than thirty art-environment builders,” the team shares. “Both locations are also home to artist-designed, award-winning washrooms—yes, the washrooms are part of the experience.”
If you’re traveling with kids and still want to experience family-friendly art of a different sort, visit Bookworm Gardens, a botanical garden that brings children’s books to life.
“The Gardens are magical, whimsical, and altogether memorable,” Dana Elmzen, Director of Marketing & Communications, says. “Our mission is to inspire the love of books and nature in the young and young at heart.
“Visitors can step inside the Magic School Bus, they can huff, puff, and attempt to blow down the houses from the The Three Pigs, kids can climb a ladder to peer into the Lerkim from The Lorax, they can drive the Little Blue Truck, and so much more.”
Hands on and immersive, families are encouraged to bring books to read next to the exhibits. They also host Special Guest Storytimes most Fridays throughout the summer, and Bilingual Storytimes the second Saturday of each month. Summer Storytimes take place Wednesdays and Thursdays June through August.
“Adults and children alike have been drawn to the pond where our current oldest (30+ years), and biggest fish—Big Mama—resides,” Elmzen shares. “What sets Bookworm apart is that the Gardens transcend age. Kids are captivated by being able to step into the pages of their favorite books, and adults are equally as smitten due to what we like to call the nostalgia factor.”
Fun Facts: “The Gardens are always evolving. Storyscapes that have been here since the beginning are being refreshed and new books are being added to our collection. Last year, we welcomed nearly 80,000 visitors from 47 states and 15 different countries,” Elmzen explains. “Our founder, Sandy Livermore, was honored with the Transformative Philanthropy Award from United Way of Sheboygan County this year, recognizing the vision and dedication she put forth in creating Bookworm Gardens.”
Originally known as the Sheboygan Theater, guests today can catch a show and a sense of rich history at the iconic Stefanie H. Weill Center for the Performing Arts. The nonprofit, 1,150-seat live event venue downtown has become a hub for community connection.
“It’s a magical thing to experience something at the same time as 1,000 other people. Studies even show that audience members’ hearts synchronize while listening to music together!” Katy Glodosky, Executive Director, says.
But it’s not just what you’ll hear at The Weill Center that will make an impact.
“(It) is an architectural marvel, designed in the Spanish Colonial Revival architectural style which incorporates historic stucco walls, red tiles, arched entries, and wrought iron details,” Glodosky shares. “The Weill Center hosts an atmospheric style interior that resembles an exotic outdoor setting of a European courtyard. Key features include the ceiling painted like the night sky with embedded stars, and facades mimicking buildings in the themed setting. If you look up at the ceiling during any performance, you can see a starry sky of 23 different constellations designed with 238 fiber optic lights—a widely-recognized fan favorite and a staple of the Weill Center.”
Fun Facts: “Our ‘next act’ promises to preserve our historic performing arts venue, while revitalizing the block with new spaces to gather, make connections that evoke feelings of inspiration and belonging, enhance quality of life, recruit and retain talent and stimulate Sheboygan’s economy,” Glodosky says. “This transformation includes distinctive designs, an inclusive atmosphere, exceptional amenities, and adaptable spaces… we anticipate phase one to be completed in early 2027. The Weill Center will remain open during this time.”
Ellwood H. May Environmental Park, also known as Maywood, is a 135-acre park ideal for learning about and connecting with nature. It is open daily to the public, and is complimentary to explore.
“The park features six distinct habitats that have been developed and conserved along Sheboygan’s Pigeon River corridor to support diverse wildlife and provide a variety of outdoor educational opportunities,” Kendra Kelling, Park Director, says. “These habitats include a maple forest, pine forest, prairie, ponds, wetlands and river. Maywood is highly regarded as a top location for birdwatching and wildlife viewing, and 212 unique species of birds can be found in the park.
“Various programs and events are open to the public at low cost or no cost, providing environmental education experiences to visitors of all ages and backgrounds. Nature tours, yoga and wellness workshops, wildlife presentations, aquatic studies, birding walks, nature crafts, maple sugaring, night hikes, astronomy viewing, and other learning opportunities are offered.”
Fun Facts: In 2025… 230 trees and shrubs were planted in the park to improve habitat and water quality, along with many more ecological benefits; 12 bluebird houses were monitored weekly by volunteer citizen scientists to help preserve and protect bluebird populations; 10 acres of prairie were burned to manage this unique and diverse habitat; 55 native plants and additional features were added to the hummingbird garden to improve the habitat and educational value of the garden; 70 Sugar Maples were tapped in 2025, producing 18 gallons of maple syrup; 7 new welcome signs were installed at key entryways throughout the park; 64 feet of boardwalk that runs through the wetlands was replaced in 2025 for greater accessibility, improved wildlife viewing, and increased educational opportunities,” Kelling shares.
If you’re a bike enthusiast, the mountain bike trails at Rocky Knoll is where you need to be in Sheboygan. With the only professionally built flow trails in the area, it’s a great destination for mountain bikers.
A hidden gem, Willow Creek Preserve provides another perfect escape on nice days.
“It’s a very beautiful location,” Deidre Martinez says. “It’s tucked right into Sheboygan, and a lot of our people, locally, I don’t even think know it exists! One of my favorite things to do is kayaking on the Sheboygan River. It’s a wonderful way to spend the day.”
Perhaps a more well-known oasis, Kohler-Andrae State Park offers visitors “majestic sand dunes, miles of golden beach, shimmering blue Lake Michigan water, whispering pines, an abundance of wildlife and recreational activities. (It is) one of the last natural preserves along the Lake Michigan shore and is open for everyone to explore and enjoy.”
If you want to see it all—city history, public art, architecture, and the beautiful lakeshore, Glide N.E.W. Segway Tours is the way to do it.
“Guests glide through downtown, along the riverfront and Lake Michigan shoreline, while hearing stories about the city’s past, local culture, and hidden details many visitors would otherwise miss,” Owner Nick Dokolas says. “Most guests ages 11 and older can participate. Training is unhurried and beginner-friendly, and most people are surprised by how quickly they become comfortable riding a Segway.
“One of the fun things we see almost every tour is how nervous people are before stepping on a Segway, and then 10 minutes later they’re laughing, taking photos, and wondering why they waited so long to try one.”
For more than 30 years, Above & Beyond Children’s Museum has been a hands-on, imaginative space for children and families in downtown Sheboygan.
“We’ve been a place where children learn through play—exploring, creating and discovering in exhibits designed to spark curiosity and joy,” Cate Tinker, Executive Director says. “We’re proud to serve families from across the region and welcome visitors of all abilities with sensory-friendly programming and inclusive spaces.”
Family favorites include USS Efroymson Boat; Wonder Workshop; Interactive Tree House; and Purple Octopus Playground.
Fun Facts: “We’re in the middle of an exciting chapter! Over the past two years, Above & Beyond has grown, and our exhibits and programming have expanded to reflect the incredible diversity of Sheboygan,” Tinker says. “We’re also planning new exhibits for 2027, including an Eco-Play Water Table focused on environmental education, ABC’s of Empathy space focused on positive mental health, and an interactive Food Truck exhibit celebrating Sheboygan’s culinary community! Playful murals, an educational bee hive, a play barnyard made specifically for toddlers, and so much more will make you want to visit again and again.”
If it’s a sunny day and the kids need to “stretch their legs,” stop at Sheboygan Quarry Beach and Park that’s fun for all ages. Described as “a family friendly inflatable ever changing water park with unique features in a picturesque setting of nature,” its season spans from Memorial Day to Labor Day.
“It’s a fun place for the whole family in the setting of nature with less crowds at a value that you can’t beat,” Owner Mike Miller says. “(It’s) easy access right off hwy 43. I started one of the first and oldest surf shops in the midwest and after years of kayaking, stand-up paddleboarding and surf rentals and lessons, the city asked us to take over the Sheboygan Quarry with our experience of better ways of getting people on the water and having fun. This season we are celebrating our 10th year!”
If you’re a sports lover, Sheboygan has you covered—whether you’re visiting in winter or summer. The city is home to Sheboygan A’s Baseball and Sheboygan Lakers Hockey. The latter offers summer skills and skating camps and learn-to-play hockey programs.
“This year is especially meaningful for the organization as Charles Schmidt, a true pioneer of Lakers hockey, will be inducted into the Wisconsin Hockey Hall of Fame,” Blake Brazil, General Manager & Director Of Hockey, says. “The Lakers are also celebrating a championship season after the Squirt C team captured the 2025–2026 state tournament title.”
Whether driving by or stopping for a photo opportunity, the iconic Acuity Flag, its flagpole nearly 100 feet taller than the Statue of Liberty, is the world’s tallest symbol of freedom right in Sheboygan. A Veterans Memorial at the base of the flagpole features the names of Sheboygan County residents killed in active duty, going all the way back to the Civil War.
Practically synonymous with Lake Michigan is charter fishing, and Sheboygan has plenty of operations to choose from.
Playin’ Hooky Sportfishing targets lake, rainbow, and brown trout, and chinook and coho salmon. Along with the fish, Captain David Lutze wants his guests to walk away with memories.
“I want people to know that on my boat everyone should feel welcome, regardless of age, mobility, or experience with fishing,” he says. “I want my guests to have a great time on the water, both catching fish and learning about our fishery and the techniques we use… all of the captains and mates in the operation are exceptional, hardworking guys who want you to have a memorable experience.
“We troll, which means we keep the boat moving and the rods are set in holders until a fish bites. Then the battle begins hauling in tasty trout and salmon. The most common fishing trip we run is a half day (5-hour trip). All three boats have a spacious enclosed cabin and full restroom. All three also have a roomy back deck and flybridge (upper deck).”
Fun Fact: “I started charter fishing on Lake Michigan as a first mate in 2007 and got my captain’s license shortly after that,” Lutze says. “I continued to work for Sea Dog charters as a captain and mate until I bought my own boat in 2019 and named it “Playin’ Hooky” because I am an elementary school teacher.”
LODGING
Cozy up and stay a while in Sheboygan!
Known as a luxury boutique hotel, Watershed Hotel also serves as an event venue along the Sheboygan River.
“What makes Watershed unique is its bed and breakfast style personality combined with the comfort and amenities of a modern hotel,” Bailey Kupfer, General Manager, says. “Watershed offers a more personal experience than a traditional chain hotel… The hotel also embraces thoughtful hospitality and sustainability, with eco-friendly touches throughout the property while still maintaining a warm, upscale feel.”
Fun Facts: “One unique aspect of Watershed Hotel is the inspiration behind its design,” Kupfer relays. “The property was created with the feel of a modern Swiss ski chalet, blending warm, cozy gathering spaces with a clean contemporary style to create a comfortable and inviting atmosphere year round.
“Another special part of Watershed’s story is our connection to autism assistance animals. We’ve had the privilege of helping raise and train two service dogs, Hugo and Dax. Dax graduated from his training program and was placed with his future family last month; something our team was incredibly proud to be part of.”
If you’re in the mood for a more unconventional stay, Velvet Sheep Farms can make your dream come true.
“Velvet Sheep Farms is a working farm that also operates a unique bed and breakfast experience nestled in the rolling farmlands just outside the city of Sheboygan,” Owner/Operator Joshua Dolan says. “We focus on providing a relaxing, traditional bed and breakfast experience and immersive farm stay.”
Guests are able to interact with their flock of sheep and goats for a rural escape not far from the city, while enjoying country hospitality at its best.
“Every morning of the stay begins with a hearty country style breakfast which we rotate to avoid repetition,” Dolan shares. “During their stay, our guests can stroll the grounds and interact with the animals. We are also very convenient for large groups seeking multiple rooms, or to book the entire bed and breakfast.”
Fun Fact: “We will soon have six baby lambs running around the farm!” Dolan shares.
Any itinerary about Sheboygan would be remiss not to mention Blue Harbor Resort. More than lodging, it’s also a conference center, event venue, dining spot and water park rolled into one.
Its four restaurants for all meals of the day, plus its location on the shore of Lake Michigan lends itself to its charm, while the 54,000-square foot indoor water park is perfect for kids of any age.
CLEAR YOUR CALENDAR
Enjoy Sheboygan’s annual traditions and events! For more information and details, visit www.visitsheboygan.com/events/ or individual websites.
Presented by the John Michael Kohler Arts Center, the 56th Annual Midsummer Festival of the Arts is happening July 18-19 this year.
“This highly anticipated free event brings thousands of festivalgoers and artists together with up to 100 juried artist booths, live music and performances, exhibitions, hands-on art making, demonstrations, food, and fun,” the JMKAC team says.
With the title “Bratwurst Capital of the World,” it’s obvious the city of Sheboygan would celebrate. And they do just that during their annual Brat Days, happening July 31-August 1 in 2026. This year is its 73rd event, and happens at Kiwanis Park. Admission and music are free.
“The ‘Sheboygan Jaycees present Johnsonville Brat Days’ is the traditional king of Sheboygan’s summer festivals, which benefits local charities… (it) began in 1953 and pays homage to a grand culinary tradition—the bratwurst.”
Freedom Fest, Sponsored by UMB Bank, Plenco, Festival Foods, includes an Sheboygan Y Freedom Run; Independence Parade; Music in the Park, Concessions, Food Trucks, Bounce Houses, Fireworks and Family Fun.
Hosted at 3 Sheeps Brewing, the annual SCC Bike Festival, a Family Bike Festival, is held the first week in June, on the last day of Wisconsin Bike Week, to celebrate all things cycling in Sheboygan County. The event includes bike playground, Strider bike races and other kids’ activities; road and single track group rides; bike demos by local bike shop sponsors; 50/50 raffles, food trucks and 3 Sheeps craft beer.
City Green Stage is Sheboygan’s premier art and entertainment space located downtown. Home to the Levitt Amp Music series, Night Market, Jingle & Mingle with Santa, this green space hosts family-friendly events year-round.