29 Best & Fun Things to Do in Sheboygan (WI)

In search of the best and fun things to do in Sheboygan, WI?

The city of Sheboygan is greatly called “The Spirit on the Lake” The city has so many lovely attractions that hold great historical and cultural values coupled with many other indoor and outdoor activities.

You are sure to find everything ranging from galleries, museums, pristine waters of Lake Michigan, festivals to cultural events, and beautiful golf courses. Sheboygan is an ideal destination for every tourist wishing to have a splendid vacation.

Visitors can also treat themselves to first-class sailing and outstanding charter fishing on the lake. Have an adventure touring their historic downtown that brags about so many exciting restaurants, entertainment, shopping complexes.

Let’s explore the top things to do in Sheboygan, WI.

Things to Do in Sheboygan

1. Kohler-Andrae State Park

Kohler-Andrae State Park
Credits: MarynaG / Shutterstock

The Kohler-Andrae State Park comprises two state parks, and it is situated some miles south side of Sheboygan. The two parks are named Michael KholerState Park and Terry Andrae State Park.

Both parks are operated as one. The park is a place of abode to a beautiful natural terrain. It provides fun activities that include mountain biking, hiking, sailing, kayaking, sailing, camping, relaxation spots, swimming, and others.

The park is furry friendly, the staff here are excellent and super friendly. The environment is filled with so much excitement, and their facilities are super clean. Camping here is fun with friends and loved ones.

Address: 1020 Beach Park Ln, Sheboygan, WI 53081

2. Above and Beyond Children’s Museum

Above and Beyond Children's Museum
Credits: self [CC BY-SA 2.5], Wikimedia Commons
Above and Beyond Children’s Museum
The Above and Beyond Children’s Museum is a fun space for kiddies to be playfully creative and socialize amongst themselves. Adults are still part of the museum as they can relax, meet new friends and enjoy a cup of coffee.

The museum is situated in downtown Sheboygan and is a three-story building that showcases art exhibits that inspire kids to learn, discover and explore through playful activities.

The museum has a land area of 10000 square feet with a vast collection of educational material such as a naval vessel called the USS Efroymson, a big size Giant Pin Screen, a Sky Crawl, a wind tunnel, and a 1900’s schoolhouse.

The museum also offers educational classes, workshops, programs for children of all sizes and ages. The environment is clean and safe for the kids to enjoy themselves.

Address:902 N 8th St #4005, Sheboygan, WI 53081,

3. Indian Mounds Park

Indian Mounds Park
Credits: Tony Savino / Shutterstock
Indian Mounds Park

The Indian Mounds is an abode to Effigy Burial Grounds that are seen in Southern Wisconsin. This untapped area is situated around the Black River, miles away, in the south area of Sheboygan.

The park holds over a dozen mounds in animal and geometric patterns constructed by the early Native Americans from 500- 1000AD.

An exhibit called the Open mound features a range of different lookalike skeletal materials and fossils. Tourists can have a self-guided tour on the pathways or the boardwalk trail.

Address: Sheboygan, WI 53081

4. Acuity Flagpole

Acuity Flagpole
Credits: self [CC BY-SA 2.5], Wikimedia Commons
Acuity Flagpole
Visitors can see the Acuity Flagpole and memorial during visitation. The flag’s height is 100 feet and is almost taller than the Statue of Liberty. The 400-foot flag weights exactly 420,000 pounds.

The flag is 9,800 square feet and weighs 340 pounds, and it is bigger than that of a regular home in the US. Each star on the flag is almost 3 feet, and the stripes measure 5 feet in height.

The flagpole base bears the veteran memorial, which has the names of veterans who died while serving; over 750 names can be seen at the base of the pole on an inscribed paver.

If maintenance is required to be done or even if there is bad weather, the flag is brought down. Also, during official observances, the flag is lowered to half the staff.

Address: 2800 S Taylor Dr, Sheboygan, WI 53081

5. Nest

Credits: Nest/ Facebook

One of the best places to be when you visit Sheboygan is the Nest. It is a design studio with one of the best places to buy yourself some gifts and good furnishings.

The Nest is situated in the Downtown area of Sheboygan and is a locally owned and operated house accessories and boutique. It started operations fully in August 2002.

There are many interesting home accessories that will interest you, from tableware to furniture, kiddies items, gifts, characters, bath and body, and art pieces of more than 200 artists.

Visitors can also get that ideal luxurious linen to dress the bed or table for their homes. Their furniture is artistically designed, and customized orders are also available no matter the design or specification you want.

Address: 823 N 8th St, Sheboygan, WI 53081

6. Sheboygan Visual Artists

Sheboygan Visual Artists
Credits: Sheboygan Visual Artists, Inc./ Facebook
Sheboygan Visual Artists

For art lovers seeking to explore art to its fullest, the Sheboygan Visual Arts is an ideal place to be and should be on your checklist of places to visit.

The Sheboygan Visual Artists is a fast-growing and active community of visual artists, both professional, patrons, and amateurs. The network was founded to inspire and support the community through visual arts.

The network organizes art meetings that display the artworks of international and local artists in different forms such as watercolor and oil painting, video and photography, ceramics, glass, wood, drawing and sketching sculpture and fiber art, and lots more.

The visual art center is popularly known for Final Fridays, a mix of concerts, networking meetings, and concerts that bring hundreds of friends, visitors,, and artists together. The final Friday is held every last Friday of every month.

Address: 1201 Erie Ave, Sheboygan, WI 53081

7. The Gameboard

The Gameboard
Credits: Diane C Macdonald / Shutterstock

The Gameboard is quite a huge attraction in Sheboygan. If you’re a fan of gaming, here should be a top destination you should have on your bucket list of places to visit when you’re in Sheboygan.

No matter the type of game you’re good at or are interested in, be it fantasy games, party games, board games, or collectible card games, here is the sure spot to be.

The Gameboard embraces gamers of all sizes and ages, kids and adults alike, to play games in their store. The games to find here are of high outstanding quality.

Their staffs are welcoming and friendly, and it is an attraction where imagination, strategy, camaraderie, and entertainment blend together to give an exciting gaming adventure.

Address: 621 N 8th St, Sheboygan, WI 53081, United States

8. Harry’s Prohibition Bistro

Harry's Prohibition Bistro
Credits: Yulia Grigoryeva / Shutterstock

The Harry’s Prohibition Bistro has been in existence since the 1920s, having a wine bar and pizzeria with a lovely riverfront patio and beautiful views.

The restaurant provides visitors with delectable dishes such as the Italian dishes, their wood-burning Neapolitan pizza prepared in a traditional Neapolitan oven.

If you’re a good fan of quality wines, the bistro has a superb wine bar with various quality wines from Italy and other wine-producing areas, cocktails, and craft beers.

Visitors can also treat themselves to a delicious dessert coupled with one of their finest wines. They have a covered patio which has heating if you want to have an Alfresco dinner during winter. The restaurant is open for visitors from Tuesdays to Sundays.

Address: 668 S Pier Dr, Sheboygan, WI 53081

9. Il Ritrovo Pizza

Il Ritrovo Pizza
Credits: tyle_r / Flickr
Il Ritrovo Pizza

The Ritrovo Pizza is an eatery that comprises a wine bar, pizzeria grocery store, and Italian deli that displays the best foods one could find in Italy.

The eatery serves traditional wood-burning Neapolitan pizza prepared with seasonal ingredients that are gotten locally. It also has a certification for APN and VPN pizzeria.

The (Associazione Vera Pizza Napoletana) APN is a renowned international organization that encourages the art of preparing Neapolitan pizza with the perfect ingredients.

You can have your pizza with their various assorted wines made from Italy and other wine-producing areas, alongside cocktails, Craft beers, and many more are readily available,

Address: 515 S 8th St, Sheboygan, WI 53081

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10. Bookworm Gardens

Bookworm Gardens
Credits: kenneth casper/ Flickr
Bookworm Gardens

One of the best things to do in Sheboygan is to visit the Bookworm Gardens. It is an ideal place for a memorable family road trip. The Bookworm Gardens should make your list of top things to do in Sheboygan, WI, when you visit.

The garden is a quaint botanical garden that provides fun activities for kids, chiefly through books. If the kids want to come along, here is a great spot for them.

The Bookworm Gardens showcases more than 70 different types of gardens and is open to the general public seasonally from May to October.

The facility is sparkling clean, and they try their utmost best to keep everywhere clean making the environment super friendly with a host of so many activities to keep you thrilled, such as family festivals, camp programs, and fun field trips.

Address: 1415 Campus Dr, Sheboygan, WI 53081

11. Aerospace Science Center (Great Lakes Aerospace Sci & Ed)

The Aerospace Science center is a wonder, a beauty, quite a big imagination, in reality, waiting for you to explore in Sheboygan. If you want to discover and be knowledgeable about lovely cultures, here should top your list of places to visit.

They have a unique parking space for tourists, so you need not bother about your car. Get to have firsthand experience on planetary bodies and outer space.

The museum chiefly helps motivate and support engineers, mathematicians, and scientists of different ages with various crafted exhibits. Here, you will find exhibits that show a detailed history of space adventure, displays of artifacts from NASA, and lots more.

The staff here are very welcoming and friendly, and you might as well come with the kids, so they get acclimatized and knowledgeable about space.

Address: 712 Riverfront Dr, Sheboygan, WI 53081, United States

12. EOS

Credits: JJDIGITAL / Shutterstock

The EOS is the first of its kind Paddleboard and Surf Shop in Wisconsin. If you’re a fan of surfing, this is an ideal place to be and have an adventurous ride in the waterways and should be on your list of places to visit.

The Surf and Paddleboard shop is situated in Sheboygan on the shoreline of Lake Michigan. The whole started in 1998 as a Rev Board Shop and has grown over time to become a unique attraction.

The shop provides a vast range of services such as stand-up Paddleboards and Surfboards, Kiteboarding gear, and many more. They also have rentals, private lessons and lots more.

They have good customer service and well-trained staff to make your adventure worthwhile during your stay here.

Address: 510 N 8th St, Sheboygan, WI 53081, United States

13. Penn Ave Pub

Penn Avenue Pub
Credits: Penn Avenue Pub / Facebook
Penn Avenue Pub

After long hours of touring, you sure will want to treat yourself to a nice meal no matter what time of the day you visit the Penn Ave Pub. You should add here to your checklist of places to visit when you’re at Sheboygan.

The restaurant offers excellent services and mouth-watering foods that’ll leave you, and they have an outstanding menu with varieties of foods for visitors to try out.

Their burgers are juicy, combined with Mac and cheese, onion rings, and toppings. Their Fries are tasty, and their Cole slaw is creamy with paprika topping. You can also try out their milkshake and other drinks on their menu. The environment is serene, and they have an excellent customer relationship.

Address: 827 Pennsylvania Ave, Sheboygan, WI 53081, United States

14. Sheboygan County Historical Museum

Sheboygan County Historical Museum
Credits: Royalbroil [CC BY-SA 3.0], Wikimedia Commons
Sheboygan County Historical Museum
One of the best things to do in Sheboygan is to visit the County Historical Museum. If you’re a lover of history, here is a great place to add to your list of fun things to do in Sheboygan.

The museum is situated in Taylor’s Park, and the museum is focused as a community to preserve, collect and educate tourists about the rich heritage of Sheboygan County.

The museum occupies five historical buildings, the 1867 Bodenstab Cheese, the 1964 Weinhold Family Homestead, and the 1890’s Schuchart Barn, which showcases exhibits related to agriculture.

Other exhibits at the museum include displays on Native American history, presentations on maritime history, a gallery of exhibits charging at intervals, ice harvesting, local sports, and others.

Address: 3110 Erie Ave, Sheboygan, WI 53081

15. Stefanie H. Weill Center for the Performing Arts

Stefanie H. Weill Center for the Performing Arts
Credits: Miyin2 [CC BY-SA 3.0], Wikimedia Commons
Stefanie H. Weill Center for the Performing Arts
One of the ideal places to visit when in Sheboygan is the Stefanie H. Weill Center. Here holds a lot of historical information, and if you’re a history enthusiast, here is a perfect place to be.

The Center is focused on preserving the historic achievements of this theatre to offer and maintain an outstanding performing art center for the people of this region and tourists.

This goal has help shape the locals’ lifestyle and community through educational, cultural, corporate, and civic activities.

The Performance art center has hosted many world-renowned performers. It is an abode for the Sheboygan Concert Association, the Sheboygan Symphony Orchestra, and other organizations supporting entertainment of any kind.

Address: 826 N 8th St, Sheboygan, WI 53081, United States

16. Sheeps Brewing Company

Sheeps Brewing Company
Credits: Viiviien / Shutterstock

One of the best places to visit if you’re a fan of liquor is the Sheep’s Brewing Company, and top your bucket list of things to do when you visit Sheboygan.

The Brewing Company is locally owned and has been an outstanding packaging company in Sheboygan since 2012 that has focused on providing premium ales, seasonal brews, and craft beers.

Touring in this facility is fun as tourists can join in sampling the beers in their modern taproom; the brewing company takes 20 beers on tap. The place is furry friends with a friendly and amazing staff.

Address: 1837 North Ave, Sheboygan, WI 53083,

17. Caan Floral and Greenhouses

Caan Floral and Greenhouses
Credits: Garden Centers of America / Facebook
Caan Floral and Greenhouses

One of the best places to visit in Sheboygan is the Caan Floral and Greenhouses. Here is a great place to visit, and if you’re a horticulturist or plant enthusiast, here’s a sure place to be and should top your list of places to visit.

The garden is an abode for Sheboygan county’s renowned greenhouses, and everything you find here is grown in the garden. You can also find different collections of shrubs and trees, water plants, and perennials.

The Caan Floral and Greenhouses have a vast collection of flowers. Their flowers stand out and are all healthy, with well-trained staff to guide and assist you get what you want.

All you are looking for in outdoor and indoor plants, garden decor, pots and fountains, gifts, trees, and bushes you’ll find at Caan’s.

Address: 4422 S 12th St, Sheboygan, WI 53081, United States

18. Sheboygan Railroad Museum

Sheboygan Railroad Museum
Credits: Sheboygan Railroad Museum / Facebook
Sheboygan Railroad Museum

The Sheboygan Railroad Museum is chiefly focused on preserving the historical information of model railroad hobby and local railroad.

The Sheboygan Railroad Society preserves the Railway museum. The museum showcases art collections of local railroad relics, historical railroad artifacts that have existed for over 100 years, and eight model layouts in G,O,S,HO,N, and Z operational scales showcased to the public, and other items and objects.

The society also keeps a sizable record of books in the library, video clips on railroading, periodicals, workshops, and educational activities throughout the Year.

The museum also features a circus train module with over a three-ring Big Top, a parade down Main Street USA, 500 hand-painted figures, and lots more.

Address: 1011 N 10th St, Sheboygan, WI 53081

19. Old Plank Road Trail

The Old Plank Road Trail is situated in Sheboygan, Wisconsin, parallels Highway 23. The old plank trail is about 21 miles to the county’s boundary.

The area’s landscape differs, it features gently rolling areas to flat areas. The trail is the first trail in the country to have its right of way shared with a 4-lane divided highway.

In the late 1970s, the first part of the trail was constructed with current additional areas done in 2021. During the recent renovations in 2021, the trail was expanded to 4.4miles to the boundary of the county

The famous and renowned trail is open to the general public, including snowmobilers, joggers, runners on ten feet of asphalt and eight feet of turf, moped users, in-line skaters, Nordic skiers, bicyclists, and others.

Address: Highway 42 (State Trunk Highway 42), Sheboygan, Wisconsin

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20. Shaw Family Playground

Shaw Family Playground
Credits: Pressmaster / Shutterstock

One of the ideal things to do in Sheboygan, WI, is to visit the Shaw Family Playground and top your checklist of Things to do.

The Park is open to the general public. The playground was constructed through a collaboration by friends of the Sheboygan Park Project and Sheboygan Jaycees. Its completion was influenced by Shaw’s family, formerly Siamese twins.

The goal of constructing this family playground is to give every child an equal opportunity to have unorganized and imaginative play with other kids on a safe and available playground.

The park has large playgrounds with exciting activities. Make sure to come along with your camera. It has a music tent with large drums and chimes. There are many activities to engage in while you’re here and take your mind off mundane activities from home

Address: 2614 Pine Grove Ave, Sheboygan, WI 53083

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21. Lino Ristorante Italiano

Lino Ristorante Italiano
Credits: Lino Ristorante Italiano / Facebook
Lino Ristorante Italiano

The Lino Ristorante Italiano is a regular Italian restaurant with a patio. One can see the River of Sheboygan that offers a warm, beautiful ambiance for visitors to have contemporary and classic Italian meals.

The restaurant is owned and operated by Lino Auterio, who has more than 35 years of experience in this line of business. You’re sure to get the very best from an experienced chef.

The restaurant offers a delectable menu of traditional Italian dishes with meals that Lino had as a kid when he was at Amalfi Coast with other outstanding recipes gotten in his career days.

Most of the renowned dishes to find here includes Frutti de mar, classics like lasagna and spaghetti, desserts of tiramisu, homemade gelato, Bolognese, panna cotta. chicken piccata and pasta primavera.

You can treat yourself to a great wine from their great selection of regular wines from Italy and other areas that grow wine. You can also have a homemade cocktail or beer.

Address: 422 S Pier Dr, Sheboygan, WI 53081

22. Parker John’s BBQ and Pizza

Parker John's BBQ and Pizza
Credits: Morozov John / Shutterstock

The Parker John’s BBQ and Pizza is a sure place to be in Sheboygan, Wisconsin, to try out a bit of their Barbeque or Pizza, and you sure will love every taste of it. You sure want to add here to your checklist of places to be.

The restaurant is welcoming and family-oriented and provides various types of slow-smoked meats coupled with handcrafted barbeque sides and sauces like potato salad and beans and stone fire pizzas with different kinds of toppings.

There is a complete bar that serves the best of Wisconsin beers, homemade cocktails prepared with alcohol, tasty wines, and Bloody Mary’s. Visitors can also chill out in their dining room with reclaimed wooden floors.

Address: 705 Riverfront Dr, Sheboygan, WI 53081

23. Ellwood H. May Environmental Park

Ellwood H. May Environmental Park
Credits: Asher Heimermann [CC BY-SA 4.0], Wikimedia Commons
Ellwood H. May Environmental Park
The Ellwood H. May Environmental Park is a beautiful attraction with lots of excitement and fun activities to make your visit a memorable one. It should be on your list of things to do in Sheboygan.

The park cuts over over 130 acres of prairie, forests, and wetlands and abides for fauna and flora, ponds, and rivers. The park is open to everyone who loves nature and is open throughout the year with no fee to gain entrance.

The trails in the park are nice for viewing highlife, skiing, snowshoeing, hiking, and mountain biking. The park also has an Ecology center and Environmental Lab, Prairie Overlook, that organizes natural history programs throughout the year.

Address: 3615 Mueller Rd, Sheboygan, WI

24. River Wildlife

River Wildlife
Credits: River Wildlife / Facebook
River Wildlife

The River Wildlife is one of the best attractions you should visit when you’re in Sheboygan. It is a picturesque park with lots of exciting activities to give you a thrilling vacation with friends and family.

The park is a private one with a dining club and recreational area. The land area of the River Wildlife occupies over 500 acres of untapped land with 5 miles of Sheboygan River cutting across over 18 miles of picturesque woodland trails.

There are many activities lined up such as canoeing, kayaking, hunting, self-guided fishing and hiking, cross country skiing, rifle, and pistol range, and 3-D archery range.

Here is a great relaxation spot to take your mind off mundane activities from work and should top your bucket list of fun places to visit when you’re in Sheboygan.

Address: 1116 W Riverside Dr, Kohler, WI 53044, United States

25. Blue Harbor Resort & Conference Center Water Park

Blue Harbor Resort & Conference Center Water Park
Credits: Brett VA / Flickr
Blue Harbor Resort & Conference Center Water Park

One of the best attractions to see when you’re in Sheboygan is to visit the Blue Harbor Resort & Conference Center Water Park and should top your list of places to visit when you’re here.

Here is a perfect spot for a lakeside vacation with friends and family. Here’s a great place to have a family reunion, have a romantic time with your partner, or hang out with the kids.

You can come along with your camera to take photos of the great sights of Lake Michigan while sitting at the Lakeside patio and having a drink of their quality cocktail.

The resort has over 180 guest suites, more than 50 villas, wireless internet, and themed kid suites. There are also lounges, a spa, an indoor water park, restaurants, conference space, and lounges.

Address: 725 Blue Harbor Dr, Sheboygan, WI 53081

26. Charter Happy Hooker

Charter Happy Hooker
Credits: TeodorLazarev / Shutterstock

If you are a fishing enthusiast, the Charter Happy Hooker is one sure place to visit when you are in Sheboygan and should be on your list of places to see.

The Charter Happy Hooker is one of Lake Michigan’s finest trout charter in Sheboygan, Wisconsin. The Happy Hooker is operated by Captain Mart Wisse, who guides you on the amazing 36 Luhrs Tournament Series Charter Fishing boat. The boat has everything needed for a wonderful fishing experience.

The Boat is fully built and has warm water, an air-conditioned/heated stateroom, a ship to shore marine radio, cell phone, USCG safety equipment, a private restroom.

The Happy Hooker has boats to accommodate larger crowds. You can have a boat cruise with friends and family, and even a romantic boat ride with your partner.

Address: 682 S Pier Dr r, Sheboygan, WI 53081, United States

27. Victorian Chocolate Shoppe

Victorian Chocolate Shoppe
Credits: Brenda Carson / Shutterstock

If you are a lover of chocolate, the Victorian Chocolate Shoppe is an ideal place to visit when you are here and should be your major priority when you visit.

The chocolate shop is family-owned and operated and gives its customers a treat of how candy tasted back in the day, even as the aroma of chocolate takes over the environment.

The chocolate produced here is prepared in small quantities to preserve its quality. The shop has over 80 different types of handcrafted chocolates in stock for customers. They have outstanding service and friendly staffs.

Address: 519 S. 8th St, Sheboygan, WI 53081

28. Highway 42 (State Trunk Highway 42)

Highway 42 (State Trunk Highway 42)
Credits: TillmanJosh [CC BY-SA 4.0], Wikimedia Commons
Highway 42 (State Trunk Highway 42)
One of the best things to do in Sheboygan is a visit to Highway 42. It is a 138 miles highway situated in northeast Wisconsin that starts from Sheboygan and ends at the ferry dock in Northport.

The route is famous while getting into Door County and is popularly known by tourists yearning to have a wonderful vacation with friends and loved ones in this picturesque area and around Lake Michigan.

Highway 42 has a lot of Scenic spots that you might want to bring your camera along to take some lovely photos to post on your Instagram. The highway is not usually crowded by traffic, and the route is properly maintained and is lovely for a bike ride.

Address: N7563 WI-42, Sheboygan, WI 53083, United States

29. John Michael Kohler Arts Center

John Michael Kohler Arts Center
Credits: Michael Steeber / Flickr
John Michael Kohler Arts Center

One of the best things to do in Sheboygan, WI, as a tourist who loves history is visiting the John Michael Art Museum in downtown Sheboygan. It is focused on encouraging different forms of art and art performances.

The museum has a huge landmass of 100,000 square foot center hosting ten galleries that displays art pieces of works made by local artists. It has a theater, a meeting hall, studio classrooms, and a performance center listed on the National Register of Historic Places.

The arts center is so engaging with different programs such as music and dance performances, workshops, symposiums, festivals and demonstrations, art exhibits, and lots more.

The ambiance is serene and lovely, and it also has a cafe called Artcafe, an onsite retail shop for shopping known as Artspace, and an Artery for carrying out art activities.

Address: 608 New York Ave, Sheboygan, WI 53081

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Plan your trip to Sheboygan

Sheboygan might not be a famous destination like other big cities, but it is quite a region with unique attractions that’ll win your heart. Visiting here with the family or loved ones is fun and exciting as there are a lot of recreational activities available to make your tour experience fun and worth it.

Start planning your trip today, make your bucket list of things to do in Sheboygan, WI, including places you will like to explore during your trip.

Have a fun one!