30 Things to Do in Sheboygan, Wisconsin

Sheboygan, Wisconsin, is a charming city known for its scenic waterfront, rich history, and vibrant culture. Often referred to as the "Malibu of the Midwest" due to its thriving water sports scene, Sheboygan is a hidden gem offering diverse attractions for all types of travelers. Whether you’re an outdoor enthusiast, a history buff, a foodie, or someone looking for a relaxing getaway, this guide covers the best things to do in Sheboygan.

Importance of Visiting Sheboygan

Unique Attractions & Natural Beauty

Sheboygan boasts a stunning shoreline with sandy beaches, picturesque parks, and a bustling harbor. Visitors can enjoy breathtaking sunrises over Lake Michigan, explore tranquil hiking trails, and immerse themselves in scenic landscapes.

Cultural Significance & Historical Value

With a deep-rooted maritime heritage, Sheboygan is home to historic lighthouses, museums, and cultural centers that celebrate its German and Dutch influences. The city's thriving arts scene, annual festivals, and local traditions add to its unique charm.

Outdoor Adventures & Recreational Activities

Outdoor lovers will find plenty to do, from fishing and boating to hiking, biking, and surfing. Sheboygan is known for its fantastic golf courses, nature reserves, and adventure parks, making it an excellent destination for recreational activities.

30 things to do in Sheboygan

Sheboygan, Wisconsin, is a charming city known for its picturesque waterfront, outdoor recreation, and vibrant arts scene. Whether you’re seeking adventure, relaxation, or cultural experiences, Sheboygan has something for everyone. If you're exploring nearby areas, don’t miss out on the top things to do in Stevens Point, Wisconsin, from scenic trails to local breweries. Here’s a detailed guide to the top things to do in Sheboygan, including pros, cons, key attractions, and events.

1. Visit Kohler-Andrae State Park

One of Sheboygan’s most beautiful natural areas, Kohler-Andrae State Park boasts sandy beaches, scenic dunes, and miles of hiking trails. It’s perfect for nature lovers, campers, and photographers.

Pros:

• Stunning lakefront scenery

• Great for hiking, swimming, and camping

• Year-round outdoor activities

Cons:

• Can be crowded in peak summer months

• Park entrance fee required

Key Attractions:

• The Dune Cordwalk – a scenic trail through rolling sand dunes

• Nature Center – interactive exhibits about local wildlife

• Beach area – great for sunbathing and picnicking

2. Explore Blue Harbor Resort & Waterpark

Blue Harbor Resort is a family-friendly getaway featuring an indoor waterpark, spa, and lakefront views. It’s ideal for a fun weekend retreat, especially for families with kids.

Pros:

• Large indoor waterpark with slides and lazy rivers

• Onsite dining and luxurious accommodations

• Beautiful lakefront location

Cons:

• Can be pricey, especially during peak seasons

• Waterpark is primarily geared toward families with young children

Key Attractions:

• Breaker Bay Waterpark – indoor fun with slides, wave pools, and splash areas

• Reflections Spa – relaxing massages and treatments

• Mini-golf and arcade – additional entertainment for kids

3. Walk Along Sheboygan Riverfront

The Sheboygan Riverfront offers scenic walking paths, charming shops, and some of the city’s best waterfront restaurants. It’s a great place for a relaxing evening stroll.

Pros:

• Picturesque river views

• Plenty of dining and shopping options

• Relaxing and peaceful atmosphere

Cons:

• Limited parking during busy hours

• Can be chilly in colder months

Key Attractions:

• Riverfront Boardwalk – perfect for walking and sightseeing

• Waterfront restaurants – featuring fresh seafood and local dishes

• Fishing and boating access – for those who love the water

4. Visit the John Michael Kohler Arts Center

Art enthusiasts will love the John Michael Kohler Arts Center, which features contemporary art exhibits, artist residencies, and cultural programs.

Pros:

• Unique and thought-provoking exhibits

• Free admission (donations encouraged)

• Regular events and workshops

Cons:

• Some exhibits may not appeal to all visitors

• Limited onsite parking

Key Attractions:

• Changing exhibits showcasing national and local artists

• Artist-in-residence programs with interactive art displays

• Sculpture garden featuring beautiful outdoor installations

5. Tour the Kohler Design Center

For those interested in architecture, interior design, and home innovation, the Kohler Design Center showcases high-end kitchen and bathroom designs.

Pros:

• Inspirational for home renovation ideas

• Free admission

• Hands-on exhibits and historical displays

Cons:

• Primarily appeals to design enthusiasts

• Limited activities for children

Key Attractions:

• State-of-the-art kitchen and bathroom displays

• Kohler history exhibits showcasing the brand’s legacy

• Product showcase of innovative home fixtures

6. Relax at Deland Park Beach

Deland Park Beach is a serene spot along Lake Michigan, perfect for sunbathing, swimming, and picnicking.

Pros:

• Free and easily accessible

• Clean sandy beach

• Beautiful sunrise and sunset views

Cons:

• Water can be chilly, even in summer

• No lifeguards on duty

Key Attractions:

• Beach area with picnic tables and fire pits

• Walking paths along the shoreline

• Fishing pier for anglers

7. Experience the Above & Beyond Children’s Museum

A fantastic destination for families, the Above & Beyond Children’s Museum features interactive exhibits and educational activities.

Pros:

• Hands-on learning experiences for kids

• Affordable entry fees

• Engaging exhibits for various age groups

Cons:

• Best suited for younger children

• Can get crowded on weekends

Key Attractions:

• STEM exhibits focused on science and technology

• Climbing wall and play structures

• Art and craft activities

8. Stroll the Sculpture Walk

Art lovers and outdoor enthusiasts will enjoy Sheboygan’s Sculpture Walk, featuring public art along the lakefront.

Pros:

• Free and open year-round

• Scenic lakefront setting

• Great for photography

Cons:

• Some sculptures may not appeal to all visitors

• Exposure to weather conditions

Key Attractions:

• Rotating sculpture exhibits from local and international artists

• Lakeside walking paths with benches for relaxation

9. Try Surfing on Lake Michigan

Sheboygan is known as the “Malibu of the Midwest”, making it a hotspot for freshwater surfing.

Pros:

• Unique experience in the Midwest

• Popular with both beginners and advanced surfers

• Surf rentals and lessons available

Cons:

• Best waves are in fall and winter (cold water!)

• Weather-dependent activity

Key Attractions:

• Surf lessons for beginners

• Annual freshwater surfing competitions

• Local surf shops for gear rentals

10. Explore the Sheboygan County Historical Museum

For history buffs, the Sheboygan County Historical Museum offers a glimpse into the area’s past through artifacts, exhibits, and historic buildings.

Pros:

• Rich in local history and culture

• Affordable entry fee

• Family-friendly educational experience

Cons:

• Not as interactive as other museums

• Smaller compared to major city museums

Key Attractions:

• Historic buildings and exhibits showcasing Sheboygan’s past

• Rotating exhibits covering different historical topics

• Guided tours and educational programs

11. Enjoy a Beer at 3 Sheeps Brewing Company

Why Visit? If you're a craft beer lover, 3 Sheeps Brewing Company is a must-visit. This local brewery is known for its unique flavors, experimental brews, and laid-back atmosphere. You can sample seasonal beers, enjoy a flight, and even take home some exclusive brews.

Pros:

• Wide selection of craft beers.

• Relaxed, welcoming atmosphere.

• Regularly rotating seasonal flavors.

Cons:

• Limited food options available.

• Can get busy during peak hours.

Key Attractions:

• Baaad Boy Black Wheat Ale.

• Cashmere Hammer Nitro Stout.

• Brewery tours on weekends.

12. Take a Sunset Cruise on Lake Michigan

Why Visit? Nothing beats a sunset cruise on Lake Michigan, where you can soak in panoramic views of the shoreline while enjoying a peaceful boat ride. Many cruises offer drinks and snacks, making for a relaxing evening on the water.

Pros:

• Breathtaking lake views.

• Romantic and peaceful experience.

• Great for photography.

Cons:

• Weather-dependent activity.

• Limited availability in colder months.

Key Attractions:

• Sunset and sightseeing cruises.

• Private charter options.

• Guided history tours of Sheboygan Harbor.

13. Bike the Old Plank Road Trail

Why Visit? This 17-mile scenic trail runs from Sheboygan to Greenbush and is ideal for biking, walking, or running. The paved path follows an old railway route, offering beautiful countryside views.

Pros:

• Suitable for all skill levels.

• Scenic and well-maintained trail.

• Bike rentals available nearby.

Cons:

• Some parts run parallel to a highway.

• Limited shade in certain sections.

Key Attractions:

• Rest stops with picnic areas.

• Wildlife viewing opportunities.

• Easy access to nearby parks and restaurants.

14. Attend the Dairyland Surf Classic

Why Visit? Sheboygan is known as the "Malibu of the Midwest," thanks to its impressive freshwater surfing waves. The Dairyland Surf Classic, held annually on Labor Day weekend, is the largest freshwater surf competition in the U.S.

Pros:

• Unique surfing destination.

• Great event for spectators and surfers alike.

• Fun beachside atmosphere.

Cons:

• Event happens only once a year.

• Weather conditions may affect waves.

Key Attractions:

• Surfing competitions for all skill levels.

• Live music and food vendors.

• Meet-and-greet with pro surfers.

15. Visit Bookworm Gardens

Why Visit? This literary-themed garden is a whimsical wonderland inspired by beloved children’s books. Kids and adults alike will enjoy exploring interactive displays and lush landscapes.

Pros:

• Perfect for families and book lovers.

• Interactive exhibits make learning fun.

• Seasonal events and activities.

Cons:

• Closed during winter months.

• Small entrance fee required.

Key Attractions:

• The Magic Tree House exhibit.

• Charlotte’s Web barn and farmyard.

• Peter Rabbit’s Garden.

16. Fish at Sheboygan Pier

Why Visit? Whether you’re a seasoned angler or a beginner, Sheboygan Pier offers a fantastic fishing experience. The waters are abundant with salmon, trout, and walleye.

Pros:

• Great fishing opportunities.

• Scenic location with lakefront views.

• Accessible to all skill levels.

Cons:

• Can get crowded during peak fishing seasons.

• Weather and water conditions vary.

Key Attractions:

• Fishing charter services available.

• Panoramic sunrise and sunset views.

• Birdwatching along the pier.

17. Play Golf at Whistling Straits

Why Visit? A world-renowned golf course, Whistling Straits has hosted major PGA tournaments and offers stunning views of Lake Michigan.

Pros:

• Championship-level golf course.

• Beautiful and challenging terrain.

• Top-tier facilities.

Cons:

• High green fees.

• Reservations needed in advance.

Key Attractions:

• The Straits and The Irish courses.

• Clubhouse dining with lake views.

• Professional golf instruction available.

18. Dine at Stefano’s Slo Food Market

Why Visit? Stefano’s is a must-visit for food lovers. This farm-to-table restaurant serves fresh, locally sourced dishes with a strong emphasis on quality ingredients.

Pros:

• Delicious, high-quality food.

• Great ambiance and service.

• Locally sourced ingredients.

Cons:

• Higher price point.

• Reservations recommended.

Key Attractions:

• Artisanal cheese boards.

• Seasonal tasting menus.

• Extensive wine and cocktail selection.

19. Try Bratwurst at Miesfeld’s Market

Why Visit? Sheboygan is famous for its bratwurst, and Miesfeld’s Market offers some of the best in town. Their brat fry events are a must-try.

Pros:

• Authentic Sheboygan bratwurst experience.

• Affordable and delicious.

• Friendly, local atmosphere.

Cons:

• Limited indoor seating.

• Can get busy on weekends.

Key Attractions:

• Bratwurst varieties and house-made sausages.

• Specialty meats and Wisconsin cheese selection.

• Brat fry events on Saturdays.

20. Kayak Along the Sheboygan River

Why Visit? For a peaceful and scenic adventure, rent a kayak and explore the Sheboygan River, which winds through the city and empties into Lake Michigan.

Pros:

• Easy access to rentals.

• Calm waters for beginners.

• Beautiful riverfront views.

Cons:

• Water levels can vary by season.

• Limited guided tours available.

Key Attractions:

• Paddle past scenic downtown Sheboygan.

• Birdwatching along the riverbanks.

• Kayak launch sites near parks and restaurants.

21. Check Out Acuity Flagpole – The Tallest Flagpole in the U.S.

Sheboygan is home to the Acuity Flagpole, which stands at an impressive 400 feet, making it the tallest flagpole in the United States. This landmark, located at Acuity Insurance’s headquarters, proudly displays a massive American flag.

Pros:

• A unique landmark and great photo opportunity.

• Symbolizes patriotism and community spirit.

Cons:

• Limited activities beyond sightseeing and taking photos.

• Located on private property, so access is somewhat restricted.

Key Attractions:

• The towering flagpole with a flag measuring 70 by 140 feet.

• Informational plaques detailing the flag’s history and significance.

22. Shop at The Shops at Woodlake Kohler – Boutique Shopping Experience

For those who love shopping, The Shops at Woodlake Kohler offer an upscale retail experience with a selection of unique boutiques, specialty shops, and fine dining options.

Pros:

• Wide variety of shops featuring clothing, home decor, and gourmet foods.

• Located in the picturesque Kohler area, adding to the charm.

Cons:

• Prices can be on the higher side compared to other shopping venues.

• Limited options for budget shoppers.

Key Attractions:

• Boutique stores featuring designer brands and artisan goods.

• Dining options such as The Greenhouse and Cucina.

23. Attend Sheboygan’s Farmers Market – Fresh Produce and Local Goods

Held seasonally, the Sheboygan Farmers Market is a great place to buy fresh produce, handmade crafts, and baked goods while supporting local farmers and artisans.

Pros:

• Fresh, locally sourced produce and handmade items.

• A great way to experience the community and local culture.

Cons:

• Only available seasonally.

• Can be crowded during peak hours.

Key Attractions:

• Fresh fruits, vegetables, and homemade baked goods.

• Live music and family-friendly activities on certain days.

24. Take a Brewery Tour at SwitchGear Brewing – A Craft Beer Haven

Located just outside Sheboygan in Elkhart Lake, SwitchGear Brewing is a must-visit for craft beer lovers. Their brewery tours offer an in-depth look at the brewing process and, of course, tastings!

Pros:

• A great selection of locally crafted beers.

• Knowledgeable staff and engaging brewery tours.

Cons:

• Limited food options.

• Located about 25 minutes outside of Sheboygan.

Key Attractions:

• Signature brews like the Elkhart Light and SwitchGear IPA.

• A cozy taproom with a laid-back atmosphere.

25. Visit Indian Mound Park – See Ancient Native American Effigy Mounds

Indian Mound Park is home to ancient Native American burial and effigy mounds, offering a glimpse into Wisconsin’s indigenous history.

Pros:

• A historically significant site with interpretive signs.

• Peaceful and scenic location.

Cons:

• Limited recreational activities beyond sightseeing.

• Some mounds can be difficult to identify without a guide.

Key Attractions:

• Effigy mounds shaped like animals, dating back over 1,000 years.

• Walking trails with educational markers.

26. Explore Maywood Environmental Park – Hiking and Nature Trails

Nature lovers will enjoy Maywood Environmental Park, a vast green space featuring hiking trails, wildlife, and educational programs.

Pros:

• Great for outdoor activities like hiking and birdwatching.

• Free entry and family-friendly.

Cons:

• Trails can be muddy after rain.

• Limited amenities like restrooms and picnic areas.

Key Attractions:

• Miles of nature trails through forests and prairies.

• Educational center with conservation exhibits.

27. Watch a Show at Weill Center for the Performing Arts

The Weill Center is Sheboygan’s top venue for live performances, featuring concerts, theater productions, and comedy shows.

Pros:

• Beautiful historic theater with excellent acoustics.

• Regular lineup of live entertainment.

Cons:

• Shows may require advance ticket purchases.

• Limited on-site parking.

Key Attractions:

• Live music, comedy, and theatrical performances.

• Historic architecture and vintage-style seating.

28. Go Ice Skating at Sheboygan Lakers Ice Center

During the winter months, Sheboygan Lakers Ice Center offers ice skating, hockey games, and open skating sessions.

Pros:

• Fun winter activity for all ages.

• Skate rentals available.

Cons:

• Limited availability outside winter months.

• Can be busy on weekends.

Key Attractions:

• Public skating sessions.

• Hockey games and figure skating events.

29. Relax at Fountain Park – A Peaceful Downtown Retreat

Located in downtown Sheboygan, Fountain Park is a tranquil green space featuring a historic fountain and walking paths.

Pros:

• Ideal for relaxation and people-watching.

• Hosts local events and live music during summer.

Cons:

• Limited activities beyond walking and relaxing.

• Can get busy during special events.

Key Attractions:

• Scenic fountain and landscaping.

• Summer concerts and local gatherings.

30. Attend the Sheboygan Brat Days Festival – A Celebration of Bratwurst

Sheboygan is known as the Bratwurst Capital of the World, and the annual Brat Days Festival is a must-attend event celebrating this local delicacy.

Pros:

• A unique local festival with food, music, and entertainment.

• A variety of bratwurst dishes to try.

Cons:

• Only happens once a year.

• Can be crowded.

Key Attractions:

• Brat-eating contests and live entertainment.

• Family-friendly activities and parades.

Top Indoor Attractions in Sheboygan

1. John Michael Kohler Arts Center

A hub for contemporary art, the John Michael Kohler Arts Center features immersive exhibits, workshops, and performances. It showcases local and international artists, making it a must-visit for art lovers.

2. Sheboygan County Historical Museum

Step back in time and explore Sheboygan's past through fascinating exhibits featuring Native American artifacts, early settler history, and vintage memorabilia.

3. Above & Beyond Children's Museum

A fantastic indoor space for families, this interactive museum offers hands-on exhibits, creative play areas, and educational activities that engage children of all ages.

4. Stefanie H. Weill Center for the Performing Arts

This historic theater hosts concerts, live performances, and film screenings, providing year-round entertainment for visitors looking for a cultural experience.

5. Acuity Flagpole and Visitor Center

Home to the tallest flagpole in the United States, the Acuity Flagpole is an iconic Sheboygan landmark. Visitors can explore the visitor center and learn about the significance of this towering structure.

Family-Friendly Things to Do in Sheboygan

1. Bookworm Gardens

This enchanting botanical garden is inspired by classic children’s literature, featuring whimsical displays and themed garden spaces that bring stories to life.

2. Deland Park

A beautiful park along Lake Michigan, Deland Park offers playgrounds, picnic areas, and access to North Beach, making it perfect for a family day out.

3. Sheboygan Quarry Park

Families can enjoy swimming, kayaking, and paddleboarding at this scenic quarry-turned-adventure park.

4. Maywood Environmental Park

An educational nature park with hiking trails, wildlife observation areas, and interactive programs for kids.

5. Blue Harbor Resort Water Park

An indoor water park featuring slides, lazy rivers, and splash zones, ensuring endless fun for families visiting Sheboygan.

Best Places for Food & Drinks in Sheboygan

1. Trattoria Stefano

A top-rated Italian restaurant in Sheboygan, known for its authentic pasta dishes and extensive wine list.

2. Parker John’s BBQ & Pizza

A great spot for hearty BBQ dishes, wood-fired pizzas, and a relaxed dining atmosphere.

3. The Duke of Devon

A waterfront British-style pub offering fish and chips, craft beers, and stunning lake views.

4. Field to Fork

A popular café and bakery serving organic, locally sourced breakfast and lunch options.

5. 3 Sheeps Brewing Company

A must-visit for craft beer lovers, 3 Sheeps Brewing offers a wide selection of locally brewed beers in a laid-back taproom setting.

Best Shopping & Local Markets in Sheboygan

1. Sheboygan Farmers Market

A vibrant market featuring fresh produce, handmade crafts, and artisanal goods from local vendors.

2. The Shops at Woodlake

A collection of boutique shops, galleries, and specialty stores offering unique gifts, home decor, and fashion items.

3. Olivü 426

A boutique known for its handcrafted skincare and beauty products made from natural ingredients.

4. Black Pig Market & Gallery

A charming antique shop and art gallery showcasing vintage finds, collectibles, and local artwork.

5. Victorian Chocolate Shoppe

A specialty store offering gourmet chocolates, truffles, and sweet treats, perfect for indulgent shopping.

Conclusion

While Sheboygan shines with its lakeside charm, those exploring the state should also check out the many things to do in Prairie du Chien, Wisconsin, from historic sites to scenic riverfront views. Whether you’re exploring its scenic parks, visiting historic landmarks, or indulging in delicious local cuisine, Sheboygan provides something for everyone. Plan your trip today and uncover all the amazing things this vibrant lakeside city has to offer.

FAQs About Visiting Sheboygan

What is the best time to visit Sheboygan?

Summer (June to August) is the best time to visit Sheboygan, offering warm temperatures and ideal conditions for outdoor activities. Fall is also great for scenic foliage and fewer crowds.

What are some budget-friendly activities in Sheboygan?

Enjoy free attractions like Deland Park, North Beach, and Sheboygan’s public art displays. The Sheboygan Farmers Market and local trails are also great options for budget-conscious travelers.

Are there any pet-friendly places in Sheboygan?

Yes! Many parks, such as Evergreen Park and the Sheboygan Dog Park, welcome pets. Some cafés and breweries also have pet-friendly outdoor seating.

What are the best beaches in Sheboygan?

North Beach, South Beach, and Kohler-Andrae State Park Beach are among the top beaches in Sheboygan, offering clean shores and stunning lake views.

How many days are enough to explore Sheboygan?

A weekend (2-3 days) is ideal to experience Sheboygan’s top attractions, outdoor activities, and dining spots. However, longer stays allow for a more relaxed exploration of the city.