Winter in Sheboygan can be a magical time filled with fun activities. As the snow falls and the air turns crisp, there are countless ways to enjoy the season. From outdoor adventures to cozy indoor spots, Sheboygan offers something for everyone. Whether you’re a local or just visiting, these winter activities will keep you entertained and warm your heart.
In this guide, we will be highlighting the best things to do in Sheboygan during winter. You can expect to find events that celebrate the holidays, places for outdoor sports, and cozy cafes perfect for warming up. Grab your mittens and get ready for some winter fun!
Things to Do in Sheboygan Winter
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1. Sleigh Rides at Wade House
Experience the charm of winter on horse-drawn sleigh rides at Wade House. This historical site captures the essence of 19th-century Wisconsin. Rides take you through beautiful snow-covered landscapes, making it a perfect family outing.
The sleigh rides are not just about the journey; they carry a unique historical context. You will learn about the area’s rich history while enjoying the ride. Feel the crisp winter air and hear the gentle jingle of bells on the horses as you glide through the snowy trails.
Each ride offers stunning views of the surrounding woods and fields. Keep an eye out for wildlife! It’s a peaceful way to connect with nature and appreciate winter’s beauty.
Dress warmly for this memorable experience. Wade House is committed to providing a fun, educational outing for all ages. So gather your family and friends for this delightful winter adventure!
For a charming day filled with history and fun, sledding at Wade House is a must-do. Don’t miss the chance to create lasting memories here.
Address: 12th St & Division Rd, Greenbush, WI 53026.
2. Ice Skating at Sheboygan Lakers Ice Center
Get your skates ready for a day of ice skating at the Sheboygan Lakers Ice Center! This indoor facility offers public skating sessions throughout the winter. Bring your family and friends for a fun and active day on the ice.
The center features a well-maintained rink, perfect for skaters of all levels. Rentals are available, so you don’t need to worry if you don’t have your own skates. Just lace up and enjoy gliding across the ice.
Whether you’re a beginner or a seasoned skater, ice skating here is a great way to stay active during the cold months. You can practice your moves or simply enjoy a casual skate while listening to music.
In addition to public skating, the center often hosts special events and themed skating nights. Keep an eye on their calendar for family-friendly activities or figure skating exhibitions.
Pack some hot cocoa for after your skate to warm up! Enjoy the lively atmosphere of the Sheboygan Lakers Ice Center this winter.
Address: 1400 N 31st St, Sheboygan, WI 53081.
3. Holiday Lights Display by Making Spirits Bright
Drive through a winter wonderland at the Making Spirits Bright holiday lights display! This spectacular event spans along Calumet Drive and features over 1.1 km of synchronized lights and music. It’s a magical experience for visitors of all ages.
As you navigate the drive, you’ll be mesmerized by the colorful displays. Each section brings a new surprise, from sparkling snowflakes to animated scenes, all synced perfectly to festive music. It’s a delightful way to celebrate the holiday season.
Families love to make this an annual tradition. Children can enjoy hot cocoa while watching the lights twinkle and dance around them. The display is designed to bring joy and cheer during the winter months.
Open during the evenings, this drive-through event is easy to enjoy from the comfort of your own vehicle! Don’t forget to bring your camera! Capture the memories in this festive setting.
The Making Spirits Bright display is a wonderful way to embrace the spirit of the season in Sheboygan.
Address: Calumet Dr, Sheboygan, WI 53083.
4. Snowshoeing at Maywood Environmental Park
Experience the beauty of nature while snowshoeing at Maywood Environmental Park! This serene park offers numerous trails suitable for snowshoeing enthusiasts. It’s an excellent way to enjoy the winter landscape and get some exercise.
The park’s trails wind through picturesque woods and fields, providing stunning views in every direction. Each step in the soft snow is a delight as you reconnect with nature. The peaceful atmosphere makes it a great escape from daily life.
Snowshoe rentals are available on-site, making it easy for beginners to join in the fun. The staff is friendly and knowledgeable, ready to help you get started. Whether you’re alone or with friends, the trails welcome everyone.
Additionally, the park hosts educational programs about local wildlife and ecosystems. Learn while you explore, making your outdoor adventure more enriching.
So bundle up, grab your snowshoes, and enjoy the beauty of winter at Maywood Environmental Park!
Address: 3615 E Schmitt Rd, Sheboygan, WI 53083.
5. Visit Breaker Bay Waterpark at Blue Harbor Resort
Escape the cold and dive into fun at the Breaker Bay Waterpark! Located inside the Blue Harbor Resort, this indoor waterpark is perfect for a family day out. It features slides, a lazy river, and plenty of space for splashing about.
The waterpark is designed for all age groups. Younger children can enjoy shallow areas while older kids tackle the thrilling slides. For those wanting to relax, the lazy river offers a gentle ride around the park.
In addition to the water attractions, enjoy the tropical atmosphere with palm trees and colorful decor. It’s like a vacation in the middle of winter! Parents can comfortably lounge while keeping an eye on their little ones.
The resort also has a variety of dining options, so you can refuel after a fun day of swimming and playing. Make it a mini-vacation with accommodations available at the Blue Harbor Resort.
A visit to the Breaker Bay Waterpark is a perfect way to enjoy winter while staying warm and active!
Address: 725 Blue Harbor Dr, Sheboygan, WI 53081.
6. Explore the Above & Beyond Children’s Museum
Bring your kids to the Above & Beyond Children’s Museum for a day filled with hands-on fun! This interactive museum is specially designed for children, encouraging creativity and learning through play. It’s a place where imagination can run wild.
With various exhibits focusing on science, art, and culture, kids will find plenty to engage their minds. From crafting workshops to interactive installations, there’s always something exciting happening. Your little ones can explore their interests in a fun and friendly environment.
The museum also hosts special events and programs that vary throughout the year. These activities allow for an educational experience while keeping kids entertained. It’s a great way to spend a winter afternoon, especially when the weather is cold outside.
Parents can join in on the fun or take a break in the relaxing lounge area. The atmosphere is welcoming and perfect for families to bond and learn together.
Head over to the Above & Beyond Children’s Museum and watch your children discover new passions and adventures!
Address: 902 Niagara Ave, Sheboygan, WI 53081.
7. Stroll through Bookworm Gardens
Take a peaceful stroll through Bookworm Gardens, where literature comes to life in a beautiful garden setting! This enchanting place is inspired by children’s books, making it a delightful stop for families. Enjoy walking the paths lined with themed gardens.
Each garden highlights a different story, offering interactive elements that inspire imagination. Kids can play and explore as they learn about their favorite tales. The gardens are beautifully designed to engage the senses, featuring colorful flowers and whimsical features.
In winter, the gardens take on a peaceful and serene atmosphere. The snowy landscapes create a magical backdrop for walks. Enjoy the tranquility while appreciating the beauty of nature during the colder months.
Bookworm Gardens often hosts special events and programs throughout the year. Check their calendar for family-friendly activities or storytime sessions. It’s a wonderful way to foster a love of reading in children.
Whether you’re an adult or a child, Bookworm Gardens is a charming destination that ignites the joy of storytelling.
Address: 2317 W Washington Ave, Sheboygan, WI 53081.
8. Art Exhibits at John Michael Kohler Arts Center
Discover contemporary art at John Michael Kohler Arts Center in Sheboygan! This unique cultural venue showcases a variety of exhibits that engage visitors. The center focuses on promoting artistic expression and community involvement.
Visitors can explore thought-provoking installations and art pieces from local and international artists. The diverse range of exhibits means there’s always something new and exciting to see. Whether you’re an art enthusiast or just curious, this place offers a captivating experience.
The center also offers educational programs, workshops, and events that allow you to create your own art. There’s a friendly café on-site where you can grab a bite and relax while enjoying the atmosphere. This is a perfect way to unwind after exploring the exhibits.
Visitors appreciate the welcoming spirit of the arts center. It’s a place that fosters creativity and dialogue through art. Plus, the stunning architecture of the building itself is worth a visit.
Don’t miss out on the chance to experience art in a vibrant and engaging environment at the John Michael Kohler Arts Center!
Address: 608 New York Ave, Sheboygan, WI 53081.
9. See the Acuity Flagpole
Make sure to stop by and see the Acuity Flagpole, an impressive landmark in Sheboygan! Standing tall as one of the tallest flagpoles in the world, it is a striking symbol of pride for the community. The flagpole towers at an astonishing height of 400 feet!
The flagpole serves as a beautiful backdrop for photographs, especially against a clear blue sky. Many visitors enjoy capturing moments with this iconic structure. It’s a great spot for families to stop and learn about its significance.
Acuity Insurance, the company responsible for this impressive pole, often hosts events nearby. These events are perfect for families and raise awareness of community contributions. Check out their calendar for any upcoming activities.
Visit the flagpole to learn about its history and design. Information plaques provide context and interesting facts. It’s a quick but worthwhile stop during your visit to Sheboygan.
Embrace the spirit of this remarkable landmark and take home a memory of the Acuity Flagpole!
Address: 2800 S Taylor Dr, Sheboygan, WI 53081.
10. Cheese Tasting at The Cheese Counter & Dairy Heritage Center
Indulge in a delicious experience at The Cheese Counter and Dairy Heritage Center! Located in Sheboygan, this spot offers a chance to sample some of the best locally made cheeses. It’s a must-visit for cheese lovers!
As you taste various handcrafted cheeses, you’ll also learn about the region’s dairy heritage. Knowledgeable staff members share stories about the cheese-making process and the local farms involved. This creates an educational experience that’s both fun and informative.
Your taste buds will delight in the variety of flavors available. From creamy cheddars to sharp blues, the selections are sure to please everyone. Pair your cheese with local wines or artisanal crackers for a complete tasting experience.
The Cheese Counter also features specialty products, so take some local goodies home! This is the perfect way to support local farmers and artisans while discovering new tastes.
Experience the rich dairy culture of Wisconsin through interactive tasting at The Cheese Counter!
Address: 3235 Union Ave, Sheboygan, WI 53081.
11. Sledding at The Bowl
Gear up for exhilarating fun at The Bowl, a local favorite for sledding! This designated sledding hill promises thrills for both children and adults. Grab your sled or tube and take on the snowy slopes!
The Bowl features a safe and well-maintained hill, making it great for families to enjoy winter activities together. The height of the hill provides a rush as you glide down through the fresh snow, producing squeals of joy along the way.
Parents can join in on the fun or watch from the sidelines while sipping on hot cocoa. The surrounding area is perfect for snowball fights and building snowmen when you’re not sledding. It’s an ideal spot for creating winter memories with loved ones.
Dress warmly, and don’t forget your hat and gloves for the ultimate sledding experience! The Bowl is open to everyone, ensuring a wonderful time for all ages. It’s a quintessential winter activity that captures the joy of the season.
Come down to The Bowl for a sledding adventure and let the winter festivities begin!
Address: 1901 N 21st St, Sheboygan, WI 53081.
12. Urban Artique
Unleash your creativity at Urban Artique! This charming studio in downtown Sheboygan offers art classes for people of all ages and skill levels. Have a fun time creating unique pieces of home décor or gifts!
Urban Artique provides everything you need for your crafting adventure, from materials to instruction. Join in on group classes or schedule a private session with friends. This is a great way to bond and unleash your artistic side.
Classes and workshops cover a range of mediums, so there’s something for everyone. From painting to crafting, you’ll find an inspiring atmosphere. Take home your own masterpiece at the end of the session!
The studio is a wonderful place for family events or kids’ birthday parties too! Participants can explore their artistic sides while enjoying each other’s company. Visit Urban Artique to spark your imagination!
Get ready for creativity and fun at Urban Artique in Sheboygan!
Address: 1112 N 8th St, Sheboygan, WI 53081.
13. Horse-Drawn Wagon Rides
Experience the winter beauty of Sheboygan with a delightful horse-drawn wagon ride! This cozy activity allows you to savor the scenic landscapes while being pulled by gentle horses, all while keeping warm with blankets. It’s a family-friendly adventure!
The rides offer a unique perspective of the winter scenery, showcasing the charm of the local area. Enjoy the sound of the sleigh bells ringing and the snow crunching beneath the hooves as you glide through the snow.
A knowledgeable guide often shares local history and stories along the way, enhancing your experience. The tranquility of the winter landscape is something special, allowing you to relax and connect with nature.
Horse-drawn wagon rides are perfect for all ages. Whether it’s a romantic outing or a family trip, this activity is sure to create lasting memories. Don’t forget to bring your camera for capturing the picturesque scenes.
Take some time out to enjoy a peaceful horse-drawn wagon ride this winter!
Address: 9400 15th Ave, Sheboygan, WI 53081.
14. Visit the Sheboygan County Historical Museum
Explore local history by visiting the Sheboygan County Historical Museum! This engaging museum offers a wealth of information on the area’s past, featuring exhibits that showcase the rich culture and heritage of Sheboygan County.
The museum includes interactive displays, photographs, and artifacts that tell the story of the community. Whether you’re a local resident or a visitor, you’ll find countless intriguing stories and insights into Sheboygan’s history.
Guided tours are available, providing a deeper understanding of the exhibits. The friendly staff can answer questions and share fascinating tales about the past. There are often events and programs that showcase local traditions and history.
Take advantage of special family-friendly activities hosted throughout the year. These programs invite families to learn and participate in the historical experiences of Sheboygan County together.
A trip to the Sheboygan County Historical Museum is a great way to immerse yourself in the local culture and engage with the history around you!
Address: 3110 Erie Ave, Sheboygan, WI 53081.
15. Winter Hiking at Kohler-Andrae State Park
Discover the breathtaking beauty of Kohler-Andrae State Park during the winter months! The park boasts serene trails that are perfect for winter hiking, offering pristine views of Lake Michigan and snowy landscapes. Layer up and get ready for an adventure!
The snow-covered trails wind through forests and sand dunes, providing a unique hiking experience. Observing how nature transforms in winter is truly mesmerizing, and it’s a great chance to spot local wildlife.
The park maintains well-marked paths suitable for hikers of all levels. Whether you enjoy walking at a leisurely pace or prefer a more vigorous hike, there’s something for everyone. The crisp winter air invigorates your senses while you explore.
Bring your camera for stunning shoreline views as well. The picturesque scenery offers numerous photo opportunities, with sunlit snow and beautiful lake vistas creating memorable moments.
Visit Kohler-Andrae State Park and embrace the tranquility of winter while enjoying the great outdoors!
Address: 1020 Beach Park Ln, Sheboygan, WI 53083.
16. Relax at Spa at Blue Harbor Resort
Pamper yourself at the Spa at Blue Harbor Resort, an oasis of relaxation in Sheboygan. After a day filled with winter activities, treat yourself to a well-deserved break in this luxurious spa. It’s the perfect place to unwind!
The spa offers a variety of services, including massages, facials, and body treatments. Each service is designed to rejuvenate your mind and body, allowing you to fully relax. Skilled therapists provide a serene experience catered to your needs.
Enjoy the tranquil atmosphere, complete with soothing music and calming essential oils. You can also take advantage of spa packages that combine treatments for the ultimate indulgence.
Need a break from the cold? Spend the day in the calm setting of the spa. Each treatment will leave you feeling refreshed and ready to tackle winter.
Don’t miss the chance to experience pampering at the Spa at Blue Harbor Resort during your visit to Sheboygan!
Address: 725 Blue Harbor Dr, Sheboygan, WI 53081.
17. Attend Sheboygan’s Annual Polar Plunge
Join in the fun and excitement at Sheboygan’s Annual Polar Plunge! This unique event invites brave participants to take a quick dip in the frigid waters of Lake Michigan. It’s all for a great cause – supporting local Special Olympics athletes!
The plunge usually takes place in late winter, attracting a fun crowd dressed in quirky costumes. Participants and spectators alike share laughter, cheers, and plenty of enthusiasm. Taking the plunge can be thrilling and invigorating!
On the day of the event, enjoy entertainment, food, and activities while waiting for the plunge. There’s a strong sense of community spirit as everyone comes together to support a good cause.
If you’re not ready to take the plunge, come out to cheer on the participants and enjoy the festivities. Don’t forget to bring your camera to capture the spirited moments!
Whether you’re diving in or supporting from the sidelines, the Polar Plunge is a memorable and exciting winter event in Sheboygan!
Address: 1015 N 8th St, Sheboygan, WI 53081.
18. Explore Elkhart Lake
Just a short drive from Sheboygan, Elkhart Lake offers delightful winter scenery and activities. This charming lakeside village is known for its serene lake and quaint atmosphere, making it a peaceful escape from the hustle and bustle.
Explore the beautiful trails around the lake for winter hiking or snowshoeing. The views of the snowy landscape against the frozen lake provide a picturesque setting for outdoor fun. The tranquility of nature is invigorating and peaceful.
The village also hosts special winter events, including ice fishing contests and snowman-building competitions. Stay updated on local happenings to make the most of your visit. Its charming shops and dining options create a perfect day trip for families and friends.
After a day of outdoor activities, relax at a cozy café or restaurant along the lake. Indulge in delicious local dishes while enjoying waterfront views.
Make sure to visit Elkhart Lake during your winter adventure, where a blend of nature and community awaits!
Address: Elkhart Lake, WI 53020.
19. Visit Bookworm Gardens – Winter Wonderland
Experience the magic of winter at Bookworm Gardens’ Winter Wonderland! This enchanting seasonal event transforms the garden into a snowy paradise, showcasing winter-themed decorations and illuminated displays. It’s a delightful experience for families, kids and anyone who loves a bit of magic!
Enjoy guided tours through the winter gardens as you take in the beautiful scenery. The atmosphere is filled with joy and laughter, as children explore the enchanting displays inspired by popular children’s stories.
Throughout the winter season, the gardens host various family-friendly events and workshops. This can include winter crafts and storytelling, offering educational opportunities alongside the enjoyment of nature.
Stroll through the gardens wrapped up in winter attire, taking in the tranquility of the snowy views. It’s an excellent way to enjoy the crisp air while igniting the imagination of young visitors.
Bookworm Gardens’ Winter Wonderland is a must-visit during the winter months for a magical and memorable experience!
Address: 2317 W Washington Ave, Sheboygan, WI 53081.
20. Take a Segway Tour
Discover Sheboygan in a fun and unique way by taking a Segway tour! These guided adventures allow you to explore the city’s attractions while gliding effortlessly on a Segway. It’s a perfect mix of fun and sightseeing!
During the tour, a knowledgeable guide will lead you to popular sites such as the lakefront, parks, and historical landmarks. You’ll learn about the city’s rich history while enjoying the fresh air as you glide along smoothly.
Segway tours are designed for all experience levels. Whether you’re a first-timer or a Segway pro, the staff will provide a comprehensive lesson to ensure you feel comfortable and confident.
The tours typically last a couple of hours, allowing you to cover a lot of ground while having fun. Enjoy the sights and sounds of winter in Sheboygan from a unique perspective.
Don’t miss out on this exciting way to see the city! Book your Segway tour for an unforgettable experience.
Address: 825 N 14th St, Sheboygan, WI 53081.
21. Go Cross-Country Skiing at Maywood Environmental Park
Hit the trails and enjoy cross-country skiing at Maywood Environmental Park! The park’s serene landscape and well-maintained trails make it an ideal location for skiing enthusiasts. Whether you’re new to the sport or an experienced skier, this park welcomes all!
The park features various trails that meander through scenic woods, providing breathtaking views of nature. Glide through the snowy environment while breathing in the crisp winter air. It’s not just a workout, but a peaceful experience with nature.
Rentals are often available for skis and boots, so don’t worry if you don’t have your own gear. Friendly staff can also offer tips and guidance for beginners. It’s a great way to enjoy outdoor winter activities.
Take breaks along the way to appreciate the diverse wildlife and beautiful winter scenery. Bring some hot cocoa to warm up after your adventure! Maywood Environmental Park offers a perfect day filled with health, happiness, and exploration.
Enjoy the thrill of exploring winter trails through cross-country skiing!
Address: 3615 E Schmitt Rd, Sheboygan, WI 53083.
22. Attend Winterfest
Join in the fun at Sheboygan’s Winterfest, a celebration of winter activities and community spirit! This annual festival brings together families for a variety of winter-themed events, ensuring a memorable experience for everyone.
Winterfest features numerous activities, including sledding, ice skating, games, and tasty food. Kids will love the fun challenges and contests, while adults can enjoy the cozy atmosphere with hot drinks and live music.
Throughout the festival, local vendors showcase delicious foods, crafts, and seasonal treats to warm you up. Browse the unique offerings as you explore the festival grounds. There’s always something new and exciting at Winterfest!
Community spirit thrives at this celebration, with families and friends coming together to embrace the joy of winter. It’s a fantastic opportunity for making memories and enjoying quality time with loved ones.
Don’t miss Winterfest when visiting Sheboygan. It’s an event that captures the beauty and joy of the winter season!
Address: 2310 S 15th St, Sheboygan, WI 53081.
23. Enjoy Local Dining at The Black Pig
Warm up with a delicious meal at The Black Pig, a popular local restaurant in Sheboygan! Known for its use of seasonal ingredients, this bistro serves up hearty dishes that celebrate the flavors of Wisconsin.
The menu changes regularly to reflect the freshest finds. Enjoy comforting comfort food such as gourmet burgers, homemade pasta, and fresh salads. The Black Pig sources many ingredients from local farms, ensuring quality and flavor.
Cozy up in the inviting atmosphere, where a warm fireplace adds to the charm. It’s the perfect spot to relax after a day of winter activities and enjoy a culinary delight. Pair your meal with a craft cocktail or a selection from their extensive wine list!
The staff is friendly and attentive, providing excellent service that enhances your dining experience. Reservations are recommended, as this popular spot can fill up quickly!
Visit The Black Pig for a memorable dining experience filled with exceptional dishes and local flavors. You won’t leave disappointed!
Address: 1158 N 8th St, Sheboygan, WI 53081.
24. Explore the Sheboygan Riverfront
Take a leisurely stroll along the Sheboygan Riverfront, where scenic views and peaceful nature await! This picturesque pathway runs alongside the river, providing a perfect setting for a winter walk. Bundle up and enjoy the refreshing outdoor air!
As you stroll, you’ll be treated to views of the water, nearby parks, and the local wildlife. Many people find the tranquility of the riverfront to be the perfect escape from their daily routines. Keep an eye out for birds and other wildlife, especially in the serene winter landscape.
The riverfront features benches and picnic areas, encouraging visitors to relax and take in the scenery. It’s also a great spot for photography, so bring your camera to capture the beautiful winter landscapes!
The walkways are well-maintained, making it accessible for all ages and abilities. Don’t forget to take a moment to appreciate the beauty of Sheboygan’s riverside charm during your journey!
Walking along the Sheboygan Riverfront is a lovely way to connect with nature and unwind in the winter months!
Address: 800 4th St, Sheboygan, WI 53081.
25. Visit local shops at Downtown Sheboygan
Explore the unique boutiques and shops in Downtown Sheboygan for a delightful winter shopping experience! This vibrant area is filled with local shops offering crafts, handmade goods, clothing, and more. It’s a perfect way to find gifts and special items while supporting local businesses.
Wander through the charming streets, enjoying the festive decorations that adorn the storefronts in winter. Many shops offer seasonal discounts, making it a great time to pick up unique finds at local prices.
Stop by coffee shops or bakeries for some hot beverages or treats. The warm ambiance of these local cafés complements the winter shopping experience perfectly. Take a break and recharge as you explore!
Each store has its own character, so you never know what treasures you might uncover. You can discover artisan-crafted items or special souvenirs to remember your visit to Sheboygan.
Don’t miss the chance to support local artisans and shop owners while enjoying the charming spirit of Downtown Sheboygan!
Address: 8th St & Pennsylvania Ave, Sheboygan, WI 53081.
Final Thoughts
Sheboygan is a wonderful winter destination that offers a variety of activities for everyone to enjoy. From thrilling sled rides to relaxing spa experiences, there is something for every taste and interest. Families can connect through interactive museums and outdoor adventures, while couples can savor delightful dining experiences.
Embrace the beauty of winter by exploring the local parks and trails, taking in the serene landscapes, or participating in community events. The spirit of Sheboygan shines through its friendly locals and vibrant culture, making it an inviting destination year-round.
As you plan your winter getaway, remember the charm and warmth that Sheboygan has to offer. It promises to create unforgettable memories that you’ll cherish for years to come. And if you’re interested in more winter activities across the state, check out the best places to go in the winter or explore unique attractions in Wisconsin on our site for further inspiration!
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