Ring in the New Year in Sheboygan County — Where Community, Celebration & Real Estate Meet!

Sheboygan County isn’t just a great place to live — it’s a place where community spirit, fun events, and lifestyle amenities bring people together. Whether you’re a current resident, prospective home buyer, or real estate investor, New Year’s Eve in Sheboygan County offers something for everyone. Here’s your guide to the best festivities that make this region an attractive place to call home.

Plymouth’s Famous Sartori “Big Cheese Drop”

One of Wisconsin’s most unique New Year’s traditions happens right here in Sheboygan County! Each December 31st, the city of Plymouth celebrates a quirky throwback to the area’s rich dairy heritage with the Sartori Big Cheese Drop. Locals and visitors gather at the Plymouth Arts Center for live music, warm drinks, community fun — and at 10 p.m. a giant wedge of Sartori’s award-winning cheese is lowered to mark the countdown

Family Fun at Blue Harbor Resort’s Beach Ballin’ NYE

For a totally different type of New Year’s Eve, head to Blue Harbor Resort & Conference Center in Sheboygan for the Beach Ballin’ New Year’s Eve Party. Part waterpark celebration, part luau party, it’s a great way for families and out-of-town guests to enjoy splash-filled fun before the big countdown.

Highlights include:

  • Luau buffet & cash bar

  • Indoor Breaker Bay waterpark celebration

  • Family-oriented countdown at 9 p.m.

  • Waterpark access until 10 p.m.

Downtown Sheboygan Celebrations & Seasonal Vibes

The Sheboygan County Chamber event calendar shows multiple community-focused New Year’s Eve gatherings across Sheboygan, including live music, local countdowns, and special entertainment downtown. These events are perfect for families, couples, and prospective residents to explore the city’s vibrant social scene.Sheboygan Chamber of Commerce

Make Your New Year’s Plans a Step Toward Your Next Home

Whether you’re thinking about relocating, investing, or just curious about what makes Sheboygan County special, New Year’s Eve offers a snapshot of what life here feels like: community-focused, fun, and full of heart.

Thinking about buying a home here?
Now is a great time to explore — between festive local events, growing neighborhoods, and lakeshore living, Let me help you make 2026 your best year yet.



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Written by: Laura
Real Estate Consultant

Contact Laura
Cindy Lee

Cindy Lee is a Sheboygan, WI based realtor who uses her market expertise and family-centered values to connect people & places.

https://www.cindyleerealtorwi.com
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Holiday Happenings in Sheboygan County: Your Guide to Seasonal Fun (and Why It’s a Great Time to Explore Local Real Estate!)