Splendid Events & Activities for an Unforgettable Winter in Wisconsin


You can explore Wisconsin any time of year, but winter is especially magical! All around town, twinkling lights and glistening landscapes will leave you speechless. But perhaps, the best thing about winter in Wisconsin is that you can experience the wonder up close! Elkhart Lake boasts outstanding attractions that promise a great time and many memorable moments. To find out everything that Elkhart Lake has to offer, request access to our complimentary Vacation Guide and start planning your winter getaway today! 

Unlock Your Guide to Winter in Wisconsin 

Four Sensational Holiday Festivals for Your Winter in Wisconsin 

Christmas in the Square | November 27, 2021 

Start your winter in Wisconsin with Elkhart Lake’s beloved Christmas in the Square! The Saturday after Thanksgiving, our downtown village square fills with holiday delight. Complete with special holiday treats, refreshments, horse-drawn carriage rides, and the highly-anticipated annual tree lighting, there’s no better way to welcome the holiday season in Elkhart Lake!  

Main Street Memories & Holiday Parade | December 4, 2021 

Make your way to historic Sheboygan Falls for another unforgettable holiday celebration, the Main Street Memories & Holiday Parade. This holiday celebration has everything you love about the holiday season, from wagon rides and carolers to pictures with Santa and holiday raffles!  

Old World Christmas Market | December 3, 2021 – December 12, 2021 

Holiday cheer comes alive at The Osthoff Resort every holiday season. Reminiscent of the centuries-old Christkindlesmarkt of Nüremberg, Germany, our Old World Christmas Market offers a perfect blend of German tradition and holiday shopping for people of all ages. This festive atmosphere is a great place to experience German culture as you try authentic German foods and browse through hundreds of unique hand-crafted artisanal goods.  

*Admission to the Old World Christmas Market is $7 per adult, and children are admitted at no charge when accompanied by an adult ticketholder.  

Schnee Days Winter Festival | January 28, 2022 – January 30, 2022 

Of course, Elkhart Lake’s winter cheer doesn’t end with the holidays! If you’d like to keep enjoying the Wisconsin snow, the Schnee Days Winter Festival is for you! Whether you’d like to participate in the Schnee Lauf 5K run/walk or enter your secret chili recipe in the annual chili cook-off, there’s an event for you. 

The Best Winter Activities in Wisconsin

  • Ice Skating at June Vollrath Park
  • Ice Fishing on Elkhart Lake 
  • Snowshoeing on the Ice Age Trail 
  • Cross-Country Skiing in the Kettle Moraine State Forest 

Stay Close to All the Winter Fun at The Osthoff Resort 

The Osthoff Resort offers a varied selection of premium accommodations with everything you need to experience an unforgettable winter trip to Elkhart Lake. Conveniently situated in a lovely winter wonderland, you’ll stay steps away from the best winter fun. Take advantage of our Old World Christmas Market Package, and receive two complimentary tickets with your holiday booking. No matter which suite or room you choose, any visit is always remarkable when you stay with us on Elkhart Lake. 

Have you been dreaming of a Wisconsin winter getaway? Check our availability and book your winter stay today!  

More Blog Articles

Feb 15 2023

What is a Salt Room?

What is a Salt Room? A “Salt Room” short for “Himalayan Salt Room “, also known as a “Salt Cave” is a place where guests spend 45 minutes relaxing in …

What is a Salt Room? Read More »

Feb 13 2023

Plan Your Romantic Getaway with The Osthoff Resort

Breaking News! Hot off the presses from U.S. News & World Report: The Osthoff Resort is one of the “16 Top Romantic Getaways in Wisconsin.” Well, we knew that, but …

Plan Your Romantic Getaway with The Osthoff Resort Read More »

Feb 6 2023

The Osthoff Resort’s Aspira Spa ranks as a Top Spa in US

ELKHART LAKE, WIS­-Spas of America has ranked Wisconsin’s own Aspira Spa #39 in their Top 100 Spas in the US for 2022. Aspira Spa is the only spa from Wisconsin …

The Osthoff Resort’s Aspira Spa ranks as a Top Spa in US Read More »

Ready to book your stay on the lake?