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  • Downtown Night: A Taste of Elkhart Lake

    Elkhart Lake Elkhart Lake, WI

    Taste your way through signature dishes from Elkhart Lake Chamber Member restaurants, enjoy live music, and let the kids explore a variety of activities. What to Expect: Tasty bites from...

  • Elktoberfest Wine & Beer Run 5K

    Vintage Elkhart Lake 100 East Rhine Street, Elkhart Lake, WI, United States

    Love Wine? Like Walking or Running? This race is for you! Join us for our 4th Annual Elktoberfest Wine & Beer Run 5K on Saturday, September 20th, 2025! This fun...

  • The Osthoff Resort’s Thanksgiving Brunch

    The Osthoff Resort 101 Osthoff Avenue, Elkhart Lake, WI, United States

    Gather with family and friends for a festive Thanksgiving Brunch at The Osthoff Resort & Spa. Savor a bountiful buffet featuring holiday classics like roasted turkey, honey baked ham, traditional...

  • Elkhart Lake Tree Lighting Holiday Wine Tasting

    Vintage Elkhart Lake 100 East Rhine Street, Elkhart Lake, WI, United States +1 more

    Celebrate the festive season at Elkhart Lake’s Tree Lighting Ceremony with a delightful Holiday Wine Tasting at Lake Street Café and Vintage Elkhart Lake! Enjoy an exclusive selection of wines...

  • Christmas in the Square With Santa Under the Depot

    Elkhart Lake Elkhart Lake, WI

    The Elkhart Lake Chamber of Commerce and ElkhartCares invites you to Christmas in the Square with Santa Under the Depot! Enjoy the sounds of the season with carriage rides, delicious holiday treats and much more. Santa will be visiting under the historic train depot, along with other surprises for all to discover. The highlight of...

  • Ole Smoky Christmas Cocktail Class

    The Osthoff Resort 101 Osthoff Avenue, Elkhart Lake, WI, United States

    Get ready to shake up your holiday season. Open to just 18 guests, this exclusive hands-on cocktail experience is led by an Ole Smoky Distillery Representative. During this festive one-hour session, you’ll craft four elevated Christmas cocktails featuring premium Ole Smoky spirits, each designed to inspire and make your holiday entertaining a little more impressive....

  • Sip & Spruce: Holiday Wreath Workshop

    The Osthoff Resort 101 Osthoff Avenue, Elkhart Lake, WI, United States

    Raise a glass to the season and let your creativity sparkle! In this hands on holiday workshop, you will design and decorate your very own 24 inch wreath, the perfect festive centerpiece to bring warmth and cheer to your home. Enjoy a glass of wine, nibble on light refreshments, and immerse yourself in an evening...

  • Breakfast with Santa

    Breakfast with Santa
    The Osthoff Resort 101 Osthoff Avenue, Elkhart Lake, WI, United States

    Celebrate the season with a magical morning the whole family will enjoy! Santa himself will be making a special appearance, spreading holiday cheer and posing for photos with the kids....

  • Reindeer Brunch

    Reindeer Brunch
    The Osthoff Resort 101 Osthoff Avenue, Elkhart Lake, WI, United States

    Celebrate the season with a holiday brunch featuring all your favorite seasonal dishes. Meet Santa’s real reindeer and enjoy a relaxed meal with family and friends. Kids will love seeing...

  • Holiday Cookie Bake & Exchange

    Holiday Cookie Bake & Exchange
    The Osthoff Resort 101 Osthoff Avenue, Elkhart Lake, WI, United States

    Step into the season of sweets at The Osthoff Resort Cooking School. Located within The Osthoff Resort and Spa, this hands on workshop invites students to bake a variety of...

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