Christmas Parties Near Pleasant Prairie 2026

Join the Kenosha Christmas Charities for their Annual Fundraising Dinner, an elegant evening dedicated to supporting children in need. This gala event aims to provide essential toys, food, and winter outerwear to thousands of local children. Enjoy an evening of...

Join the Willows Academy community for their annual Holiday Prelude Benefit Dinner. This elegant evening features cocktails, a silent auction, a seated dinner, a paddle raise, live auction, and dancing. It's a wonderful opportunity to support the school while enjoying...

A Mommy and Me Hot Chocolate Party is a holiday social event. Attendees are encouraged to wear matching pajamas and will enjoy a hot cocoa bar, games, crafts, and a photo spot.

A relaxed singles social mixer and Santa bar crawl for ages 30s-50s encourages festive Santa or Elf attire. The route includes Morgan's, O'tooles, and Mickey Finn's, with food and drinks for purchase.

A Hands-on Cooking class teaches recipes for French toast with whipped cinnamon cream cheese, bourbon maple syrup, savory breakfast sausage, and blackberry and orange bellinis.

Join the magic of the holiday season with a delightful Brunch with Santa at Grand Geneva Resort & Spa. This event is specially crafted for children, offering a memorable breakfast experience served right at your table. Guests are encouraged to...

Experience the magic of the holiday season with a special 'Breakfast with Santa' event at Lambs Farm. Guests can savor a delicious brunch, engage in festive crafts, and meet the jolly man himself. This cherished tradition offers a wonderful opportunity...

All aboard for the Polar Express Pub Crawl in McHenry! Don your pajamas and join the festive fun, hopping between participating locations for special holiday drinks. A free trolley service makes navigating between stops easy, and all ticket holders are...

Celebrate Christmas Eve with exquisite dining experiences at Grand Geneva Resort & Spa. Choose between the festive Prime Rib and Seafood Buffet at Grand Café or gourmet meals at Geneva ChopHouse and Ristoranté Brissago. Enjoy a memorable holiday feast in...

Experience the charm of downtown East Troy during the Winter Wine Walk, a highly anticipated event featuring over 20 unique wine and mead selections. Attendees can savor delightful cheese pairings while exploring local shops and enjoying the spectacular East Troy...

Immediately following the Annual Woodstock Christmas Parade, families can head to the Historic Woodstock Square for a delightful 'Cookies and Churros with Santa' event. This festive gathering offers children a perfect opportunity to share their Christmas wishes with Santa, indulge...

Celebrate the holiday season with a magical breakfast at Chevy Chase Country Club. This festive event offers a delicious holiday meal and the chance for children to meet and take photos with Santa Claus. It's a perfect way to create...

Get ready for a naughty and nice holiday celebration at Backyard Bar's "Bad Santa" Party. This adult-themed event promises a unique twist on festive fun, offering a memorable night out with a playful and irreverent atmosphere. It's the perfect place...

Join the Christmas Cookie Exchange for Change in Big Bend, WI, for a delightful holiday gathering. This event offers a unique opportunity to share your favorite homemade holiday cookies with others in the community. It's a sweet way to celebrate...