Winter Magic Meets Midwest WARMTH
Winter is a special time in Pleasant Prairie, Wisconsin. With beautiful views and delightful activities, our Village truly captures the wonder of the season. Explore outdoors and make the most of the snow-covered landscape or enjoy a variety of indoor activities where you can escape the chilly temperatures.
Fresh Air and Frosty Fun
Even during the coldest months, there is fun to be had outdoors. The trails through Prairie Springs Park are ideal for cross-country skiing across a picturesque blanket of white, dotted with trees. Another favorite winter pastime is ice fishing, and Lake Andrea is the perfect spot to catch a nice walleye or bass. And let’s not forget about sledding down the snowy hill in Ingram Park dedicated to wintertime sledding. For those who need a little more, visitors of all experience levels can head over to nearby Wilmot Mountain Ski Resort for skiing, snowboarding, and tubing.
Traditions That Warm the Heart
From twinkling lights to fireside festivities, Pleasant Prairie knows how to make the season sparkle.
Our beloved Holiday Lights Tour transforms the Village into a glowing wonderland each December, with residents decking out their homes in dazzling displays. Vote on your favorites, sip something warm, and enjoy a little holiday magic—door to door, street by street.
One festive celebration unique to Pleasant Prairie is our Twelfth Night Holiday Tree Bonfire in January. Every year, we gather as a community for an epic bonfire fueled by our own holiday trees. Join us for an evening of music, merriment, and hot beverages as we say goodbye to the holiday season and welcome a joyous new year.
HOLIDAY SHOPPING
Find the perfect gift… and maybe a little something for yourself. The Pleasant Prairie Premium Outlets are your go-to spot for holiday shopping and seasonal deals. With more than 90 designer and brand-name stores like Nike and Kate Spade New York, it’s easy to check everyone off your list—and enjoy a festive stroll between shops.
Cozy up to local Flavor
If all this fun has worked up an appetite, stop by one of our fantastic dining options such as Johnny’Z Pour House, where you can play pool or darts, or local favorites Iguana Wana Mexican Grill and El Camino Kitchen where you can enjoy dining in their heated patio areas. Bundle up for icy fun amidst a glistening backdrop of snow and experience winter in Pleasant Prairie for lasting memories or perhaps a new annual getaway tradition.