Winter

Holiday Lights Tour

The Pleasant Prairie Holiday Lights Tour has quickly snowballed into a beloved tradition that transforms the Village into a glowing wonderland each December. Pleasant Prairie residents deck out their homes in dazzling outdoor decor and light displays. Tour-goers drive the Tour, sip something warm, and enjoy a little holiday magic.

At the end, Tour-goers vote for their favorite displays in each voting category. There are prizes to be won around every corner, for voters and Tour homeowners alike! 

Twelfth Night Holiday Tree Bonfire

Every year, we gather as a community for an epic Twelfth Night Holiday Tree 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. 

It’s free, festive, and family-friendly — the perfect way to ignite some winter magic and bid farewell to the holidays together.

Warm Up at the Welcome Center

Need a cozy stop while exploring Pleasant Prairie this winter? Swing by the Visit Pleasant Prairie Welcome Center & Gift Shop, where local cheer is always in season. Browse our boutique-style gift shop for Pleasant Prairie apparel, souvenirs, and unique finds that make perfect keepsakes (or thoughtful gifts). While you’re here, chat with our friendly team to learn more about the area and discover seasonal happenings.

During the month of December, the Welcome Center is home to an OFFICIAL North Pole Mailbox! Stop in to pick up your North Pole-approved, official postcards. Fill them out and place them in our cheerful red mailbox to receive a letter response from Santa! 

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.

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.

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.