Things to Do in Winter
Experience Winter in Whitewater, WI
Winter brings a different kind of adventure to Whitewater. Snow covered trails, peaceful forests, cozy local restaurants, unique shops, and seasonal events make it easy to embrace the colder months. Explore the Kettle Moraine State Forest, spend an afternoon downtown, relax with a little self care, or simply slow down and enjoy the season.
Whether you're planning a winter day trip, an outdoor adventure, a cozy weekend getaway, or a family escape, there are plenty of ways to enjoy the season in and around Whitewater.
Winter in Whitewater, WI
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Go Snowmobiling
Explore the Kettle Moraine State Forest by snowmobile. An 87 mile network of state forest trails connects with private trails throughout Walworth, Jefferson, and Waukesha counties, offering miles of winter scenery to explore. Trail availability depends on snow and local conditions.
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Hit the Cross Country Ski Trails
Glide through snow covered forests and rolling terrain at the Nordic and McMiller trail systems in the Kettle Moraine State Forest. Both offer trails for a range of abilities, with options for both skate and classical skiing.
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Go Ice Fishing
Bundle up and spend a winter day on the ice. Whitewater Lake and Rice Lake are two popular destinations for ice fishing near Whitewater. Always check local ice conditions before heading out, as ice thickness is not monitored by the state forest.
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Explore by Snowshoe
Strap on your snowshoes and explore Whitewater's winter landscape. Wander the trails at Natureland County Park or head into the Kettle Moraine State Forest, where nature trails and segments of the Ice Age Trail offer another way to experience the season.
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Make a Splash Indoors
Trade the snow for a swimsuit at the Whitewater Aquatic & Fitness Center. Grab a day pass for a workout or bring the kids to enjoy the leisure pool, lazy river, and giant slide during open swim hours.
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Warm Up with Soup or Chili
Warm up with classic comfort food at one of the city's local restaurants or cafés – The SweetSpot Cafe, Fanatico Ristorante Italiano, The Real MacCoys, Rick’s Eastside Pub, Second Salem Brewing Co, Binggs Farmstead Restaurant, or 841 Brewhouse.
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Cozy Up with a Good Book
Slow down on a cold winter day with a visit to The Book Teller. Browse the shelves for a gently used book and discover one-of-kind artist creations.
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Treat Yourself to a Spa Day
Winter is a great excuse for a little self care. Book a massage, facial, manicure, sauna session, or another relaxing treatment at one of Whitewater's local wellness businesses.
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Cuddle with Cats
Grab a cup of coffee and spend some time with the cats at BaristaCats Café & Sanctuary. It's a cozy indoor stop where you can relax, unwind, and meet adoptable cats looking for their forever homes.
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Get Creative
Spend a winter afternoon exploring Whitewater's creative side. Sign up for a stained glass, fusing, or mosaic class at The Vinery, or stop by a local gallery to see what's on exhibit.
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Go Vintage Shopping
Spend an afternoon hunting for one of a kind finds around Whitewater. Browse vintage clothing, antiques, collectibles, home décor, and unexpected treasures at local shops throughout the area. Check out Stellar Vintage, Reflections of the Past, or the Fuzzy Pig Country Mall.
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Discover Local Art
Stop by Studio 84 to explore a colorful collection of original artwork and handmade creations by artists of all abilities. Browse the gallery, shop for a unique piece to take home, and experience Whitewater's creative side.
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Treat Yourself to a Little Self Care
Treat yourself to a stop at Earth + Iron, where the focus is on nontoxic bath, body, and self care products. Browse handmade soaps, body butters, sugar scrubs, bath bombs, and more for a feel good addition to your Whitewater getaway.
Featured Itineraries
Looking for an affordable getaway the whole family will love? Whitewater, WI is packed with easygoing adventures, outdoor fun, and plenty of spots to refuel between activities. Whether you’re visiting in summer or winter, this family-friendly town makes it easy to slow down, explore, and enjoy time together.
If you seek a quiet, small town holiday weekend, Whitewater, WI offers all the cozy winter wonderland magic. Whether with family or traveling as a duo, we’ve got your holiday weekend fun scheduled!
Experiencing mid-winter blues? Then a little self-care is in order! Whether alone or with your best friend, let self-care weekend itinerary guide you to the best rest and relaxation you could ask for and head home glowing. Hello, new you.
Food lovers! What’s a vacation without trying out as much local flavor as possible? If you’re an adventurous eater, pack your loosest pants for all the good eats and drinks.
Is there anything better than gettin’ cozy with your love? If mid-winter has caused a bit of cabin fever and you’re ready to take your S.O. on a date night that doesn’t involve snow pants, Discover Whitewater’s got your back. These 7 activities promise lots of fun and all the warmth!
If your perfect motorcycle road trip involves scenic, winding roads that take you away from people, cities, and traffic, then the Kettle Moraine Scenic Drive and other Whitewater, WI area roads are for you. Aside from a little whip of a car, traveling these routes by motorcycle is the way to go. Use this guide for all the go-to spots and info for riders!
Featured Blogs
Whether you're planning a weekend getaway or simply looking for something new to do, Whitewater, Wisconsin offers a wide variety of entertainment options for every interest.
Whether you are traveling solo, adventuring with friends, looking for a date day, or bringing the family, there are plenty of ways to embrace & enjoy winter in Whitewater, WI.
Christmas at Cravath returns with a full lineup of events! Christmas at Cravath is a community celebration filled with lights, laughter, and holiday magic. You don’t want to miss this. Mark your calendars and bring the family for festive holiday fun.
November is the perfect month to support small businesses! Whether you are looking for a holiday gift or for something for yourself, consider shopping local at those uniquely Whitewater shops.
Experiencing busy-body burnout? Indulge in one, two, or all twelve of these self-care spots to reset in Whitewater, WI.
There’s nothing like exploring Whitewater, WI in winter. Bundle up in your snow gear and try one of these seven activities for snowy fun!
As you move indoors with loved ones, consider these 10 family gathering experiences in Whitewater, WI. Create memories you’ll always cherish!
Get ideas for snowy days, frozen lake days, and plain old cold/rainy days. Try them all for a full winter experience in southern Wisconsin.
The holiday season is upon us and full of the festive, celebratory goodness families could hope for. Whether it’s as simple as a mug of hot cocoa from SweetSpot Bakehouse or driving down all the best main streets to see their seasonal decor, we’ve got the top 8 entertainment ideas (from now through the end of the month in Walworth and Jefferson Counties) to light up your holiday spirit.
Buying a gift for someone who says they have too much stuff? Gift them an experience this year instead! Whitewater, WI and the surrounding area has plenty of fun that would make any gift recipient jazzed to get out and about after the holidays. So get ready to snag up gift cards for one, two, or all eight of these experiences!
While Whitewater often prides itself on our lovely spring, summer, and fall activities/foods, winter can be just as lovely, if not more magical. If your travel plans for the holidays traveled south and you’re now embracing a staycation, we’ve got you covered with these 5 hometown holiday delights to put a sparkle in your Christmas break.
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Start planning your fall trip to Whitewater with places to stay, things to do, restaurants, trails, attractions, and more.
'Tis the season for a festive drink fit for the holiday or the weather! Cheers to these 10 establishments helping us toast to winter.