Whitewater, WI’s must-do activities & must-see places to create the best trip. Whether visiting for a day or a weekend, we have you covered.

Summer Itineraries

As a trail community snuggled up next to the Kettle Moraine State Forest, Whitewater offers plenty of hot spots for a winded hiker to rest & relax, refuel, and grab any gear you might need.


Fresh air, rolling hills, and endless opportunities for amazing adventures await you in Whitewater, WI! Pack your bag and grab your most adventurous friends for hours of outdoor play alongside the gorgeous natural landscapes of Wisconsin.

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Summer in Whitewater was made for you. Especially when that weekend is during Whitewater’s beloved multi-day 4th of July Festival. Whether you’re taking a weekend away to escape the hustle and bustle of the city or visiting for the magic of the festival, this itinerary will fill your time with all the summery goodness.

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Fall Itineraries

Whether you love the colors on the trails or are obsessed with all things spooky, fall in Whitewater, WI is unbeatable. Here are your weekend must-dos.


If you’re visiting Walworth and Jefferson counties this spooky season, we’ve got a spirits tour with all the small town charm and zero scares. Well…maybe some scares.


From growers to breweries, corn mazes to orchards, there’s a little something for everyone to support, appreciate, and sustain local farms. Choose your ag-venture at any or all of these farms or agricultural businesses.


Winter Itineraries

Experiencing burnout? Then a little self-care is in order! Whether alone or with your best friend, let this itinerary guide you to the best rest and relaxation you could ask for and head home glowing. Hello, new you.


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!


Hot Chocolate

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!


Spring Itineraries

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!



A biking friendly area, Whitewater offers plenty of hot spots for a cyclist to rest & relax, repair their bike, and refuel their bodies.


Golf ball

Itching to get out and about and to see if you can finally achieve that Hole in One? These Whitewater area golf courses are exceptional options in that they offer, not only everything beautiful about Wisconsin, but also great experiences for any skill level. So grab your clubs and make a weekend trip out of it!


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.


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More Inspiration for Your Next Trip!

Charming Airbnbs Near Downtowns, Trails, & Water
With only a 2hr drive from Chicago or 40-60min drive from Milwaukee or Madison, Jefferson County is an ideal getaway for shopping, hiking, and time on the water. And we’re filled with charming Airbnbs near your adventure of choice! From Whitewater Lake and the Ice Age Trail segments to Rock River and Lake Koshkonong, consider …
Whitewater Off the Beaten Path
Want inspiring summer adventures in places a little less traveled? These 8 destinations off the beaten path will check off that box. Make Whitewater your home away from home and venture out to experience the uniqueness of this area.   Natureland Park: Whitewater, WI This beloved local park tucked into the forest just outside Whitewater …
Top 7 Selfie Spots in Whitewater, WI
Traveling to Whitewater, WI and want a collection of fun selfies at iconic locations across the city? We have you covered with these top 7 spots full of color, history, and adventure!   Prairie Tillers Mural 121 W Center St. This brightly colored mural not only tells the story of Whitewater, it also celebrates our …


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