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.

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.


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.


Plan on-the-go!

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More Inspiration for Your Next Trip!

Explore Southern WI Supper Clubs: 3 Day Trips from Whitewater
Nestled in the heart of Southern Wisconsin, Whitewater offers a quaint backdrop for a weekend of exploring the area’s delicious supper clubs. These timeless establishments not only serve up classic supper club fare, but also provide a glimpse into Wisconsin's hospitality and traditions. If you're looking for day trips filled with delights for your tummy, …
11 Drinks to Brighten Winter Spirits in Jefferson County
'Tis the season for a festive drink fit for the holiday or the weather! Cheers to these 11 cafes, wineries, breweries, and pubs in Jefferson County helping us toast to winter. *all photos repurposed from each establishment's social media*   Winter Drink #1: Tinsel Sugar - Whitewater Nutrition Give your end-of-the-year self an energy boost …
12 Haunts in Whitewater, WI Area
Whitewater, WI and the surrounding areas are rich in legends and lore. From cemeteries forming an isosceles triangle to witches and haunted buildings, we’ve got all the spooky spots ready for you to give yourself a little scare this fall. Book a stay anywhere in Jefferson County and create your own haunted tour!   Haunted …


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