ITINERARIES

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

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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.

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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!


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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!


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Spring Itineraries


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!


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biking

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


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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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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.


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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.


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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.

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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.

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Plan on-the-go!

Download the StriveOn app to discover Whitewater with ease.

Learn how to use the app HERE!

"A tour guide in your pocket."

More Inspiration for Your Next Trip!

3 Day Trips from Whitewater, WI
Are you mini road trip obsessed? Do you like to stay somewhere relatively inexpensive and peaceful and then travel to the hustle and bustle for the day? Then these 3 day trips from Whitewater, WI are for you. With end points ranging from historical to adventurous, you can choose a day trip for any mood. …
Winter Guide to Jefferson County
Winters in Whitewater and the surrounding areas can leave you guessing what kind of weather you’re dealing with. But with this guide, you can 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.   In the Snow 📷: Whitewater Parks …
Your Caffeine Guide to Walworth and Jefferson County
It’s gray. It’s cold. Spring feels like it’s forever away. Seeking a mid-winter perk up? This caffeine guide to Walworth and Jefferson counties is the jolt from winter doldrums you didn’t know you needed. Perk Up Spot #1: Whitewater Nutrition 880 S Janesville St Suite B, Whitewater, WI 📷: Whitewater Nutrition Order their Boosted Shakes …

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