ITINERARIES

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.

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!

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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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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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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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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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More Inspiration for Your Next Trip!

8 Best Photo Opp Spots in Whitewater, WI
Do you love taking your camera out during getaways and capturing the best of what cities/towns have to offer? Or are you more interested in indulging in a fleeting moment of unbelievable beauty at special, hidden gem spots beloved by locals and visitors alike? These eight best photo opp spots will give you life and …
Sweet Delights: Whitewater, WI’s Top Ice Cream Spots
Nothing beats the heat or compliments sunny days like a scoop of delicious ice cream. Fortunately, in Whitewater and surrounding areas, there's no shortage of fantastic ice cream spots. Whether you're a local or just passing through, these must-visit destinations offer the best frozen treats around!   Rosa's Pizza Located right in the heart of …
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, …

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