9 days in Wisconsin Dells & Chesterton Itinerary

9 days in Wisconsin Dells & Chesterton Itinerary

Created using Inspirock United States trip planner

Make it your trip
Drive
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Wisconsin Dells
— 5 nights
Drive
2
Chesterton
— 3 nights
Drive

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Wisconsin Dells

— 5 nights

Waterpark Capital of the World

Named after a nearby scenic gorge famous for its steep sandstone formations, Wisconsin Dells features more than 20 water parks, making it one of the most popular vacation areas in this region.
Your day by day itinerary now includes The Tommy Bartlett Show as well as Vertical Illusions. Do your shopping at The Shoe Box and Country Bumpkin Farm Market. Step off the beaten path and head to H.H. Bennett Studio & Museum and Wild Rock Golf Club. And it doesn't end there: kick your exploration up a notch at some of the top local zipline courses and adventure parks, indulge your thirst for a good beer at Port Huron Brewing Company, make a trip to Carr Valley Cheese, and get a dose of the wild on Original Wisconsin Ducks.

For maps, ratings, photos, and other tourist information, refer to the Wisconsin Dells online trip itinerary builder.

Chicago to Wisconsin Dells is an approximately 3.5-hour car ride. You can also take a train; or do a combination of flight and train. Traveling from Chicago in June, expect slightly colder with lows of 57°F in Wisconsin Dells. You will have some time to spend on the 12th (Sat) before leaving for Chesterton.

Things to do in Wisconsin Dells

Theme Parks · Outdoors · Tours · Museums

Side Trips

Chesterton

— 3 nights
Chesterton is a town in Westchester, Jackson and Liberty townships of Porter County, in the U.S. Get some cultural insight at Carpenter Creek Cellars and Porter County Museum. You'll get in some beach time at North Shore Beach and Ogden Dunes Beach. Change things up with a short trip to The Monon Connection Museum in Monon (about 1h 15 min away). And it doesn't end there: get a taste of the local shopping with Chesterton’s European Market, go for a walk through Coffee Creek Watershed Preserve, admire the majestic nature at Indiana Dunes State Park, and trek along Cowles Bog.

For other places to visit, photos, where to stay, and more tourist information, you can read our Chesterton online tour itinerary maker.

You can drive from Wisconsin Dells to Chesterton in 4 hours. Another option is to do a combination of car and flight. In June in Chesterton, expect temperatures between 81°F during the day and 60°F at night. Finish your sightseeing early on the 15th (Tue) so you can drive back home.

Things to do in Chesterton

Parks · Outdoors · Trails · Wildlife

Side Trips