10 days in Wisconsin Itinerary

10 days in Wisconsin Itinerary

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Route & dates

10 days in Wisconsin Itinerary

Start: Chicago
Subway + Fly:  3​h
1
Green Bay
— 2 nights
Drive:  2​h 45​min
2
Wisconsin Dells
— 3 nights
Drive:  1​h 15​min
3
Madison
— 2 nights
Drive:  1​h 30​min
4
Milwaukee
— 2 nights
Train:  1​h 30​min
End: Chicago

2
nights
Green Bay

Green Bay ©
Home of the Green Bay Packers, the city of Green Bay centers around sports and is home to hundreds of notable football icons, including Brett Favre and Curly Lambeau.
Get out of town with these interesting Green Bay side-trips: Bookworm Gardens (in Sheboygan), Cave Point County Park (in Sturgeon Bay) and Fish Creek (Peninsula State Park & Edgewood Orchard Galleries). There's lots more to do: examine the collection at Green Bay Packer Hall of Fame, take in nature's colorful creations at Green Bay Botanical Garden, and stop by Vern's Cheese Store.

Plan a Green Bay trip in moments using our itinerary builder.

Chicago to Green Bay is an approximately 3-hour combination of subway and flight. You can also drive; or do a combination of flight and bus. Expect a bit cooler evenings in Green Bay when traveling from Chicago in September, with lows around 52°F. Finish up your sightseeing early on the 20th (Fri) so you can go by car to Wisconsin Dells.

Things to do in Green Bay

Parks Museums Nature

Side Trips

Fish Creek, Vern's Cheese Store, Bookworm Gardens, Cave Point County Park
Highlights from your plan
Bookworm Gardens ©
Bookworm Gardens
Peninsula State Park ©
Peninsula State Park
Green Bay Packer Hall of Fame ©
Green Bay Packer Hall of Fame

3
nights
Wisconsin Dells

Wisconsin Dells ©
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.
Wisconsin Dells is known for theme parks, nightlife, fun & games, adventure, and wildlife. Your plan includes some of its best attractions: whizz through the canopy at some of the top local zipline courses and adventure parks, play a few rounds at Pirate's Cove Adventure Golf, make a splash at Noah's Ark Water Park, and get your game on at Wizard Quest.

To find maps, where to stay, other places to visit, and tourist information, read Wisconsin Dells tour planner.

Traveling by car from Green Bay to Wisconsin Dells takes 3 hours. Alternatively, you can do a combination of bus and train. In September in Wisconsin Dells, expect temperatures between 74°F during the day and 53°F at night. Wrap up your sightseeing on the 23rd (Mon) to allow time to drive to Madison.

Things to do in Wisconsin Dells

Theme Parks Outdoors Fun & Games

Side Trip

Devil's Lake State Park
Highlights from your plan
Elusive Escape Rooms ©
Elusive Escape Rooms
Zipline
Noah's Ark Water Park ©
Noah's Ark Water Park

2
nights
Madison

Madison ©
Madison might be the capital of Wisconsin, but students rather than politicians give the city its identity.
Start off your visit on the 24th (Tue): see the interesting displays at The House on the Rock, admire the striking features of Taliesin Preservation: Frank Lloyd Wright Visitor Center , then don't miss a visit to Capitol Square, and finally get a sense of history and politics at Wisconsin State Capitol. On the 25th (Wed), you'll have a packed day of sightseeing: get engrossed in the history at Livsreise, then admire the natural beauty at Olbrich Botanical Gardens, then learn about wildlife with up-close encounters at Henry Vilas Zoo, and finally don't miss a visit to Memorial Union Terrace.

To find other places to visit, more things to do, traveler tips, and other tourist information, read our Madison journey planner.

Traveling by car from Wisconsin Dells to Madison takes 1.5 hours. Alternatively, you can do a combination of train and bus. September in Madison sees daily highs of 75°F and lows of 53°F at night. Wrap up your sightseeing on the 25th (Wed) early enough to drive to Milwaukee.

Things to do in Madison

Parks Zoos & Aquariums Museums

Side Trips

Spring Green, Livsreise
Highlights from your plan
Olbrich Botanical Gardens ©
Olbrich Botanical Gardens
Wisconsin State Capitol ©
Wisconsin State Capitol

2
nights
Milwaukee

Milwaukee ©
Milwaukee boasts well-preserved historical districts with a rich European past and a strong beer-brewing tradition.
Start off your visit on the 26th (Thu): admire nature's wide array of creatures at Milwaukee County Zoo, contemplate the long history of Pabst Mansion, then see the interesting displays at Harley-Davidson Museum, and finally explore the world behind art at Milwaukee Art Museum. Keep things going the next day: admire the striking features of Basilica of St. Josaphat, then sample the tasty concoctions at Lakefront Brewery, then appreciate the extensive heritage of Riverwalk, and finally admire the striking features of SC Johnson Headquarters.

For reviews, more things to do, traveler tips, and more tourist information, read Milwaukee itinerary site .

Traveling by car from Madison to Milwaukee takes 1.5 hours. Alternatively, you can take a bus. September in Milwaukee sees daily highs of 74°F and lows of 58°F at night. Finish your sightseeing early on the 27th (Fri) to allow enough time to take a train back home.

Things to do in Milwaukee

Historic Sites Museums Zoos & Aquariums

Side Trip

SC Johnson Headquarters
Highlights from your plan
Harley-Davidson Museum ©
Harley-Davidson Museum
Milwaukee Art Museum ©
Milwaukee Art Museum
Lakefront Brewery ©
Lakefront Brewery

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