32 days in Wisconsin Itinerary

32 days in Wisconsin Itinerary

Created using Inspirock Wisconsin trip itinerary planner
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Make it your trip
Fly to Minneapolis–Saint Paul International Airport / Wold–Chamberlain Field, Drive to Chippewa Falls
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Chippewa Falls
— 2 nights
Drive
2
La Crosse
— 5 nights
Drive
3
Madison
— 6 nights
Drive
4
Green Bay
— 6 nights
Drive
5
Sheboygan
— 5 nights
Drive
6
Milwaukee
— 7 nights
Fly

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Chippewa Falls — 2 nights

Chippewa Falls is a city located on the Chippewa River in Chippewa County in the U.S. state of Wisconsin. Take a break from Chippewa Falls with a short trip to Perlick Distillery in Sarona, about 1h 10 min away. The adventure continues: indulge your thirst for a good beer at Jacob Leinenkugel Brewing Company, sample the fine beverages at Chippewa River Distillery & Brewster Brothers Brewing Company, get a taste of the local shopping with Leinie Lodge, and learn about winemaking at Autumn Harvest Winery and Orchard.

Find out how to plan Chippewa Falls trip without stress by asking Inspirock to help create an itinerary.

Des Moines to Chippewa Falls is an approximately 5-hour combination of flight and car. You can also drive. Traveling from Des Moines in April, expect Chippewa Falls to be slightly colder, temps between 53°F and 32°F. Cap off your sightseeing on the 2nd (Mon) early enough to travel to La Crosse.
Breweries & Distilleries · Wineries · Shopping
Side Trips

La Crosse — 5 nights

La Crosse is a city in the U.S. state of Wisconsin and the county seat of La Crosse County. Appreciate the collections at Villa Louis and Treehouse Gift & Home. Deepen your sense of the past at sights like Shrine of Our Lady of Guadalupe and Franciscan Sisters of Perpetual Adoration Motherhouse. Change things up with these side-trips from La Crosse: Norskedalen Nature and Heritage Center (in Coon Valley), Tenba Ridge Winery (in Blair) and Alma (Danzinger Vineyards & Buena Vista Park). There's lots more to do: explore the striking landscape at Grandad Bluff, indulge your thirst for a good beer at Sand Creek Brewery, and do a tasting at Branches Winery.

Inspirock's itinerary builder makes planning a La Crosse trip simple and quick.

Traveling by car from Chippewa Falls to La Crosse takes 2 hours. In May, daily temperatures in La Crosse can reach 71°F, while at night they dip to 50°F. Finish up your sightseeing early on the 7th (Sat) so you can go by car to Madison.
Historic Sites · Wineries · Parks · Museums
Side Trips

Madison — 6 nights

Madison might be the capital of Wisconsin, but students rather than politicians give the city its identity.
Museum-lovers will appreciate Portage WWII History Museum and The House on the Rock. Explore Madison's surroundings by going to Wollersheim Winery & Distillery (in Prairie du Sac), Minhas Craft Brewery (in Monroe) and Taliesin Preservation: Frank Lloyd Wright Visitor Center (in Spring Green). There's still lots to do: get a dose of the wild on Original Wisconsin Ducks, sample the tasty concoctions at Tyranena Brewing Company, learn about winemaking at Lewis Station Winery, and take in nature's colorful creations at Olbrich Botanical Gardens.

To find photos, other places to visit, traveler tips, and tourist information, use the Madison driving holiday planner.

You can drive from La Crosse to Madison in 2.5 hours. Alternatively, you can take a bus; or do a combination of train and bus. In May, daily temperatures in Madison can reach 70°F, while at night they dip to 48°F. Wrap up your sightseeing on the 13th (Fri) early enough to drive to Green Bay.
Breweries & Distilleries · Parks · Wineries · Tours
Side Trips

Green Bay — 6 nights

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.
Museum-lovers will appreciate EAA Aviation Museum and Door County Maritime Museum. Deepen your sense of the past at sights like Hearthstone Historic House Museum and Cana Island Lighthouse. You'll find plenty of places to visit near Green Bay: Peninsula State Park (in Fish Creek), The Spa at Sacred Grounds (in Ephraim) and Sturgeon Bay (Cave Point County Park & Door Peninsula Winery). Next up on the itinerary: see the interesting displays at The Automobile Gallery, do a tasting at Captain's Walk Winery, and tour the pleasant surroundings at De Pere Riverwalk And Wildlife Viewing Area.

For other places to visit, maps, traveler tips, and tourist information, use the Green Bay holiday builder website.

You can drive from Madison to Green Bay in 2.5 hours. Alternatively, you can take a bus; or fly. In May, daily temperatures in Green Bay can reach 68°F, while at night they dip to 46°F. Wrap up your sightseeing on the 19th (Thu) early enough to drive to Sheboygan.
Wineries · Museums · Parks · Historic Sites
Side Trips

Sheboygan — 5 nights

Sheboygan is a city in and the county seat of Sheboygan County, Wisconsin, United States. Get some historical perspective at Ozaukee County Pioneer Village and Wade House. You'll explore and learn at Wisconsin Maritime Museum and Henning's Wisconsin Cheese. Explore Sheboygan's surroundings by going to Rahr-West Museum and Mansion (in Manitowoc), Vines & Rushes Winery (in Ripon) and Horicon Marsh (in Mayville). The adventure continues: relax and rejuvenate at Kohler Waters Spa, indulge your thirst for a good beer at 3 Sheeps Brewing Company, and tee off at Whistling Straits Golf Course - Straits and Irish.

To see reviews, traveler tips, maps, and other tourist information, read Sheboygan day trip planner.

You can drive from Green Bay to Sheboygan in 1.5 hours. May in Sheboygan sees daily highs of 65°F and lows of 44°F at night. Finish your sightseeing early on the 24th (Tue) so you can drive to Milwaukee.
Museums · Historic Sites · Parks · Wineries
Side Trips

Milwaukee — 7 nights

Milwaukee boasts well-preserved historical districts with a rich European past and a strong beer-brewing tradition.
Popular historic sites such as Basilica of St. Josaphat and Riverwalk are in your itinerary. You'll get in some beach time at Atwater Park & Beach and Bradford Beach. Explore the numerous day-trip ideas around Milwaukee: Lake Geneva (Riviera Beach & Spas). There's still lots to do: explore the world behind art at Milwaukee Art Museum, see the interesting displays at Harley-Davidson Museum, learn more about the world around you at Milwaukee Public Museum, and indulge your thirst for a good beer at Lakefront Brewery.

For ratings, reviews, where to stay, and tourist information, refer to the Milwaukee day trip planner.

Getting from Sheboygan to Milwaukee by car takes about an hour. May in Milwaukee sees daily highs of 66°F and lows of 47°F at night. Wrap up your sightseeing on the 31st (Tue) to allow time to fly back home.
Museums · Breweries & Distilleries · Parks · Historic Sites
Side Trips

Wisconsin travel guide

4.3
Specialty Museums · Water Parks · Gift & Specialty Shops
The Badger State
Wisconsin is known as "America's Dairyland" because of its status as the nation's most famous producer of milk and cheese. A growing favorite with foreign tourists, the state is a perfect holiday destination for nature lovers, offering year-round outdoor activities like fishing, boating, kayaking, and hiking. Dotted with thousands of inland lakes and waterways alongside apple and cherry orchards, Wisconsin also offers numerous urban tourist attractions, its cities hosting renowned beer and art festivals each year.