5 days in Wisconsin Itinerary

5 days in Wisconsin Itinerary

Created using Inspirock Wisconsin tour itinerary maker

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Fly to Chicago O'Hare International Airport, Drive to Milwaukee
1
Milwaukee
— 1 day
Drive
2
Sturgeon Bay
— 2 nights
Drive
3
Madison
— 2 nights
Fly

S M T W T F S
24
25
26
27
28
29
30

Milwaukee

— 1 day

Brew City

Milwaukee boasts well-preserved historical districts with a rich European past and a strong beer-brewing tradition.
Start off your visit on the 25th (Mon): explore the world behind art at Milwaukee Art Museum, then see the interesting displays at Harley-Davidson Museum, and then sample the tasty concoctions at MobCraft Beer.

To see traveler tips, reviews, maps, and tourist information, go to the Milwaukee trip planner.

Sioux City to Milwaukee is an approximately 5-hour combination of flight and car. You can also drive. In October, plan for daily highs up to 62°F, and evening lows to 46°F. Finish your sightseeing early on the 25th (Mon) so you can drive to Sturgeon Bay.

Things to do in Milwaukee

Find places to stay Oct 25 — 26:

Sturgeon Bay

— 2 nights
Sturgeon Bay is a city in and the county seat of Door County, Wisconsin, United States. On the 26th (Tue), learn about winemaking at Lautenbach's Orchard Country, then admire the majestic nature at Peninsula State Park, and then take a tour by water with Boat Tours & Water Sports. Get ready for a full day of sightseeing on the 27th (Wed): relax in the rural setting at The Farm and then walk around Cave Point County Park.

To see where to stay, reviews, ratings, and more tourist information, refer to the Sturgeon Bay trip tool.

You can drive from Milwaukee to Sturgeon Bay in 3 hours. Alternatively, you can do a combination of bus and taxi; or do a combination of bus and car. When traveling from Milwaukee in October, plan for slightly colder days and about the same nights in Sturgeon Bay: temperatures range from 57°F by day to 45°F at night. Finish your sightseeing early on the 27th (Wed) to allow enough time to drive to Madison.

Things to do in Sturgeon Bay

Parks · Tours · Outdoors · Nature

Side Trips

Find places to stay Oct 25 — 27:

Madison

— 2 nights

The City of Four Lakes

Madison might be the capital of Wisconsin, but students rather than politicians give the city its identity.
On the 28th (Thu), don't miss a visit to Capitol Square, then ponder the world of politics at Wisconsin State Capitol, and then take in nature's colorful creations at Olbrich Botanical Gardens. Get ready for a full day of sightseeing on the 29th (Fri): admire the landmark architecture of Taliesin Preservation: Frank Lloyd Wright Visitor Center and then admire the striking features of The House on the Rock.

To see traveler tips, reviews, ratings, and tourist information, you can read our Madison online itinerary planner.

You can drive from Sturgeon Bay to Madison in 3.5 hours. Alternatively, you can fly; or do a combination of taxi and bus. In October, plan for daily highs up to 62°F, and evening lows to 43°F. Wrap up your sightseeing on the 29th (Fri) to allow time to travel back home.

Things to do in Madison

Parks · Museums

Side Trip

Find places to stay Oct 27 — 29:

Wisconsin travel guide

4.2
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.