8 days in Wisconsin Itinerary

8 days in Wisconsin Itinerary

Created using Inspirock Wisconsin attractions planner
Make it your trip
— 1 night
Sister Bay
— 2 nights
Green Bay
— 1 night
— 3 nights


Milwaukee — 1 night

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 24th (Sat): make a trip to Frank Lloyd Wright American System-Built Homes, admire the landmark architecture of Basilica of St. Josaphat, then admire the masterpieces at Milwaukee Art Museum, and finally indulge your thirst for a good beer at Lakefront Brewery. On the 25th (Sun), you'll have a packed day of sightseeing: steep yourself in history at Pabst Mansion, see the interesting displays at Harley-Davidson Museum, and then learn more about the world around you at Milwaukee Public Museum.

You can plan Milwaukee trip in no time by asking Inspirock to help create your itinerary.

Chicago to Milwaukee is an approximately 1.5-hour car ride. You can also take a train; or take a bus. In September, daytime highs in Milwaukee are 74°F, while nighttime lows are 58°F. Wrap up your sightseeing on the 25th (Sun) early enough to drive to Sister Bay.
Find places to stay Sep 24 — 25:

Sister Bay — 2 nights

Sister Bay is a village in Door County, Wisconsin, United States. Kick off your visit on the 26th (Mon): do a tasting at Stone's Throw Winery, take in the exciting artwork at Edgewood Orchard Galleries, then immerse yourself in nature at Peninsula State Park, and finally take an in-depth tour of Alexander Noble House Museum. Get ready for a full day of sightseeing on the 27th (Tue): get a taste of the local shopping with Off The Wheel Pottery, then visit a coastal fixture at Cana Island Lighthouse, then stroll around Waterfront Park, and finally get interesting insight from Tours.

For more things to do, reviews, maps, and tourist information, refer to the Sister Bay journey builder website.

Drive from Milwaukee to Sister Bay in 3.5 hours. Alternatively, you can do a combination of flight and car; or do a combination of bus and car. Expect a bit cooler evenings in Sister Bay when traveling from Milwaukee in September, with lows around 51°F. Finish up your sightseeing early on the 27th (Tue) so you can go by car to Green Bay.
Parks · Museums · Shopping · Wineries
Side Trips
Find places to stay Sep 25 — 27:

Green Bay — 1 night

Home of the Packers

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.
Kick off your visit on the 28th (Wed): find something for the whole family at Bay Beach Amusement Park, take in nature's colorful creations at Green Bay Botanical Garden, and then examine the collection at Green Bay Packer Hall of Fame.

For more things to do, where to stay, photos, and tourist information, you can read our Green Bay trip builder site.

Traveling by car from Sister Bay to Green Bay takes 1.5 hours. In September, plan for daily highs up to 74°F, and evening lows to 52°F. Wrap up your sightseeing on the 28th (Wed) early enough to drive to Madison.
Parks · Museums · Theme Parks
Find places to stay Sep 27 — 28:

Madison — 3 nights

The City of Four Lakes

Madison might be the capital of Wisconsin, but students rather than politicians give the city its identity.
Explore Madison's surroundings by going to Spring Green (The House on the Rock & Taliesin Preservation: Frank Lloyd Wright Visitor Center ), Devil's Lake State Park (in Baraboo) and Wisconsin Dells (Noah's Ark Water Park & Zipline). There's lots more to do: take in nature's colorful creations at Olbrich Botanical Gardens, make a trip to Memorial Union Terrace, ponder the world of politics at Wisconsin State Capitol, and explore the world behind art at Chazen Museum of Art.

For where to stay, maps, photos, and tourist information, go to the Madison trip itinerary maker app.

You can drive from Green Bay to Madison in 2.5 hours. Alternatively, you can take a bus; or fly. September in Madison sees daily highs of 75°F and lows of 53°F at night. Cap off your sightseeing on the 1st (Sat) early enough to catch the flight back home.
Parks · Museums · Adventure · Nature
Side Trips
Find places to stay Sep 28 — Oct 1:

Wisconsin travel guide

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.