4 days in Wisconsin & Mackinaw City Itinerary

4 days in Wisconsin & Mackinaw City Itinerary

Created using Inspirock United States tour itinerary planner

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Make it your trip
Drive
1
Milwaukee
— 1 day
Drive
2
Madison
— 1 night
Drive
3
Sister Bay
— 1 night
Drive
4
Mackinaw City
— 1 night
Drive

S M T W T F S
26
27
28
29
30
1
2

Milwaukee

— 1 day

Brew City

Milwaukee boasts well-preserved historical districts with a rich European past and a strong beer-brewing tradition.
On the 28th (Tue), admire the masterpieces at Milwaukee Art Museum and then see the interesting displays at Harley-Davidson Museum.

To find where to stay, ratings, photos, and other tourist information, you can read our Milwaukee day trip app.

Chicago to Milwaukee is an approximately 1.5-hour car ride. You can also take a train; or take a bus. September in Milwaukee sees daily highs of 74°F and lows of 58°F at night. Wrap up your sightseeing on the 28th (Tue) early enough to drive to Madison.

Things to do in Milwaukee

Museums

Madison

— 1 night

The City of Four Lakes

Madison might be the capital of Wisconsin, but students rather than politicians give the city its identity.
Start off your visit on the 29th (Wed): don't miss a visit to Capitol Square, ponder the world of politics at Wisconsin State Capitol, and then take in nature's colorful creations at Olbrich Botanical Gardens.

To find photos, reviews, more things to do, and more tourist information, use the Madison trip website.

Traveling by car from Milwaukee to Madison takes 1.5 hours. Alternatively, you can take a bus. Traveling from Milwaukee in September, plan for a bit cooler nights in Madison, with lows around 53°F. Finish your sightseeing early on the 29th (Wed) to allow enough time to drive to Sister Bay.

Things to do in Madison

Parks

Sister Bay

— 1 night
Sister Bay is a village in Door County, Wisconsin, United States. On the 30th (Thu), take a tour by water with Boat Tours & Water Sports and then admire the majestic nature at Peninsula State Park.

To find ratings, reviews, and tourist information, use the Sister Bay day trip planner.

Getting from Madison to Sister Bay by car takes about 4.5 hours. Other options: do a combination of flight and car; or do a combination of bus and car. When traveling from Madison in September, plan for slightly colder days in Sister Bay, with highs around 70°F, while nights are about the same with lows around 51°F. Finish your sightseeing early on the 30th (Thu) so you can drive to Mackinaw City.

Things to do in Sister Bay

Outdoors · Parks · Tours · Nature

Side Trip

Mackinaw City

— 1 night
Mackinaw City is a village in Emmet and Cheboygan counties in the U.S. state of Michigan. Kick off your visit on the 1st (Fri): contemplate the long history of McGulpin Point Lighthouse & Historic Site and then snap pictures at Mackinac Bridge.

To see reviews, traveler tips, maps, and more tourist information, read our Mackinaw City road trip website.

Traveling by car from Sister Bay to Mackinaw City takes 6.5 hours. Alternatively, you can do a combination of car, flight, and bus; or do a combination of car and bus. The time zone difference when traveling from Sister Bay to Mackinaw City is 1 hour. In September, daily temperatures in Mackinaw City can reach 67°F, while at night they dip to 54°F. Wrap up your sightseeing on the 1st (Fri) to allow time to drive back home.

Things to do in Mackinaw City

Historic Sites

Side Trip

Wisconsin travel guide

4.2
Specialty Museums · Water Parks · Zoos
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.

Door County travel guide

4.4
Wineries & Vineyards · State Parks · Gift & Specialty Shops
Door County owes its status as a top Midwest vacation destination to its 480 km (300 mi) of shoreline along Lake Michigan. Coupled with five scenic state parks, 11 lighthouses, and 80 cultural venues, the natural scenery dominates here. The region hosts several museums, theaters, and art galleries. Art classes and workshops serve as big draws throughout the year, while live music and plays fill the entertainment schedule.