31 days in Wisconsin Itinerary

31 days in Wisconsin Itinerary

Created using Inspirock Wisconsin trip itinerary builder

Make it your trip
Fly to Chicago O'Hare, Bus to Madison
1
Madison
— 5 nights
Drive
2
Wisconsin Dells
— 4 nights
Drive
3
La Crosse
— 3 nights
Drive
4
Bayfield
— 3 nights
Drive
5
Sister Bay
— 2 nights
Drive
6
Green Bay
— 4 nights
Drive
7
Sheboygan
— 3 nights
Drive
8
Milwaukee
— 5 nights
Fly

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Madison

— 5 nights

The City of Four Lakes

Madison might be the capital of Wisconsin, but students rather than politicians give the city its identity.
Explore the numerous day-trip ideas around Madison: Rotary Botanical Gardens (in Janesville), Glacial River Bike Trail (in Fort Atkinson) and Spring Green (Wisconsin Canoe Company, The House on the Rock, &more). There's lots more to do: admire the natural beauty at Olbrich Botanical Gardens, grab your bike and head to CamRock Trail, ponder the world of politics at Wisconsin State Capitol, and look for all kinds of wild species at University of Wisconsin-Madison Arboretum.

For more things to do, where to stay, photos, and tourist information, use the Madison itinerary planner.

Kathmandu, Nepal to Madison is an approximately 23-hour combination of flight and bus. You can also fly. Due to the time zone difference, you'll gain 11.8 hours traveling from Kathmandu to Madison. Traveling from Kathmandu in September, expect Madison to be slightly colder, temps between 28°C and 13°C. Wrap up your sightseeing on the 20th (Sun) to allow time to drive to Wisconsin Dells.

Things to do in Madison

Parks · Outdoors · Museums · Tours

Side Trips

Wisconsin Dells

— 4 nights

Waterpark Capital of the World

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.
Get out of town with these interesting Wisconsin Dells side-trips: Green Circle Trail (in Stevens Point) and Rib Mountain State Park (in Wausau). There's still lots to do: kick your exploration up a notch at some of the top local zipline courses and adventure parks, make a splash at Mt. Olympus Water & Theme Park, skim along the rocks with Devils Lake Climbing Guides, and admire the majestic nature at Devil's Lake State Park.

To see reviews, photos, and other tourist information, read Wisconsin Dells travel planner.

You can drive from Madison to Wisconsin Dells in an hour. Another option is to do a combination of bus and train. Expect a daytime high around 27°C in September, and nighttime lows around 13°C. Finish your sightseeing early on the 24th (Thu) so you can drive to La Crosse.

Things to do in Wisconsin Dells

Outdoors · Parks · Tours · Nature

Side Trips

La Crosse

— 3 nights
La Crosse is a city in the U.S. Change things up with these side-trips from La Crosse: Elroy-Sparta State Trail (in Elroy), Cranberry Discovery Center (in Warrens) and Buena Vista Park (in Alma). And it doesn't end there: take in the dramatic natural features at Grandad Bluff, walk around Riverside Park, grab your bike and head to La Crosse River State Trail, and take in the architecture and atmosphere at Shrine of Our Lady of Guadalupe.

To find ratings, traveler tips, and other tourist information, use the La Crosse trip builder.

Traveling by car from Wisconsin Dells to La Crosse takes 1.5 hours. Alternatively, you can take a train. In September in La Crosse, expect temperatures between 30°C during the day and 16°C at night. Finish your sightseeing early on the 27th (Sun) to allow enough time to drive to Bayfield.

Things to do in La Crosse

Parks · Historic Sites · Trails · Outdoors

Side Trips

Bayfield

— 3 nights
Bayfield is a city in Bayfield County, Wisconsin, United States. Venture out of the city with trips to ABC Raceway (in Ashland), Copper Falls State Park (in Mellen) and Potato River Falls (in Hurley). There's still lots to do: Head underground at Apostle Islands National Lakeshore Ice Caves, stop by Apostle Islands Booksellers, shop like a local with Eckels Pottery & Fine Craft Gallery, and get interesting insight from Tours.

To see where to stay, reviews, ratings, and tourist information, read Bayfield trip maker.

You can drive from La Crosse to Bayfield in 5.5 hours. Other options are to do a combination of bus, flight, and car; or do a combination of train, bus, and taxi. Prepare for little chillier weather when traveling from La Crosse in September: high temperatures in Bayfield hover around 25°C and lows are around 10°C. Finish your sightseeing early on the 30th (Wed) so you can drive to Sister Bay.

Things to do in Bayfield

Parks · Nature · Outdoors · Tours

Side Trips

Sister Bay

— 2 nights
Sister Bay is a village in Door County, Wisconsin, United States. Kick off your visit on the 1st (Thu): visit a coastal fixture at Cana Island Lighthouse, do a tasting at Stone's Throw Winery, then make a trip to George Burr Gallery, and finally get a new perspective on things with Boat Tours & Water Sports. Get ready for a full day of sightseeing on the next day: view the masterpieces at Edgewood Orchard Galleries, stop by Wood Orchard, get some fabulous bargains at Door Artisan Cheese, then admire the majestic nature at Peninsula State Park, and finally stroll around Sunset Beach Park.

To see other places to visit, maps, where to stay, and other tourist information, you can read our Sister Bay itinerary tool.

Traveling by car from Bayfield to Sister Bay takes 7.5 hours. Alternatively, you can do a combination of car and bus; or do a combination of taxi, bus, and car. Expect a daytime high around 24°C in September, and nighttime lows around 12°C. Finish your sightseeing early on the 2nd (Fri) to allow enough time to drive to Green Bay.

Things to do in Sister Bay

Shopping · Parks · Tours · Wineries

Side Trips

Green Bay

— 4 nights

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.
Explore the numerous day-trip ideas around Green Bay: EAA Aviation Museum (in Oshkosh), Leigh Yawkey Woodson Art Museum (in Wausau) and Sturgeon Bay (The Farm, Cave Point County Park, &more). And it doesn't end there: examine the collection at Green Bay Packer Hall of Fame, take in nature's colorful creations at Green Bay Botanical Garden, look for all kinds of wild species at Bay Beach Wildlife Sanctuary, and stop by Scray Cheese.

To see other places to visit, photos, where to stay, and more tourist information, read our Green Bay road trip app.

Traveling by car from Sister Bay to Green Bay takes 1.5 hours. Expect a daytime high around 18°C in October, and nighttime lows around 6°C. Finish your sightseeing early on the 6th (Tue) to allow enough time to drive to Sheboygan.

Things to do in Green Bay

Museums · Parks · Theme Parks · Wildlife

Side Trips

Sheboygan

— 3 nights
Sheboygan is a city in and the county seat of Sheboygan County, Wisconsin, United States. You'll find plenty of places to visit near Sheboygan: Horicon Marsh (in Mayville), Two Rivers (Mariners Trail & Rawley Point Bike Trails & Neshotah Park) and Wisconsin Maritime Museum (in Manitowoc). The adventure continues: admire the natural beauty at Bookworm Gardens, play a few rounds at Whistling Straits Golf Course - Straits and Irish, immerse yourself in nature at Kohler-Andrae State Park, and stop by Cedar Valley Cheese.

For traveler tips, ratings, maps, and other tourist information, use the Sheboygan driving holiday planner.

You can drive from Green Bay to Sheboygan in 1.5 hours. In October in Sheboygan, expect temperatures between 18°C during the day and 6°C at night. Finish your sightseeing early on the 9th (Fri) so you can drive to Milwaukee.

Things to do in Sheboygan

Parks · Outdoors · Museums · Trails

Side Trips

Milwaukee

— 5 nights

Brew City

Milwaukee boasts well-preserved historical districts with a rich European past and a strong beer-brewing tradition.
Explore the numerous day-trip ideas around Milwaukee: Lake Geneva (Lake Geneva Ziplines & Adventures & Geneva Lake Shore Path), White River State Trail (in Elkhorn) and Racine (Wind Point Lighthouse & SC Johnson Headquarters). And it doesn't end there: see the interesting displays at Harley-Davidson Museum, admire the landmark architecture of Basilica of St. Josaphat, learn about wildlife with up-close encounters at Milwaukee County Zoo, and get a new perspective on nature at Milwaukee Public Museum.

To see where to stay, photos, ratings, and more tourist information, read Milwaukee visit planner.

Traveling by car from Sheboygan to Milwaukee takes an hour. In October in Milwaukee, expect temperatures between 19°C during the day and 9°C at night. Wrap up your sightseeing on the 14th (Wed) early enough to travel back home.

Things to do in Milwaukee

Museums · Outdoors · Historic Sites · Parks

Side Trips

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.