60 days in Wisconsin Itinerary

60 days in Wisconsin Itinerary

Created using Inspirock Wisconsin trip maker

Make it your trip
Drive
1
Milwaukee
— 10 nights
Drive
2
Sheboygan
— 7 nights
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3
Green Bay
— 8 nights
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4
Wausau
— 7 nights
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5
Bayfield
— 6 nights
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6
La Crosse
— 6 nights
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7
Wisconsin Dells
— 10 nights
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Janesville
— 5 nights
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Milwaukee

— 10 nights

Brew City

Milwaukee boasts well-preserved historical districts with a rich European past and a strong beer-brewing tradition.
Venture out of the city with trips to Racine (Hot Shop Glass & SC Johnson Headquarters), Lapham Peak (in Delafield) and Cedar Creek Winery (in Cedarburg). The adventure continues: see the interesting displays at Harley-Davidson Museum, take a stroll through Historic Third Ward, get a new perspective on nature at Milwaukee Public Museum, and learn the secrets of beer at a beer tour and tasting.

To find maps, traveler tips, photos, and other tourist information, read our Milwaukee vacation planner.

Chicago to Milwaukee is an approximately 1.5-hour car ride. You can also take a train; or take a bus. Prepare for slightly colder weather when traveling from Chicago in June: high temperatures in Milwaukee hover around 76°F and lows are around 58°F. Wrap up your sightseeing on the 1st (Thu) to allow time to drive to Sheboygan.

Things to do in Milwaukee

Breweries & Distilleries · Museums · Historic Sites · Parks

Side Trips

Sheboygan

— 7 nights
Sheboygan is a city in and the county seat of Sheboygan County, Wisconsin, United States. Venture out of the city with trips to Manitowoc (Rahr-West Museum and Mansion, Wisconsin Maritime Museum, &more), Lakeside Park (in Fond du Lac) and Horicon Marsh (in Mayville). The adventure continues: join the crowd at Road America, cruise along Highway 42, steep yourself in history at Wade House, and sample the tasty concoctions at 3 Sheeps Brewing Company.

To find maps and more tourist information, refer to the Sheboygan day trip planner.

Traveling by car from Milwaukee to Sheboygan takes an hour. Traveling from Milwaukee in July, plan for slightly colder nights in Sheboygan, with lows around 58°F. Finish your sightseeing early on the 8th (Thu) so you can drive to Green Bay.

Things to do in Sheboygan

Museums · Parks · Childrens Museums · Nightlife

Side Trips

Green Bay

— 8 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.
You'll find plenty of places to visit near Green Bay: Sturgeon Bay (Door County Maritime Museum & Cave Point County Park), Off The Wheel Pottery (in Egg Harbor) and Holy Transfiguration Chapel and Woods (in Sister Bay). There's lots more to do: get in on the family fun at Bay Beach Amusement Park, take in nature's colorful creations at Green Bay Botanical Garden, indulge your thirst for a good beer at Stillmank Brewing Company, and admire the masterpieces at Paine Art Center and Gardens.

For traveler tips and more tourist information, refer to the Green Bay tour planning app.

You can drive from Sheboygan to Green Bay in 1.5 hours. In July, plan for daily highs up to 81°F, and evening lows to 59°F. Wrap up your sightseeing on the 16th (Fri) to allow time to travel to Wausau.

Things to do in Green Bay

Museums · Parks · Breweries & Distilleries · Theme Parks

Side Trips

Wausau

— 7 nights
Wausau is a city in and the county seat of Marathon County, Wisconsin, United States. You'll find plenty of places to visit near Wausau: Rhinelander (John Heisman's Grave of Heisman Trophy fame & Kovac Planetarium), South Wood County Historical Museum (in Wisconsin Rapids) and George W. Mead Wildlife Area (in Milladore). Next up on the itinerary: explore the landscape on two wheels at Green Circle Trail, learn about all things military at Rusk County Historical Society Museum, explore the world behind art at Leigh Yawkey Woodson Art Museum, and sample the fine beverages at Northern Waters Distillery.

For maps, where to stay, traveler tips, and other tourist information, you can read our Wausau trip maker website.

You can drive from Green Bay to Wausau in 2 hours. In July, plan for daily highs up to 80°F, and evening lows to 58°F. Finish your sightseeing early on the 23rd (Fri) to allow enough time to travel to Bayfield.

Things to do in Wausau

Museums · Parks · Outdoors · Winter Sports

Side Trips

Bayfield

— 6 nights
Bayfield is a city in Bayfield County, Wisconsin, United States. Venture out of the city with trips to WinMan Trails (in Winchester), Madeline Island Candles (in La Pointe) and North Lakeland Discovery Center (in Manitowish Waters). And it doesn't end there: Head underground at Apostle Islands National Lakeshore Ice Caves, tee off at Apostle Highlands Golf Course, head off the coast to Apostle Islands National Lakeshore, and walk around Prentice Park.

To find out how to plan a trip to Bayfield, use our trip itinerary maker.

You can drive from Wausau to Bayfield in 3.5 hours. July in Bayfield sees daily highs of 78°F and lows of 54°F at night. Finish up your sightseeing early on the 29th (Thu) so you can go by car to La Crosse.

Things to do in Bayfield

Parks · Outdoors · Nature · Shopping

Side Trips

La Crosse

— 6 nights
La Crosse is a city in the U.S. state of Wisconsin and the county seat of La Crosse County. Get out of town with these interesting La Crosse side-trips: Snowflake Ski Club (in Westby), Deke Slayton Memorial Space & Bicycle Museum (in Sparta) and Alma (Buena Vista Park & Lock and Dam 4). There's still lots to do: take in the dramatic natural features at Grandad Bluff, contemplate in the serene atmosphere at Franciscan Sisters of Perpetual Adoration Motherhouse, stroll through Soldiers Walk Memorial Park, and sample the tasty concoctions at Sand Creek Brewery.

For more things to do, traveler tips, where to stay, and tourist information, you can read our La Crosse online travel planner.

Traveling by car from Bayfield to La Crosse takes 5.5 hours. Alternatively, you can do a combination of car, flight, and bus; or do a combination of taxi, bus, and train. In July, La Crosse is somewhat warmer than Bayfield - with highs of 84°F and lows of 64°F. Finish your sightseeing early on the 4th (Wed) to allow enough time to drive to Wisconsin Dells.

Things to do in La Crosse

Parks · Winter Sports · Outdoors · Historic Sites

Side Trips

Wisconsin Dells

— 10 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.
Explore Wisconsin Dells' surroundings by going to National Mustard Museum (in Middleton), Madison (Wisconsin Veterans Museum, Olbrich Botanical Gardens, &more) and Wisconsin Brewing Company (in Verona). There's much more to do: head outdoors with Outdoor Activities, get in on the family fun at Wilderness Territory, make a splash at Mt. Olympus Water & Theme Park, and learn about wildlife with up-close encounters at Wisconsin Deer Park.

For more things to do, photos, maps, and more tourist information, refer to the Wisconsin Dells day trip tool.

Drive from La Crosse to Wisconsin Dells in 1.5 hours. Alternatively, you can take a train. Expect a daytime high around 79°F in August, and nighttime lows around 59°F. Wrap up your sightseeing on the 14th (Sat) to allow time to travel to Janesville.

Things to do in Wisconsin Dells

Theme Parks · Parks · Museums · Tours

Side Trips

Janesville

— 5 nights
Janesville is a city in southern Wisconsin, United States. Venture out of the city with trips to Minhas Craft Brewery (in Monroe), Lake Geneva (Geneva Lake Museum of History, Spas, &more) and White River State Trail (in Elkhorn). Next up on the itinerary: stroll through Rotary Botanical Gardens, see the sights as you ascend with a climbing tour, see the interesting displays at Matt Kenseth Museum, and do a tasting at Staller Estate Winery.

To see reviews, photos, where to stay, and tourist information, use the Janesville journey maker site.

You can drive from Wisconsin Dells to Janesville in 1.5 hours. In August, plan for daily highs up to 81°F, and evening lows to 60°F. Wrap up your sightseeing by early afternoon on the 19th (Thu) to allow enough time to drive back home.

Things to do in Janesville

Wineries · Parks · Breweries & Distilleries · Outdoors

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.