60 days in Wisconsin Itinerary

60 days in Wisconsin Itinerary

Created using Inspirock Wisconsin sightseeing planner
Make it your trip
Fly to Austin Straubel International Airport, Drive to Sheboygan
1
Sheboygan
— 6 nights
Drive
2
Milwaukee
— 11 nights
Drive
3
Janesville
— 5 nights
Drive
4
Wisconsin Dells
— 8 nights
Drive
5
La Crosse
— 6 nights
Drive
6
Chippewa Falls
— 7 nights
Drive
7
Wausau
— 7 nights
Drive
8
Green Bay
— 9 nights
Fly

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Sheboygan — 6 nights

Sheboygan is a city in and the county seat of Sheboygan County, Wisconsin, United States. Explore Sheboygan's surroundings by going to Manitowoc (Rahr-West Museum and Mansion, Pine River Dairy, &more), 1860 Light Station (in Port Washington) and Shalom Wildlife Zoo (in West Bend). Next up on the itinerary: explore the engaging exhibits at Above and Beyond Childrens Museum, indulge in some personalized pampering at Kohler Waters Spa, play a few rounds at Whistling Straits Golf Course - Straits and Irish, and admire the natural beauty at Bookworm Gardens.

For traveler tips, reviews, maps, and more tourist information, you can read our Sheboygan day trip planning app.

Porto, Portugal to Sheboygan is an approximately 16.5-hour combination of flight and car. The time zone difference moving from Western European Standard Time (WET) to Central Standard Time (CST) is minus 6 hours. Traveling from Porto in December, expect Sheboygan to be much colder, temps between 0°C and -7°C. Wrap up your sightseeing on the 18th (Sat) to allow time to drive to Milwaukee.
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Museums · Parks · Outdoors · Shopping
Side Trips

Milwaukee — 11 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 SC Johnson Headquarters (in Racine), Holy Hill (in Hubertus) and Petrifying Springs Park (in Kenosha). And it doesn't end there: take in the spiritual surroundings of Basilica of St. Josaphat, admire the masterpieces at Milwaukee Art Museum, get a new perspective on nature at Milwaukee Public Museum, and brush up on your knowledge of spirits at Great Lakes Distillery.

For ratings, reviews, other places to visit, and tourist information, you can read our Milwaukee trip builder site.

You can drive from Sheboygan to Milwaukee in an hour. Another option is to drive. In December in Milwaukee, expect temperatures between 1°C during the day and -5°C at night. Finish your sightseeing early on the 29th (Wed) to allow enough time to drive to Janesville.
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Historic Sites · Museums · Breweries & Distilleries · Shopping
Side Trips

Janesville — 5 nights

Janesville is a city in southern Wisconsin, United States. Venture out of the city with trips to Dorothy Carnes County Park & Rose Lake State Natural Area (in Fort Atkinson), New Glarus Brewing Company (in New Glarus) and The Octagon House (in Watertown). There's much more to do: take in nature's colorful creations at Rotary Botanical Gardens, indulge in some personalized pampering at some of the best spas, steep yourself in history at Old World Wisconsin, and do a tasting at Lewis Station Winery.

To see ratings, traveler tips, photos, and more tourist information, read Janesville trip itinerary planner.

Traveling by car from Milwaukee to Janesville takes 1.5 hours. Alternatively, you can drive. Expect a daytime high around 1°C in December, and nighttime lows around -7°C. Finish your sightseeing early on the 3rd (Mon) so you can drive to Wisconsin Dells.
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Parks · Historic Sites · Wineries · Breweries & Distilleries
Side Trips

Wisconsin Dells — 8 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: Wollersheim Winery & Distillery (in Prairie du Sac) and Madison (Olbrich Botanical Gardens, Wisconsin State Capitol, &more). The adventure continues: make a splash at Kalahari Indoor Waterpark, get a dose of the wild on Original Wisconsin Ducks, immerse yourself in nature at Devil's Lake State Park, and tour the pleasant surroundings at Cascade Mountain.

To see photos, ratings, maps, and tourist information, read our Wisconsin Dells trip planner.

You can drive from Janesville to Wisconsin Dells in 1.5 hours. Alternatively, you can drive. In January in Wisconsin Dells, expect temperatures between -4°C during the day and -14°C at night. Finish your sightseeing early on the 11th (Tue) so you can drive to La Crosse.
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Parks · Outdoors · Tours · Breweries & Distilleries
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. Change things up with these side-trips from La Crosse: Snowflake Ski Club (in Westby), Norskedalen Nature and Heritage Center (in Coon Valley) and Soldiers Walk Memorial Park (in Arcadia). The adventure continues: walk around Riverside Park, indulge your thirst for a good beer at Sand Creek Brewery, examine the collection at Dahl Auto Museum, and contemplate in the serene atmosphere at Franciscan Sisters of Perpetual Adoration Motherhouse.

To see more things to do, other places to visit, reviews, and tourist information, go to the La Crosse trip itinerary planner.

Drive from Wisconsin Dells to La Crosse in 1.5 hours. Alternatively, you can drive; or take a train. In January in La Crosse, expect temperatures between -3°C during the day and -14°C at night. Finish your sightseeing early on the 17th (Mon) so you can drive to Chippewa Falls.
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Parks · Historic Sites · Museums · Shopping
Side Trips

Chippewa Falls — 7 nights

Chippewa Falls is a city located on the Chippewa River in Chippewa County in the U.S. state of Wisconsin. Change things up with these side-trips from Chippewa Falls: New Richmond (New Richmond Heritage Center & 45th Parallel Spirits), Perlick Distillery (in Sarona) and Pioneer Village Museum (in Cameron). And it doesn't end there: stroll around Irvine Park, brush up on your knowledge of spirits at Infinity Beverages Winery & Distillery, sample the tasty concoctions at Leinie Lodge, and steep yourself in history at Reed School.

To find other places to visit, more things to do, traveler tips, and other tourist information, go to the Chippewa Falls planning site.

Traveling by car from La Crosse to Chippewa Falls takes 2 hours. Alternatively, you can drive. Plan for little chillier nights when traveling from La Crosse in January since evenings lows in Chippewa Falls dip to -17°C. Finish up your sightseeing early on the 24th (Mon) so you can go by car to Wausau.
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Breweries & Distilleries · Parks · Historic Sites · Wineries
Side Trips

Wausau — 7 nights

Wausau is a city in and the county seat of Marathon County, Wisconsin, United States. Venture out of the city with trips to Three Lakes (Three Lakes Historical Museum & Three Lakes Winery), Minocqua (Northern Waters Distillery & Minocqua Winter Park) and Stevens Point (Central Wisconsin Children's Museum & Stevens Point Brewery). There's lots more to do: admire the masterpieces at Leigh Yawkey Woodson Art Museum, join the crowd at Crandon International Off-Road Raceway, look for gifts at Mullins Cheese, and fly down the slopes at Granite Peak.

To see maps, traveler tips, photos, and tourist information, read Wausau trip itinerary builder app.

You can drive from Chippewa Falls to Wausau in 1.5 hours. Another option is to drive. Expect a daytime high around -6°C in January, and nighttime lows around -16°C. Wrap up your sightseeing on the 31st (Mon) early enough to drive to Green Bay.
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Parks · Museums · Outdoors · Winter Sports
Side Trips

Green Bay — 9 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.
Get out of town with these interesting Green Bay side-trips: Oshkosh (EAA Aviation Museum, Hughes Home Maid Chocolates, &more), Hearthstone Historic House Museum (in Appleton) and R. Harder Gallery of Gems and Minerals (in Neenah). And it doesn't end there: examine the collection at Green Bay Packer Hall of Fame, admire the majestic nature at Peninsula State Park, take in nature's colorful creations at Green Bay Botanical Garden, and sample the tasty concoctions at Badger State Brewing Company.

To find traveler tips, ratings, more things to do, and other tourist information, use the Green Bay itinerary maker.

Getting from Wausau to Green Bay by car takes about 2 hours. Other options: drive. In January, plan for daily highs up to -4°C, and evening lows to -14°C. Cap off your sightseeing on the 9th (Wed) early enough to catch the flight back home.
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Museums · Parks · Theme Parks · Shopping
Side Trips

Wisconsin travel guide

4.3
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.
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