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 Shalom Wildlife Zoo (in West Bend), Manitowoc (Rahr-West Museum and Mansion, Pine River Dairy, &more) and 1860 Light Station (in Port Washington). Next up on the itinerary: have fun and explore at Above and Beyond Childrens Museum, admire the natural beauty at Bookworm Gardens, don't miss a visit to Highway 42, and see the interesting displays at Hamilton Wood Type Museum & Printing Museum.

To find maps, more things to do, traveler tips, and tourist information, read our Sheboygan holiday maker.

Porto, Portugal to Sheboygan is an approximately 16.5-hour combination of flight and car. You'll gain 6 hours traveling from Porto to Sheboygan due to the time zone difference. 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.

Things to do in Sheboygan

Museums · Parks · Outdoors · Scenic Drive

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 Petrifying Springs Park (in Kenosha), SC Johnson Headquarters (in Racine) and Holy Hill (in Hubertus). There's much more to do: take in the spiritual surroundings of Basilica of St. Josaphat, appreciate the extensive heritage of Riverwalk, steep yourself in history at Pabst Mansion, and see the interesting displays at Harley-Davidson Museum.

To see reviews, photos, more things to do, and tourist information, read our Milwaukee trip itinerary builder website.

Getting from Sheboygan to Milwaukee by car takes about an hour. In December, plan for daily highs up to 1°C, and evening lows to -5°C. Finish your sightseeing early on the 29th (Wed) so you can drive to Janesville.

Things to do in Milwaukee

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 New Glarus Brewing Company (in New Glarus), The Octagon House (in Watertown) and Dorothy Carnes County Park & Rose Lake State Natural Area (in Fort Atkinson). 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. 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 travel to Wisconsin Dells.

Things to do in Janesville

Parks · Historic Sites · Breweries & Distilleries · Wineries

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: Madison (Olbrich Botanical Gardens, Wisconsin State Capitol, &more) and Wollersheim Winery & Distillery (in Prairie du Sac). There's much more to do: cool off at Mt. Olympus Water & Theme Park, stroll around Wisconsin Deer Park, admire the majestic nature at Devil's Lake State Park, and take an in-depth tour of Portage WWII History Museum.

To find other places to visit, where to stay, traveler tips, and tourist information, read Wisconsin Dells trip maker app.

You can drive from Janesville to Wisconsin Dells in 1.5 hours. In January in Wisconsin Dells, expect temperatures between -4°C during the day and -14°C at night. Cap off your sightseeing on the 11th (Tue) early enough to go by car to La Crosse.

Things to do in Wisconsin Dells

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: Soldiers Walk Memorial Park (in Arcadia), Norskedalen Nature and Heritage Center (in Coon Valley) and Snowflake Ski Club (in Westby). 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 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 travel to Chippewa Falls.

Things to do in La Crosse

Parks · Historic Sites · Museums · Outdoors

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: Pioneer Village Museum (in Cameron), Perlick Distillery (in Sarona) and New Richmond (New Richmond Heritage Center & 45th Parallel Spirits). And it doesn't end there: walk around Irvine Park, sample the fine beverages at River Bend Vineyard & Winery, indulge your thirst for a good beer at Leinie Lodge, and learn about winemaking at Infinity Beverages Winery & Distillery.

To find photos, traveler tips, other places to visit, and other tourist information, read our Chippewa Falls trip app.

Traveling by car from La Crosse to Chippewa Falls takes 2 hours. Plan for slightly colder 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 travel to Wausau.

Things to do in Chippewa Falls

Breweries & Distilleries · Parks · Historic Sites · Museums

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 Stevens Point (Central Wisconsin Children's Museum & Stevens Point Brewery), Three Lakes (Three Lakes Historical Museum & Three Lakes Winery) and Minocqua (Northern Waters Distillery & Minocqua Winter Park). 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. 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 travel to Green Bay.

Things to do in Wausau

Parks · Outdoors · Museums · 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: R. Harder Gallery of Gems and Minerals (in Neenah), Hearthstone Historic House Museum (in Appleton) and Oshkosh (EAA Aviation Museum, Hughes Home Maid Chocolates, &more). 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. 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.

Things to do in Green Bay

Museums · Parks · Theme Parks · Historic Sites

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.