10 days in Wisconsin Itinerary

10 days in Wisconsin Itinerary

Created using Inspirock Wisconsin holiday planner

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Route & dates

10 days in Wisconsin Itinerary

Start: Chicago
Train:  1​h 30​min
1
Milwaukee
— 2 nights
Drive:  3​h 30​min
2
Fish Creek
— 2 nights
Drive:  2​h 15​min
3
Oshkosh
— 3 nights
Drive:  1​h 45​min
4
Madison
— 2 nights
Drive:  2​h 45​min
End: Chicago

2
nights
Milwaukee

Milwaukee ©
Milwaukee boasts well-preserved historical districts with a rich European past and a strong beer-brewing tradition.
Get some historical perspective at Basilica of St. Josaphat and St. Joan of Arc Chapel. Get a sense of the local culture at Harley-Davidson Museum and Milwaukee Art Museum. Take a break from Milwaukee with a short trip to Lion's Den Gorge Nature Preserve in Grafton, about 36 minutes away. Next up on the itinerary: indulge your thirst for a good beer at Lakefront Brewery, kick back and relax at Virmond Park, tour the pleasant surroundings at Atwater Park & Beach, and appreciate the extensive heritage of Riverwalk.

To see more things to do, where to stay, traveler tips, and other tourist information, read our Milwaukee trip planner.

Chicago to Milwaukee is an approximately 1.5-hour train ride. You can also drive; or take a bus. Expect a daytime high around 74°F in September, and nighttime lows around 58°F. Finish up your sightseeing early on the 23rd (Mon) so you can go by car to Fish Creek.

Things to do in Milwaukee

Parks Historic Sites Outdoors

Side Trips

Atwater Park & Beach, Lion's Den Gorge Nature Preserve, Virmond Park
Highlights from your plan
Harley-Davidson Museum ©
Harley-Davidson Museum
Milwaukee Art Museum ©
Milwaukee Art Museum
Basilica of St. Josaphat ©
Basilica of St. Josaphat

2
nights
Fish Creek

Fish Creek ©
Fish Creek is an unincorporated community located in Door County, Wisconsin, United States, within the town of Gibraltar and is located on Highway 42 along Green Bay.HistoryThe first settler of Fish Creek was Increase Claflin and his family circa 1844, but the village founder is considered to be entrepreneur Asa Thorp. On the 24th (Tue), learn about winemaking at Lautenbach's Orchard Country, examine the collection at Historic Alexander Noble House Museum & History Center, then take in the exciting artwork at J. Jeffrey Taylor, then visit a coastal fixture at Eagle Bluff Lighthouse, and finally immerse yourself in nature at Peninsula State Park. Keep things going the next day: visit a coastal fixture at Cana Island Lighthouse, then indulge your thirst for a good beer at Door County Brewing, then look for all kinds of wild species at The Ridges Sanctuary, and finally get a taste of the local shopping with Edgewood Orchard Galleries.

To see reviews, traveler tips, other places to visit, and more tourist information, go to the Fish Creek holiday planner.

You can drive from Milwaukee to Fish Creek in 3.5 hours. Alternatively, you can do a combination of bus and car; or do a combination of flight, bus, and car. Traveling from Milwaukee in September, plan for little chillier nights in Fish Creek, with lows around 51°F. Finish your sightseeing early on the 25th (Wed) so you can travel to Oshkosh.

Things to do in Fish Creek

Parks Historic Sites Nature

Side Trip

Baileys Harbor
Highlights from your plan
Peninsula State Park ©
Peninsula State Park
Cana Island Lighthouse ©
Cana Island Lighthouse
Lautenbach's Orchard Country ©
Lautenbach's Orchard Country

3
nights
Oshkosh

Oshkosh ©
Oshkosh is a city in Winnebago County, Wisconsin, United States, located where the Fox River enters Lake Winnebago from the west. Get some historical perspective at St Raphael the Archangel Catholic Church and Hearthstone Historic House Museum. Get a sense of the local culture at EAA Aviation Museum and Green Bay Packer Hall of Fame. You'll find plenty of places to visit near Oshkosh: Whistling Straits Golf Course - Straits and Irish (in Kohler) and Horicon Marsh (in Mayville). There's still lots to do: admire the masterpieces at Paine Art Center and Gardens and indulge your taste buds at Oshkosh Farmers Markets.

Make your Oshkosh itinerary with Inspirock to find out what to see and where to go.

Getting from Fish Creek to Oshkosh by car takes about 2.5 hours. In September in Oshkosh, expect temperatures between 73°F during the day and 54°F at night. Wrap up your sightseeing on the 28th (Sat) to allow time to travel to Madison.

Things to do in Oshkosh

Museums Outdoors Golf

Side Trips

Hearthstone Historic House Museum, Green Bay Packer Hall of Fame, Whistling Straits Golf Course - Straits and Irish, Horicon Marsh
Highlights from your plan
Horicon Marsh ©
Horicon Marsh
EAA Aviation Museum ©
EAA Aviation Museum
Green Bay Packer Hall of Fame ©
Green Bay Packer Hall of Fame

2
nights
Madison

Madison ©
Madison might be the capital of Wisconsin, but students rather than politicians give the city its identity.
On the 29th (Sun), identify plant and animal life at International Crane Foundation, then do a tasting at Wollersheim Winery & Distillery, then admire the striking features of Taliesin Preservation: Frank Lloyd Wright Visitor Center , and finally look for gifts at Bavaria Sausage Kitchen. On the 30th (Mon), you'll have a packed day of sightseeing: get a sense of history and politics at Wisconsin State Capitol, look for all kinds of wild species at Aldo Leopold Nature Center, and then enjoy the sand and surf at Bartel's Beach.

For where to stay, reviews, other places to visit, and tourist information, refer to the Madison trip maker site .

Drive from Oshkosh to Madison in 2 hours. In September, daytime highs in Madison are 75°F, while nighttime lows are 53°F. Finish up your sightseeing early on the 30th (Mon) so you can go by car back home.

Things to do in Madison

Parks Wildlife Outdoors

Side Trips

International Crane Foundation, Bavaria Sausage Kitchen, Wollersheim Winery & Distillery, Taliesin Preservation: Frank Lloyd Wright Visitor Center , Bartel's Beach
Highlights from your plan

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