29 days in Wisconsin Itinerary

29 days in Wisconsin Itinerary

Created using Inspirock Wisconsin trip planner

Make it your trip
Fly
1
La Crosse
— 3 nights
Drive
2
Wisconsin Dells
— 5 nights
Drive
3
Stevens Point
— 4 nights
Drive
4
Oshkosh
— 4 nights
Drive
5
Manitowoc
— 3 nights
Drive
6
Milwaukee
— 6 nights
Drive
7
New Glarus
— 3 nights
Drive to Dane County Regional Truax Field, Fly to San Diego

S M T W T F S
18
19
20
21
22
23
24
25
26
27
28
29
30
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22

La Crosse

— 3 nights
La Crosse is a city in the U.S. state of Wisconsin and the county seat of La Crosse County. Explore La Crosse's surroundings by going to Eau Galle Lake & Recreational Area (in Spring Valley), Chippewa Falls (Irvine Park & Jacob Leinenkugel Brewing Company) and Red Cedar State Trail (in Menomonie). The adventure continues: explore the striking landscape at Grandad Bluff, indulge your thirst for a good beer at Turtle Stack Brewery, explore the engaging exhibits at Children's Museum of La Crosse, and pause for some serene contemplation at Shrine of Our Lady of Guadalupe.

To find reviews, where to stay, and more tourist information, read our La Crosse travel planner.

San Diego to La Crosse is an approximately 7-hour flight. You can also drive; or take a bus. The time zone difference moving from Pacific Standard Time to Central Standard Time is 2 hours. Expect a bit cooler weather when traveling from San Diego in April: highs in La Crosse hover around 56°F, while lows dip to 37°F. Wrap up your sightseeing on the 24th (Sat) to allow time to drive to Wisconsin Dells.

Things to do in La Crosse

Parks · Breweries & Distilleries · Nature · Historic Sites

Side Trips

Wisconsin Dells

— 5 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.
You'll find plenty of places to visit near Wisconsin Dells: Madison (Capitol Square, Wisconsin State Capitol, &more) and Cooksville Country Store (in Evansville). There's lots more to do: take a tour by water with Original Wisconsin Ducks, look for gifts at Kernel Popcorn's Factory, make a short side trip with International Crane Foundation, and learn about winemaking at Fawn Creek Winery.

To find traveler tips, where to stay, photos, and tourist information, refer to the Wisconsin Dells trip itinerary site.

You can drive from La Crosse to Wisconsin Dells in 1.5 hours. Alternatively, you can take a train. Expect a daytime high around 53°F in April, and nighttime lows around 34°F. Wrap up your sightseeing on the 29th (Thu) early enough to drive to Stevens Point.

Things to do in Wisconsin Dells

Parks · Tours · Zoos & Aquariums · Museums

Side Trips

Stevens Point

— 4 nights
Stevens Point is the county seat of Portage County, Wisconsin, United States. Explore Stevens Point's surroundings by going to Lake Thompson (in Rhinelander), Wausau (Leigh Yawkey Woodson Art Museum & Bull Falls Brewery) and Lake Tomahawk (in Minocqua). And it doesn't end there: explore the landscape on two wheels at Green Circle Trail, make a trip to 45 x 90 Geographical Marker, get to know the resident critters at Wildwood Zoo, and explore the activities along Glacial Lake Wisconsin.

To see more things to do, traveler tips, reviews, and other tourist information, you can read our Stevens Point trip maker.

Drive from Wisconsin Dells to Stevens Point in 1.5 hours. Traveling from Wisconsin Dells in April, you can expect nighttime temperatures to be a bit cooler in Stevens Point, with lows of 29°F. Wrap up your sightseeing on the 3rd (Mon) early enough to drive to Oshkosh.

Things to do in Stevens Point

Parks · Nature · Trails · Outdoors

Side Trips

Oshkosh

— 4 nights
Oshkosh is a city in Winnebago County, Wisconsin, United States, located where the Fox River enters Lake Winnebago from the west. Explore Oshkosh's surroundings by going to Seroogy's Chocolates (in De Pere), Sturgeon Bay (Heritage Village at Big Creek & Cave Point County Park) and Green Bay (Captain's Walk Winery, The Automobile Gallery, &more). There's still lots to do: examine the collection at EAA Aviation Museum, tour the pleasant surroundings at Horicon Marsh, admire the masterpieces at Paine Art Center and Gardens, and stroll around Lakeside Park.

To find traveler tips, where to stay, reviews, and tourist information, use the Oshkosh visit website.

You can drive from Stevens Point to Oshkosh in 1.5 hours. Traveling from Stevens Point in May, you can expect nighttime temperatures to be somewhat warmer in Oshkosh, with lows of 48°F. Finish your sightseeing early on the 7th (Fri) to allow enough time to drive to Manitowoc.

Things to do in Oshkosh

Museums · Parks · Wineries · Wildlife

Side Trips

Manitowoc

— 3 nights
Manitowoc is a city in and the county seat of Manitowoc County, Wisconsin, United States. You'll find plenty of places to visit near Manitowoc: Kohler Waters Spa (in Kohler), Walldogs (in Plymouth) and Sheboygan (Above and Beyond Childrens Museum, Acuity Flagpole, &more). It doesn't end there: learn about all things military at Wisconsin Maritime Museum.

For traveler tips, more things to do, other places to visit, and more tourist information, use the Manitowoc trip itinerary maker.

Getting from Oshkosh to Manitowoc by car takes about 1.5 hours. Traveling from Oshkosh in May, you will find days in Manitowoc are little chillier (62°F), and nights are about the same (44°F). Wrap up your sightseeing on the 10th (Mon) to allow time to travel to Milwaukee.

Things to do in Manitowoc

Museums · Childrens Museums · Parks · Outdoors

Side Trips

Milwaukee

— 6 nights

Brew City

Milwaukee boasts well-preserved historical districts with a rich European past and a strong beer-brewing tradition.
Change things up with these side-trips from Milwaukee: J. Lauber's Ice Cream Parlor (in East Troy), Lake Geneva (Geneva Lake Shore Path & Geneva Lake) and Kishwauketoe Conservancy (in Williams Bay). Next up on the itinerary: explore the world behind art at Milwaukee Art Museum, don't miss a visit to Historic Third Ward, learn more about the world around you at Milwaukee Public Museum, and examine the collection at Harley-Davidson Museum.

To see more things to do, photos, maps, and more tourist information, read our Milwaukee trip itinerary app.

You can drive from Manitowoc to Milwaukee in 1.5 hours. Expect a daytime high around 66°F in May, and nighttime lows around 47°F. Wrap up your sightseeing on the 16th (Sun) early enough to travel to New Glarus.

Things to do in Milwaukee

Breweries & Distilleries · Museums · Parks · Shopping

Side Trips

New Glarus

— 3 nights
New Glarus is a village in Green County, Wisconsin, United States at the intersection of Wisconsin Highways 69 and 39. Venture out of the city with trips to Governor Dodge State Park (in Dodgeville), Spring Green (The House on the Rock & Taliesin Preservation: Frank Lloyd Wright Visitor Center ) and Cave of the Mounds (in Blue Mounds). And it doesn't end there: sample the tasty concoctions at New Glarus Brewing Company, contemplate the waterfront views at Stewart Lake County Park, look for gifts at Brenda's Blumenladen, and walk around Donald County Park.

To see ratings, traveler tips, and other tourist information, you can read our New Glarus attractions website.

Drive from Milwaukee to New Glarus in 2 hours. May in New Glarus sees daily highs of 68°F and lows of 49°F at night. Wrap up your sightseeing on the 19th (Wed) to allow time to travel back home.

Things to do in New Glarus

Parks · Nature · Breweries & Distilleries · Trails

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.