60 days in Wisconsin Itinerary

60 days in Wisconsin Itinerary

Created using Inspirock Wisconsin trip maker

Plan created by another user. Make it yours
1
Madison
— 7 nights
2
Wisconsin Dells
— 7 nights
3
La Crosse
— 6 nights
4
Hudson
— 6 nights
5
Bayfield
— 6 nights
6
Chippewa Falls
— 5 nights
7
Green Bay
— 6 nights
8
Fish Creek
— 4 nights
9
Sheboygan
— 5 nights
10
Milwaukee
— 7 nights

S M T W T F S
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
1
2
3
4
5
6
7
8
9
10
11

7
nights
Madison

Madison ©
Madison might be the capital of Wisconsin, but students rather than politicians give the city its identity.
Explore Madison's surroundings by going to New Glarus Brewing Company (in New Glarus), Spring Green (The House on the Rock, Taliesin Preservation: Frank Lloyd Wright Visitor Center , &more) and Cave of the Mounds (in Blue Mounds). There's still lots to do: get a sense of history and politics at Wisconsin State Capitol, take a stroll through State Street & Downtown Madison, admire the natural beauty at Olbrich Botanical Gardens, and learn the secrets of beer at a beer tour and tasting.

For more things to do, reviews, photos, and tourist information, read our Madison travel route builder website.

Jackson to Madison is an approximately 7.5-hour combination of car and flight. You can also drive. Expect slightly colder temperatures when traveling from Jackson in May; daily highs in Madison reach 70°F and lows reach 48°F. Finish your sightseeing early on the 17th (Sun) to allow enough time to drive to Wisconsin Dells.

Things to do in Madison

Parks · Shopping · Museums

Side Trips

Spring Green, New Glarus Brewing Company, National Mustard Museum, Rotary Botanical Gardens, Indian Lake Park
Highlights from your plan
Wisconsin State Capitol ©
Wisconsin State Capitol
Olbrich Botanical Gardens ©
Olbrich Botanical Gardens

7
nights
Wisconsin Dells

Wisconsin Dells ©
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 the numerous day-trip ideas around Wisconsin Dells: Stevens Point (Green Circle Trail & Putt N Play). There's lots more to do: kick your exploration up a notch at some of the top local zipline courses and adventure parks, get your game on at Elusive Escape Rooms, make a splash at Noah's Ark Water Park, and see the interesting displays at Circus World.

For traveler tips, more things to do, maps, and tourist information, go to the Wisconsin Dells travel planner.

You can drive from Madison to Wisconsin Dells in 1.5 hours. Alternatively, you can do a combination of bus and train. In May, daytime highs in Wisconsin Dells are 68°F, while nighttime lows are 46°F. Cap off your sightseeing on the 24th (Sun) early enough to go by car to La Crosse.

Things to do in Wisconsin Dells

Parks · Theme Parks · Outdoors

Side Trips

Baraboo, Stevens Point, Portage WWII History Museum, Wisconsin Big Cat Rescue
Highlights from your plan
Portage WWII History Museum ©
Portage WWII History Museum
Zipline
Mt. Olympus Water & Theme Park ©
Mt. Olympus Water & Theme Park

6
nights
La Crosse

La Crosse ©
La Crosse is a city in the U.S. Explore La Crosse's surroundings by going to Branches Winery (in Westby), Norskedalen Nature and Heritage Center (in Coon Valley) and Alma (Wings Over Alma Nature & Art Center, Lock and Dam 4, &more). Next up on the itinerary: explore the striking landscape at Grandad Bluff, contemplate in the serene atmosphere at Franciscan Sisters of Perpetual Adoration Motherhouse, examine the collection at Dahl Auto Museum, and pause for some serene contemplation at Shrine of Our Lady of Guadalupe.

To find other places to visit, traveler tips, reviews, and tourist information, read our La Crosse travel route builder website.

Traveling by car from Wisconsin Dells to La Crosse takes 1.5 hours. Alternatively, you can take a train. May in La Crosse sees daily highs of 71°F and lows of 50°F at night. Cap off your sightseeing on the 30th (Sat) early enough to travel to Hudson.

Things to do in La Crosse

Parks · Historic Sites · Museums

Side Trips

Alma, Sparta, Branches Winery, Norskedalen Nature and Heritage Center, Elroy-Sparta State Trail
Highlights from your plan
Grandad Bluff ©
Grandad Bluff
Riverside Park ©
Riverside Park
Shrine of Our Lady of Guadalupe ©
Shrine of Our Lady of Guadalupe

6
nights
Hudson

Hudson ©
Hudson is a city in St. Explore Hudson's surroundings by going to Saint Croix Falls (FAWN DOE ROSA Wildlife Educational Park, Interstate State Park- Wisconsin, &more), Spring Valley (Crystal Cave & Eau Galle Lake & Recreational Area) and Rush River Produce (in Maiden Rock). The adventure continues: admire the majestic nature at Willow River State Park, snap pictures at Swinging Bridge, indulge your thirst for a good beer at 45th Parallel Spirits, and look for all kinds of wild species at Crex Meadows Wildlife Area.

To find more things to do, traveler tips, where to stay, and more tourist information, go to the Hudson trip itinerary planning website.

You can drive from La Crosse to Hudson in 2.5 hours. Traveling from La Crosse in May, things will get a bit cooler in Hudson: highs are around 66°F and lows about 45°F. Finish your sightseeing early on the 5th (Fri) to allow enough time to travel to Bayfield.

Things to do in Hudson

Parks · Nature · Wildlife

Side Trips

Saint Croix Falls, Grantsburg, Spring Valley, Swinging Bridge, Oliphant Brewing
Highlights from your plan
Crystal Cave ©
Crystal Cave
Willow River State Park ©
Willow River State Park
Crex Meadows Wildlife Area ©
Crex Meadows Wildlife Area

6
nights
Bayfield

Bayfield ©
Bayfield is a city in Bayfield County, Wisconsin, United States. You'll find plenty of places to visit near Bayfield: Copper Falls State Park (in Mellen), Boulder Junction (Grassy Creek Ranch, Boulder Junction, &more) and Rest Lake Park (in Manitowish Waters). Next up on the itinerary: take a tour by water with Boat Tours & Water Sports, explore the fascinating underground world of Apostle Islands National Lakeshore Ice Caves, get a taste of the local shopping with Stone's Throw Art Gallery, and explore the wealth of natural beauty at Frog Bay Tribal National Park.

For reviews, more things to do, and more tourist information, you can read our Bayfield road trip tool.

Traveling by car from Hudson to Bayfield takes 4 hours. Plan for slightly colder nights when traveling from Hudson in June since evenings lows in Bayfield dip to 48°F. Finish your sightseeing early on the 11th (Thu) so you can travel to Chippewa Falls.

Things to do in Bayfield

Parks · Nature · Outdoors

Side Trips

Boulder Junction, Copper Falls State Park, Madeline Island Candles, Soo Line 950, Apostle Islands National Lakeshore
Highlights from your plan
Apostle Islands National Lakeshore Ice Caves ©
Boat Tours & Water Sports
Spas

5
nights
Chippewa Falls

Chippewa Falls ©
Chippewa Falls is a city located on the Chippewa River in Chippewa County in the U.S. Change things up with these side-trips from Chippewa Falls: Cain's Orchard (in Hixton), Wausau (Leigh Yawkey Woodson Art Museum, Rib Mountain State Park, &more) and Pioneer Village Museum (in Cameron). And it doesn't end there: sample the tasty concoctions at Jacob Leinenkugel Brewing Company, walk around Irvine Park, shop like a local with Leinie Lodge, and take an in-depth tour of Chippewa Valley Museum.

For more things to do, other places to visit, where to stay, and tourist information, refer to the Chippewa Falls vacation planner.

Getting from Bayfield to Chippewa Falls by car takes about 3 hours. Traveling from Bayfield in June, Chippewa Falls is somewhat warmer at night with lows of 56°F. Finish your sightseeing early on the 16th (Tue) so you can travel to Green Bay.

Things to do in Chippewa Falls

Parks · Museums · Nature

Side Trips

Eau Claire, Wausau, Cain's Orchard, Pioneer Village Museum
Highlights from your plan
Irvine Park ©
Irvine Park
Leigh Yawkey Woodson Art Museum ©
Leigh Yawkey Woodson Art Museum
Jacob Leinenkugel Brewing Company ©
Jacob Leinenkugel Brewing Company

6
nights
Green Bay

Green Bay ©
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: Appleton (St. Mary's Church & Lawrence University), Oshkosh (Paine Art Center and Gardens & EAA Aviation Museum) and Sturgeon Bay (Door County Candle Company, The Garden Door, &more). There's much more to do: see the interesting displays at Green Bay Packer Hall of Fame, identify plant and animal life at Bay Beach Wildlife Sanctuary, learn about wildlife with up-close encounters at NEW Zoo & Adventure Park, and take in nature's colorful creations at Green Bay Botanical Garden.

Plan a trip to Green Bay easily and quickly by telling Inspirock to suggest an itinerary.

You can drive from Chippewa Falls to Green Bay in 3 hours. In June in Green Bay, expect temperatures between 77°F during the day and 56°F at night. Wrap up your sightseeing on the 22nd (Mon) early enough to drive to Fish Creek.

Things to do in Green Bay

Museums · Parks · Wildlife

Side Trips

Sturgeon Bay, Appleton, Oshkosh, Barkhausen Waterfowl Preserve, R. Harder Gallery of Gems and Minerals
Highlights from your plan
EAA Aviation Museum ©
EAA Aviation Museum
Green Bay Packer Hall of Fame ©
Green Bay Packer Hall of Fame
Green Bay Botanical Garden ©
Green Bay Botanical Garden

4
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. Venture out of the city with trips to Washington Island (Schoolhouse Beach & Washington Island Stavkirke). There's lots more to do: immerse yourself in nature at Peninsula State Park, learn about winemaking at Lautenbach's Orchard Country, take a tour by water with Boat Tours & Water Sports, and enjoy the sea views from Cana Island Lighthouse.

To find reviews, ratings, maps, and tourist information, read our Fish Creek travel planning website.

You can drive from Green Bay to Fish Creek in 1.5 hours. While traveling from Green Bay, expect slightly colder days and about the same nights in Fish Creek, ranging from highs of 72°F to lows of 54°F. Finish your sightseeing early on the 26th (Fri) so you can travel to Sheboygan.

Things to do in Fish Creek

Parks · Outdoors · Nature

Side Trips

Washington Island, Egg Harbor, Sister Bay, Cana Island Lighthouse, Island Orchard Cider
Highlights from your plan
Peninsula State Park ©
Peninsula State Park
Boat Tours & Water Sports
Lautenbach's Orchard Country ©
Lautenbach's Orchard Country

5
nights
Sheboygan

Sheboygan ©
Sheboygan is a city in and the county seat of Sheboygan County, Wisconsin, United States. Explore the numerous day-trip ideas around Sheboygan: Shalom Wildlife Zoo (in West Bend), The Spice Crate (in Fond du Lac) and Horicon Marsh (in Mayville). The adventure continues: play a few rounds at Whistling Straits Golf Course - Straits and Irish, admire the natural beauty at Bookworm Gardens, admire the majestic nature at Point Beach State Forest, and look for all kinds of wild species at Ledge View Nature Center.

For ratings, photos, more things to do, and other tourist information, you can read our Sheboygan itinerary planner.

Traveling by car from Fish Creek to Sheboygan takes 2.5 hours. In June in Sheboygan, expect temperatures between 74°F during the day and 55°F at night. Finish your sightseeing early on the 1st (Wed) so you can drive to Milwaukee.

Things to do in Sheboygan

Parks · Nature · Wildlife

Side Trips

Two Rivers, Manitowoc, Whistling Straits Golf Course - Straits and Irish, Ledge View Nature Center, Shalom Wildlife Zoo
Highlights from your plan
Bookworm Gardens ©
Bookworm Gardens
Horicon Marsh ©
Horicon Marsh
Road America ©
Road America

7
nights
Milwaukee

Milwaukee ©
Milwaukee boasts well-preserved historical districts with a rich European past and a strong beer-brewing tradition.
You'll find plenty of places to visit near Milwaukee: Hawthorn Hollow - Nature Sanctuary and Arboretum (in Kenosha), Racine (Matt's Produce & SC Johnson Headquarters) and Lake Geneva (Geneva Lake Shore Path & Geneva Lake). Next up on the itinerary: explore the world behind art at Milwaukee Art Museum, sample the tasty concoctions at Lakefront Brewery, examine the collection at Chudnow Museum of Yesteryear, and learn about wildlife with up-close encounters at Milwaukee County Zoo.

To see ratings, other places to visit, where to stay, and tourist information, use the Milwaukee driving holiday planning tool.

Traveling by car from Sheboygan to Milwaukee takes an hour. In July, plan for daily highs up to 80°F, and evening lows to 63°F. On the 8th (Wed), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Milwaukee

Museums · Breweries & Distilleries · Parks

Side Trips

Racine, Lake Geneva, Hawthorn Hollow - Nature Sanctuary and Arboretum, Kneeland-Walker House
Highlights from your plan
Harley-Davidson Museum ©
Harley-Davidson Museum
Milwaukee Art Museum ©
Milwaukee Art Museum
Milwaukee County Zoo ©
Milwaukee County Zoo

Similar plans

7 days in Wisconsin BY A USER FROM UNITED STATES June, culture, outdoors, beaches, historic sites, museums, wildlife, popular sights Preferences: June, culture, outdoors, beaches, historic sites, museums, wildlife Attraction style: Popular sights Pace: Medium 4 days in Wisconsin BY A USER FROM UNITED STATES March, outdoors, relaxing, wildlife, slow & easy, popular & hidden gems Preferences: March, outdoors, relaxing, wildlife Attraction style: Popular & hidden gems Pace: Slow & easy 5 days in Wisconsin BY A USER FROM UNITED STATES June, outdoors, relaxing, beaches, shopping, popular sights Preferences: June, outdoors, relaxing, beaches, shopping Attraction style: Popular sights Pace: Medium 4 days in Wisconsin BY A USER FROM UNITED STATES April, outdoors, historic sites, wildlife, popular sights Preferences: April, outdoors, historic sites, wildlife Attraction style: Popular sights Pace: Medium 3 days in Wisconsin BY A USER FROM UNITED STATES March, relaxing, historic sites, shopping, popular sights Preferences: March, relaxing, historic sites, shopping Attraction style: Popular sights Pace: Medium 6 days in Wisconsin BY A USER FROM UNITED STATES June, teens, kids, popular sights Preferences: June, teens, kids Attraction style: Popular sights Pace: Medium 3 days in Wisconsin BY A USER FROM UNITED STATES March, teens, kids, popular sights Preferences: March, teens, kids Attraction style: Popular sights Pace: Medium 8 days in Wisconsin BY A USER FROM UNITED STATES March, popular & hidden gems Preferences: March Attraction style: Popular & hidden gems Pace: Medium 8 days in Wisconsin BY A USER FROM UNITED STATES July, kids, popular sights Preferences: July, kids Attraction style: Popular sights Pace: Medium 8 days in Wisconsin BY A USER FROM UNITED STATES May, kids, popular sights Preferences: May, kids Attraction style: Popular sights Pace: Medium 4 days in Wisconsin BY A USER FROM UNITED STATES May, popular sights Preferences: May Attraction style: Popular sights Pace: Medium 5 days in Wisconsin BY A USER FROM UNITED STATES June, popular sights Preferences: June Attraction style: Popular sights Pace: Medium
See more plans