20 days in Wisconsin, South Dakota & North Dakota Itinerary

20 days in Wisconsin, South Dakota & North Dakota Itinerary

Created using Inspirock United States trip itinerary maker

Make it your trip
Fly
1
Sturgeon Bay
— 1 night
Drive
2
Milwaukee
— 3 nights
Drive
3
Wisconsin Dells
— 3 nights
Drive
4
Sioux Falls
— 1 night
Drive
5
Badlands National Park
— 2 nights
Drive
6
Custer
— 4 nights
Drive
7
Deadwood
— 1 night
Drive
8
Medora
— 4 nights
Drive to Bismarck, Fly to Detroit

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Sturgeon Bay

— 1 night
Sturgeon Bay is a city in and the county seat of Door County, Wisconsin, United States. Start off your visit on the 1st (Tue): experience rural life at The Farm, get engrossed in the history at Alexander Noble House Museum, then walk around Cave Point County Park, and finally take in nature's colorful creations at The Garden Door. Get ready for a full day of sightseeing on the 2nd (Wed): identify plant and animal life at The Ridges Sanctuary, get interesting insight from Tours, and then immerse yourself in nature at Peninsula State Park.

To find ratings, maps, more things to do, and tourist information, refer to the Sturgeon Bay trip planner.

Detroit to Sturgeon Bay is an approximately 4.5-hour flight. You can also drive; or do a combination of train, bus, and car. You'll gain 1 hour traveling from Detroit to Sturgeon Bay due to the time zone difference. Plan for slightly colder temperatures traveling from Detroit in June, with highs in Sturgeon Bay at 72°F and lows at 54°F. Cap off your sightseeing on the 2nd (Wed) early enough to go by car to Milwaukee.

Things to do in Sturgeon Bay

Parks · Tours · Nature · Outdoors

Side Trips

Milwaukee

— 3 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: Sheboygan (Bookworm Gardens & Acuity Flagpole) and Road America (in Elkhart Lake). There's much more to do: examine the collection at Harley-Davidson Museum, explore the world behind art at Milwaukee Art Museum, indulge your thirst for a good beer at Lakefront Brewery, and admire the striking features of Basilica of St. Josaphat.

For ratings, traveler tips, more things to do, and more tourist information, use the Milwaukee online trip planner.

Traveling by car from Sturgeon Bay to Milwaukee takes 3 hours. Alternatively, you can do a combination of taxi and bus; or do a combination of car and bus. In June, daytime highs in Milwaukee are 76°F, while nighttime lows are 58°F. Wrap up your sightseeing on the 5th (Sat) to allow time to drive to Wisconsin Dells.

Things to do in Milwaukee

Museums · Breweries & Distilleries · Parks · Historic Sites

Side Trips

Wisconsin Dells

— 3 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: Spring Green (The House on the Rock & Taliesin Preservation: Frank Lloyd Wright Visitor Center ). Plan for a day of cool, family-friendly fun on the 8th (Tue) at Noah's Ark Water Park. The adventure continues: whizz through the canopy at some of the top local zipline courses and adventure parks, get in on the family fun at Mt. Olympus Water & Theme Park, take a memorable tour with Original Wisconsin Ducks, and admire the majestic nature at Devil's Lake State Park.

To find where to stay, maps, traveler tips, and tourist information, you can read our Wisconsin Dells route app.

Drive from Milwaukee to Wisconsin Dells in 2.5 hours. Alternatively, you can take a train; or do a combination of bus and train. In June, daily temperatures in Wisconsin Dells can reach 77°F, while at night they dip to 57°F. Finish your sightseeing early on the 8th (Tue) so you can drive to Sioux Falls.

Things to do in Wisconsin Dells

Theme Parks · Tours · Outdoors · Museums

Side Trips

Sioux Falls

— 1 night
Sioux Falls is the largest city in the U.S. state of South Dakota. Kick off your visit on the 9th (Wed): don't miss a visit to Michelangelo's David replica, then pause for some serene contemplation at St. Joseph Cathedral, then stroll around Falls Park, and finally stroll through Sioux Falls Bike Trails.

To find photos, reviews, where to stay, and more tourist information, read Sioux Falls trip itinerary planning tool.

You can drive from Wisconsin Dells to Sioux Falls in 6.5 hours. Alternatively, you can do a combination of train and flight; or do a combination of train, bus, and flight. In June, daily temperatures in Sioux Falls can reach 80°F, while at night they dip to 58°F. Wrap up your sightseeing on the 9th (Wed) early enough to drive to Badlands National Park.

Things to do in Sioux Falls

Parks · Historic Sites · Trails · Outdoors

Badlands National Park

— 2 nights
Although Badlands National Park's name might not be the most inviting, its landscape of pinnacles, eroded buttes, spires, and an expansive, pristine mixed-grass prairie remain enticing.
On the 10th (Thu), take in the dramatic natural features at Yellow Mounds Overlook, then take in the dramatic natural features at Badlands Wall, then cruise along Loop Road, and finally identify plant and animal life at Roberts Prairie Dog Town. Keep things going the next day: explore the striking landscape of Badlands National Park.

For where to stay, photos, more things to do, and tourist information, you can read our Badlands National Park trip itinerary planner.

Traveling by car from Sioux Falls to Badlands National Park takes 4.5 hours. Alternatively, you can do a combination of bus and taxi; or fly. The time zone difference moving from Central Standard Time to Mountain Standard Time is minus 1 hour. In June in Badlands National Park, expect temperatures between 83°F during the day and 54°F at night. Wrap up your sightseeing on the 11th (Fri) early enough to drive to Custer.

Things to do in Badlands National Park

Parks · Nature · Scenic Drive · Wildlife

Side Trip

Custer

— 4 nights
Generally considered to be the oldest town established by European Americans in the Black Hills, Custer began as a mining town.
You'll find plenty of places to visit near Custer: Keystone (Big Thunder Gold Mine & Presidential Trail) and Elk Mountain Nature Trail (in Wind Cave National Park). And it doesn't end there: explore the wealth of natural beauty at Mount Rushmore National Memorial, pause for some photo ops at Crazy Horse Memorial, contemplate the waterfront views at Sylvan Lake, and take in the dramatic natural features at Needles Eye Tunnel.

To find more things to do, reviews, maps, and other tourist information, you can read our Custer trip planner.

Drive from Badlands National Park to Custer in 2 hours. Alternatively, you can do a combination of taxi and bus. Traveling from Badlands National Park in June, expect Custer to be slightly colder, temps between 73°F and 48°F. Finish up your sightseeing early on the 15th (Tue) so you can go by car to Deadwood.

Things to do in Custer

Parks · Outdoors · Nature · Scenic Drive

Side Trips

Deadwood

— 1 night
Deadwood is a city in South Dakota, United States, and the county seat of Lawrence County. On the 16th (Wed), appreciate the extensive heritage of Historic Old Town, then get engrossed in the history at Adams Museum, then get engrossed in the history at Adams House, and finally explore the different monuments and memorials at Mount Moriah Cemetery.

Plan my trip to Deadwood with suggested itineraries provided by Inspirock.

You can drive from Custer to Deadwood in 1.5 hours. You'll lose 1 hour traveling from Custer to Deadwood due to the time zone difference. In June in Deadwood, expect temperatures between 75°F during the day and 52°F at night. Cap off your sightseeing on the 16th (Wed) early enough to go by car to Medora.

Things to do in Deadwood

Historic Sites · Museums

Medora

— 4 nights
Medora is a city in Billings County, North Dakota, United States. Spend the 17th (Thu) exploring nature at Theodore Roosevelt National Park. Spend the 18th (Fri) exploring nature at South Unit. There's still lots to do: get to know the fascinating history of Painted Canyon Overlook, tee off at Bully Pulpit Golf Course, take an in-depth tour of Chateau de Mores State Historic Site, and examine the collection at North Dakota Cowboy Hall of Fame.

For where to stay, traveler tips, ratings, and tourist information, go to the Medora trip itinerary builder app.

You can drive from Deadwood to Medora in 4 hours. Alternatively, you can do a combination of taxi, bus, and car. The time zone changes from Central Standard Time (CST) to Mountain Standard Time (MST), which is usually a -1 hour difference. In June, daily temperatures in Medora can reach 76°F, while at night they dip to 50°F. Wrap up your sightseeing by early afternoon on the 20th (Sun) to allow time for travel back home.

Things to do in Medora

Nature · Parks · Historic Sites · Museums

Side Trip

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.

South Dakota travel guide

4.2
National Parks · Scenic Drive · Monuments
The State of Great Faces and Great Places
Famous for the cliffside monuments of Mount Rushmore and the Crazy Horse memorial, South Dakota is a land of Old West history, American Indian culture, and impressive natural wonders. Get to know the state's diverse and breathtaking landscape with a trip through Custer National Park, with a herd of 1,300 free-roaming bison, or by traversing the dramatic peaks of Badlands National Park near the Black Hills. Allow time in your itinerary to visit the state's largest city, Sioux Falls, for shopping, dining, and entertainment options, as well as a number of museums and historical attractions.

North Dakota travel guide

4.6
National Parks · History Museums · Historic Sites
Geographic Center of the North American Continent
A primarily rural state, North Dakota is the ancient home of the Lakota tribe. Norwegian settlers once made up the European population, and one of the state's major attractions is the Norsk Høstfest, the largest Norwegian festival in the United States. The vast plains and never-ending sky inspire the many orchestras that call the state home. The spirituality of the music is second only to the spirituality of the people, as the state has the nation's highest percentage of churchgoing residents. The state's open fields are conducive to fishing, hunting, and winter activities.