39 days in South Dakota Itinerary

39 days in South Dakota Itinerary

Created using Inspirock South Dakota tour itinerary builder

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Route & dates

39 days in South Dakota Itinerary

Start: Milwaukee
bus + Fly:  6​h 15​min
1
Deadwood
— 7 nights
Drive:  1​h 15​min
2
Custer
— 7 nights
Drive:  1​h 45​min
3
Wall
— 6 nights
Drive:  3​h 30​min
4
Mitchell
— 5 nights
Drive:  1​h 15​min
5
De Smet
— 6 nights
Drive:  1​h 45​min
6
Sioux Falls
— 7 nights
+2
Drive + Fly + bus:  6​h
End: Milwaukee

7
nights
Deadwood

Deadwood ©
Deadwood is a city in South Dakota, United States, and the county seat of Lawrence County. Give yourself a bit of retail therapy at Scott Jacobs Studio and Termesphere Gallery. Appreciate the collections at Adams Museum and Sanford Lab Homestake Visitor Center. Get out of town with these interesting Deadwood side-trips: Belle Fourche (PaleoAdventures, Tri-State Museum, & more), Roughlock Falls State Nature Area (in Lead) and Devil Bathtub South Dakota (in Spearfish). The adventure continues: stroll the grounds of Mount Moriah Cemetery, cruise along Spearfish Canyon Scenic Byway, learn about winemaking at Belle Joli Winery Sparkling House, and examine the collection at Tatanka: Story of the Bison.

To find other places to visit, photos, maps, and tourist information, go to the Deadwood vacation builder tool .

Milwaukee to Deadwood is an approximately 6.5-hour combination of bus and flight. You can also fly; or drive. Traveling from Milwaukee in May, expect little chillier with lows of 42°F in Deadwood. Cap off your sightseeing on the 30th (Thu) early enough to go by car to Custer.

Things to do in Deadwood

Outdoors Museums Parks

Side Trips

Spearfish, Sturgis, Lead, Belle Fourche, Spearfish Falls
Find places to stay May 23 — 30:
Highlights from your plan
Mount Moriah Cemetery ©
Mount Moriah Cemetery
Adams Museum ©
Adams Museum
Adams House ©
Adams House

7
nights
Custer

Custer ©
Generally considered to be the oldest town established by European Americans in the Black Hills, Custer began as a mining town.
Museum-lovers will get to explore Mammoth Site of Hot Springs and The Museum @ Black Hills Institute. For shopping fun, head to Warrior's Work & Ben West Gallery or Goodtyme Photo. Venture out of the city with trips to Keystone (National Presidential Wax Museum, Presidential Trail, & more), Pioneer Museum (in Hot Springs) and Hill City (Civilian Conservation Corps Museum of South Dakota & Insideout). There's still lots to do: take a peaceful walk through Black Hills National Forest, explore the striking landscape of Wind Cave National Park, admire the majestic nature at Custer State Park, and admire all the interesting features of Mount Rushmore National Memorial.

To find photos, maps, and tourist information, refer to the Custer itinerary builder .

Traveling by car from Deadwood to Custer takes 1.5 hours. The time zone difference moving from Central Standard Time (CST) to Mountain Standard Time (MST) is minus 1 hour. Traveling from Deadwood in May, you can expect nighttime temperatures to be little chillier in Custer, with lows of 37°F. Finish your sightseeing early on the 6th (Thu) so you can drive to Wall.

Things to do in Custer

Parks Nature Outdoors

Side Trips

Hill City, Keystone, Wind Cave National Park, South Dakota, Crazy Horse
Find places to stay May 30 — Jun 6:
Highlights from your plan
Black Hills National Forest ©
Black Hills National Forest
Mount Rushmore National Memorial ©
Custer State Park ©
Custer State Park

6
nights
Wall

Wall ©
Wall is a town in Pennington County, South Dakota, United States. Visiting Minuteman Missile National Historic Site and Badlands National Park will get you outdoors. Popular historic sites such as South Dakota's Original 1880 Town and Sage Creek Wilderness Area are in your itinerary. You'll find plenty of places to visit near Wall: Badlands National Park (Burns Basin Overlook, Panorama Point Overlook, & more), Armed Forces Display & Gifts (in Wasta) and Badlands Petrified Gardens (in Kadoka). Next up on the itinerary: browse the different shops at Wall Drug, cruise along Loop Road, look for all kinds of wild species at Roberts Prairie Dog Town, and trek along Castle Trail.

For maps, reviews, ratings, and tourist information, refer to the Wall visit planner.

Getting from Custer to Wall by car takes about 2 hours. Other options: do a combination of taxi and bus. Expect somewhat warmer temperatures when traveling from Custer in June; daily highs in Wall reach 83°F and lows reach 54°F. Finish your sightseeing early on the 12th (Wed) so you can drive to Mitchell.

Things to do in Wall

Parks Nature Outdoors

Side Trips

Badlands National Park, Philip, Badlands National Park, Armed Forces Display & Gifts, Oglala Lakota College Historical Center
Find places to stay Jun 6 — 12:
Highlights from your plan
Big Badlands Overlook ©
Big Badlands Overlook
Wall Drug ©
Wall Drug
Badlands National Park ©
Badlands National Park

5
nights
Mitchell

Mitchell ©
Mitchell is the county seat of Davison County, South Dakota, United States. Appreciate the collections at Corn Palace and South Dakota Tractor Museum. Get in touch with nature at Lake Mitchell Campground and Allen's Hillside Guide Service - Day Adventures. Venture out of the city with trips to Old West Trading Post (in Oacoma) and Chamberlain (Akta Lakota Museum, South Dakota Hall of Fame, & more). Next up on the itinerary: steep yourself in history at Mitchell Prehistoric Indian Village, don't miss a visit to Valtiroty Shiloh's Tabernacle, get lost in a book at Carnegie Resource Center, and take an in-depth tour of Dakota Discovery Museum.

For photos, reviews, where to stay, and tourist information, you can read our Mitchell trip maker site .

Getting from Wall to Mitchell by car takes about 3.5 hours. Other options: take a bus. The time zone changes from Mountain Standard Time to Central Standard Time, which is usually a 1 hour difference. June in Mitchell sees daily highs of 83°F and lows of 59°F at night. On the 17th (Mon), wrap the sightseeing up by early afternoon so you can drive to De Smet.

Things to do in Mitchell

Museums Parks Wildlife

Side Trips

Chamberlain, Old West Trading Post, South Dakota Tractor Museum
Find places to stay Jun 12 — 17:
Highlights from your plan
Akta Lakota Museum ©
Akta Lakota Museum
Corn Palace ©
Corn Palace
South Dakota Tractor Museum ©
South Dakota Tractor Museum

6
nights
De Smet

De Smet ©
De Smet is a city in and the county seat of Kingsbury County, South Dakota, United States. Get a sense of the local culture at Ingalls Homestead - Laura's Living Prairie and De Smet Cemetery. Appreciate the collections at Redlin Art Center and Historic 1914 C&NW RR Depot Museum & Visitor Center. Venture out of the city with trips to Brookings (The South Dakota State Agricultural Heritage Museum, South Dakota Art Museum, & more), Fort Sisseton State Park (in Lake City) and Watertown (Terry Redlin Museum, Mellette House, & more). And it doesn't end there: don't miss a visit to Laura Ingalls Wilder Memorial, contemplate the waterfront views at Lake Herman State Park, take an in-depth tour of De Smet Depot Museum, and stroll around Oakwood Lakes State Park.

To see where to stay, more things to do, ratings, and other tourist information, you can read our De Smet trip maker app .

You can drive from Mitchell to De Smet in 1.5 hours. June in De Smet sees daily highs of 81°F and lows of 56°F at night. Finish up your sightseeing early on the 23rd (Sun) so you can travel to Sioux Falls.

Things to do in De Smet

Museums Parks Nature

Side Trips

Watertown, Brookings, Historic 1914 C&NW RR Depot Museum & Visitor Center, Oakwood Lakes State Park, Lake Herman State Park
Find places to stay Jun 17 — 23:
Highlights from your plan
Redlin Art Center ©
Redlin Art Center
Laura Ingalls Wilder Memorial ©
Laura Ingalls Wilder Memorial

7
nights
Sioux Falls

Sioux Falls ©
Sioux Falls is the largest city in the U.S. Washington Pavilion and Great Plains Zoo & Delbridge Museum of Natural History will appeal to museum buffs. Do some cultural sightseeing at Strawbale Winery and Adams Homestead and Nature Preserve. Explore the numerous day-trip ideas around Sioux Falls: Newton Hills State Park (in Canton), Lake Vermillion Recreation Area (in Canistota) and Vermillion (Shrine to Music Museum, National Music Museum, & more). There's still lots to do: pause for some serene contemplation at St. Joseph Cathedral, take an in-depth tour of Old Courthouse Museum, look for all kinds of wild species at The Blood Run Nature Area, and sample the tasty concoctions at WoodGrain Brewing Company.

For ratings, reviews, more things to do, and more tourist information, use the Sioux Falls trip itinerary builder tool .

You can drive from De Smet to Sioux Falls in 2 hours. In June, daytime highs in Sioux Falls are 80°F, while nighttime lows are 58°F. Wrap up your sightseeing on the 30th (Sun) to allow time to travel back home.

Things to do in Sioux Falls

Parks Museums Outdoors

Side Trips

Vermillion, Yankton, Lake Vermillion Recreation Area, Newton Hills State Park, Adams Homestead and Nature Preserve
Find places to stay Jun 23 — 30:
Highlights from your plan
Falls Park ©
Falls Park
St. Joseph Cathedral ©
St. Joseph Cathedral
National Music Museum ©
National Music Museum

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