21 days in South Dakota Itinerary

21 days in South Dakota Itinerary

Created using Inspirock South Dakota sightseeing planner

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Route & dates

21 days in South Dakota Itinerary

Start: Chicago
Fly + Drive:  5​h
1
Sioux Falls
— 4 nights
Drive:  2​h 15​min
2
Watertown
— 3 nights
Drive:  3​h
3
Chamberlain
— 1 night
Drive:  4​h 45​min
4
Spearfish
— 4 nights
Drive:  1​h 15​min
5
Keystone
— 4 nights
Drive:  1​h 30​min
6
Badlands National Park
— 4 nights
taxi + Fly:  5​h 15​min
End: Chicago

4
nights
Sioux Falls

Sioux Falls ©
Sioux Falls is the largest city in the U.S. Change things up with these side-trips from Sioux Falls: Vermillion (National Music Museum & Shrine to Music Museum), Fantle Memorial Park (in Yankton) and Porter Sculpture Park (in Montrose). There's still lots to do: stroll around Falls Park, hike along SculptureWalk Sioux Falls, examine the collection at Sioux Empire Medical Museum, and explore the activities along Arrowhead Park.

To see other places to visit, maps, photos, and more tourist information, read Sioux Falls trip planner .

Chicago to Sioux Falls is an approximately 5-hour combination of flight and car. You can also fly; or drive. Traveling from Chicago in August, plan for slightly colder nights in Sioux Falls, with lows around 60°F. Cap off your sightseeing on the 5th (Mon) early enough to travel to Watertown.

Things to do in Sioux Falls

Parks Outdoors Museums

Side Trips

Vermillion, Strawbale Winery, Porter Sculpture Park, Lake Vermillion Recreation Area, Fantle Memorial Park
Highlights from your plan
Falls Park ©
Falls Park
St. Joseph Cathedral ©
St. Joseph Cathedral
SculptureWalk Sioux Falls ©
SculptureWalk Sioux Falls

3
nights
Watertown

Watertown ©
Watertown is a city in and the county seat of Codington County, South Dakota, United States. Explore the numerous day-trip ideas around Watertown: De Smet (Laura Ingalls Wilder Memorial, Ingalls Homestead - Laura's Living Prairie, & more) and Fort Sisseton State Park (in Lake City). There's lots more to do: take in the exciting artwork at Redlin Art Center, pause for some photo ops at Watertown Veterans Memorial, shop like a local with Terry Redlin Museum, and get engrossed in the history at Codington County Historical Museum.

For photos, other places to visit, traveler tips, and other tourist information, refer to the Watertown tour itinerary app .

You can drive from Sioux Falls to Watertown in 2 hours. In August, daytime highs in Watertown are 79°F, while nighttime lows are 58°F. Wrap up your sightseeing on the 8th (Thu) early enough to travel to Chamberlain.

Things to do in Watertown

Parks Historic Sites Museums

Side Trips

De Smet, Fort Sisseton State Park
Highlights from your plan
Redlin Art Center ©
Redlin Art Center
Bramble Park Zoo ©
Bramble Park Zoo

1
night
Chamberlain

Chamberlain ©
Chamberlain is a city in Brule County, South Dakota, United States. On the 9th (Fri), get engrossed in the history at Akta Lakota Museum, then head outdoors with Allen's Hillside Guide Service - Day Adventures, then appreciate the history behind Dignity, and finally browse the eclectic array of goods at Old West Trading Post.

To see more things to do, other places to visit, and tourist information, you can read our Chamberlain sightseeing planner.

You can drive from Watertown to Chamberlain in 3.5 hours. In August in Chamberlain, expect temperatures between 83°F during the day and 60°F at night. Finish your sightseeing early on the 9th (Fri) to allow enough time to travel to Spearfish.

Things to do in Chamberlain

Outdoors Museums Shopping

Side Trip

Old West Trading Post
Highlights from your plan
Akta Lakota Museum ©
Akta Lakota Museum
Dignity ©
Dignity
Old West Trading Post ©
Old West Trading Post

4
nights
Spearfish

Spearfish ©
Spearfish is a city in Lawrence County, South Dakota, United States. Go for a jaunt from Spearfish to Devils Tower to see Tower Trail about 1h 15 min away. Spend a day outdoors on the 11th (Sun) with PaleoAdventures. The adventure continues: cruise along Spearfish Canyon Scenic Byway, identify plant and animal life at Black Hills Parrot Welfare & Education Center, go deep underground at Broken Boot Gold Mine, and examine the collection at Sturgis Motorcycle Museum & Hall of Fame.

To see other places to visit, more things to do, ratings, and tourist information, read Spearfish trip planner .

Traveling by car from Chamberlain to Spearfish takes 4 hours. Alternatively, you can do a combination of car and flight. Expect a daytime high around 80°F in August, and nighttime lows around 56°F. Wrap up your sightseeing on the 13th (Tue) early enough to drive to Keystone.

Things to do in Spearfish

Outdoors Museums Historic Sites

Side Trips

Deadwood, Belle Fourche, Sturgis, Sanford Lab Homestake Visitor Center, Tower Trail
Highlights from your plan
Spearfish Canyon Scenic Byway ©
Spearfish Canyon Scenic Byway
Mount Moriah Cemetery ©
Mount Moriah Cemetery

4
nights
Keystone

Keystone ©
Fewer than 400 people call Keystone home year-round, but the population explodes in summer when crowds flock to nearby Mount Rushmore.
You'll find plenty of places to visit near Keystone: Custer (Wildlife Loop Road, Custer State Park, & more). And it doesn't end there: explore the striking landscape of Mount Rushmore National Memorial, take a memorable drive along Needles Highway, explore and take pictures at Iron Mountain Road, and get great views at Breezy Point Picnic Area.

To find ratings, other places to visit, traveler tips, and more tourist information, read our Keystone attractions planner.

Getting from Spearfish to Keystone by car takes about 1.5 hours. Traveling from Spearfish to Keystone, you'll gain 1 hour due to the time zone difference. Traveling from Spearfish in August, Keystone is little chillier at night with lows of 51°F. Finish your sightseeing early on the 17th (Sat) so you can drive to Badlands National Park.

Things to do in Keystone

Parks Nature Outdoors

Side Trips

Custer, South Dakota, Insideout
Highlights from your plan
Mount Rushmore National Memorial ©
Mount Rushmore National Memorial
Custer State Park ©
Custer State Park
Wildlife Loop Road ©
Wildlife Loop Road

4
nights
Badlands National Park

Badlands National Park ©
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.
Change things up with a short trip to Oglala Lakota College Historical Center in Kyle (about 58 minutes away). Spend the 19th (Mon) exploring nature at Badlands National Park. There's lots more to do: take a memorable drive along Loop Road, trek along Door Trail, identify plant and animal life at Roberts Prairie Dog Town, and explore the striking landscape at Panorama Point Overlook.

Inspirock's itinerary builder makes planning a Badlands National Park trip simple and quick.

You can drive from Keystone to Badlands National Park in 1.5 hours. Another option is to do a combination of taxi and bus. Prepare for somewhat warmer weather when traveling from Keystone in August: high temperatures in Badlands National Park hover around 87°F and lows are around 58°F. Wrap up your sightseeing on the 21st (Wed) to allow time to travel back home.

Things to do in Badlands National Park

Parks Nature Outdoors

Side Trips

Badlands National Park, Oglala Lakota College Historical Center
Highlights from your plan
Loop Road ©
Loop Road
Badlands Wall ©
Badlands Wall
Badlands National Park ©
Badlands National Park

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