9 days in South Dakota Itinerary

9 days in South Dakota Itinerary

Created using Inspirock South Dakota trip itinerary planner

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Route & dates

9 days in South Dakota Itinerary

Start: Chicago
Fly:  5​h
1
Hill City
— 2 nights
Drive:  1​h 15​min
2
Spearfish
— 3 nights
Drive:  2​h 15​min
3
Badlands National Park
— 3 nights
taxi + Fly:  5​h 15​min
End: Chicago

2
nights
Hill City

Hill City ©
Hill City is the oldest existing city in Pennington County, South Dakota, United States. You'll discover tucked-away gems like Miner Brewing Company and The Museum @ Black Hills Institute. Take a break from the city and head to Cathedral Spires Hiking Trail and Black Hills. Step out of Hill City to go to Custer and see Art Expressions, which is approximately 30 minutes away. The adventure continues: take your sightseeing to a higher altitude at Harney Peak, learn about winemaking at Prairie Berry Winery, and take a pleasant ride with a tour on horseback.

To see photos, ratings, reviews, and more tourist information, refer to the Hill City trip builder website .

Chicago to Hill City is an approximately 5-hour combination of flight and taxi. You can also drive; or do a combination of train, bus, and taxi. The time zone changes from Central Standard Time (CST) to Mountain Standard Time (MST), which is usually a -1 hour difference. In May, Hill City is a bit cooler than Chicago - with highs of 59°F and lows of 37°F. Cap off your sightseeing on the 20th (Mon) early enough to travel to Spearfish.

Things to do in Hill City

Parks Nature Outdoors

Side Trips

Custer, South Dakota
Highlights from your plan
Black Elk Peak ©
Black Elk Peak
Black Hills ©
Black Hills
Horseback Riding Tours

3
nights
Spearfish

Spearfish ©
Spearfish is a city in Lawrence County, South Dakota, United States. Eschew the tourist crowds and head to Black Hills Parrot Welfare & Education Center and Crow Peak Brewing Company. Get in touch with nature at Roughlock Falls State Nature Area and Bridal Veil Falls. Take a break from Spearfish with a short trip to Roughlock Falls Nature Area in Savoy, about 38 minutes away. The adventure continues: get curious at Sanford Lab Homestake Visitor Center, make a trip to Mt Roosevelt Monument, get a taste of local nightlife at Dakota Shivers Brewing, and see the interesting displays at Tatanka: Story of the Bison.

To see reviews, traveler tips, more things to do, and tourist information, go to the Spearfish trip itinerary planning app .

You can drive from Hill City to Spearfish in 1.5 hours. You'll lose 1 hour traveling from Hill City to Spearfish due to the time zone difference. Expect a daytime high around 62°F in May, and nighttime lows around 42°F. Cap off your sightseeing on the 23rd (Thu) early enough to travel to Badlands National Park.

Things to do in Spearfish

Parks Nature Wildlife

Side Trips

Deadwood, Lead, Belle Fourche, Roughlock Falls Nature Area
Highlights from your plan
Roughlock Falls State Nature Area ©
Roughlock Falls State Nature Area
Bridal Veil Falls ©
Bridal Veil Falls

3
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.
Step out of the city life by going to Saddle Pass Trail and Big Badlands Overlook. You'll discover tucked-away gems like Yellow Mounds Overlook and Roberts Prairie Dog Town. There's much more to do: stroll through Notch Trail, explore the striking landscape at Burns Basin Overlook, explore the wealth of natural beauty at Homestead Overlook, and hike along Castle Trail.

To see maps, photos, other places to visit, and other tourist information, you can read our Badlands National Park day trip planning site .

You can drive from Spearfish to Badlands National Park in 2 hours. Due to the time zone difference, you'll gain 1 hour traveling from Spearfish to Badlands National Park. Traveling from Spearfish in May, you will find days in Badlands National Park are somewhat warmer (70°F), and nights are about the same (42°F). Finish your sightseeing early on the 26th (Sun) so you can travel back home.

Things to do in Badlands National Park

Parks Outdoors Trails
Highlights from your plan
Big Badlands Overlook ©
Big Badlands Overlook
Roberts Prairie Dog Town ©
Roberts Prairie Dog Town
Yellow Mounds Overlook ©
Yellow Mounds Overlook

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