Here's a sample itinerary for a drive from Detroit to Deadwood. If you're planning a road trip to Deadwood, you can research locations to stop along the way. Traveling with a dog or cat? View pet-friendly stops between Detroit and Deadwood. Find the best hotels, restaurants, and attractions based on the most talked about places recommended by Trippy members.
Your starting point is Detroit, Michigan.
You can enter an exact street address if you want to get precise directions, but this is optional.
Since there are only 2 travelers, we assume you're driving 1 car. You can adjust the number of people traveling at the top. We assume a maximum of 4 passengers per car, but you can change the number of cars to fit your situation.
Kalamazoo (9 answers)
Air Zoo (2 mentions)
restaurants around Kalamazoo:
Bell's Brewery, Inc: Brewery
Arcadia Brewing Company Kalamazoo
The Union Cabaret & Grille
Old Dog Tavern
questions about Kalamazoo:
What's the best neighborhood in Kalamazoo for a first time visitor?
Best free things to do in Kalamazoo?
What is your favorite restaurant in Kalamazoo?
Chicago (270 answers)
Millennium Park (54 mentions)
The Art Institute of Chicago (48 mentions)
Shedd Aquarium (46 mentions)
Willis Tower (38 mentions)
Lincoln Park Zoo (35 mentions)
restaurants around Chicago:
Lou Malnati's Pizzeria
Girl & the Goat
hotels around Chicago:
The James Chicago Hotel
Hotel Palomar Chicago
Acme Hotel Company Chicago
Virgin Hotels Chicago
questions about Chicago:
Best Chicago pizza?
What is your favorite restaurant in Chicago?
What to do in one weekend in Chicago?
What are the coolest hotels in downtown Chicago?
Madison (24 answers)
Wisconsin State Capitol (3 mentions)
restaurants around Madison:
The Old Fashioned
Great Dane Pub & Brewing Co
Ha Long Bay
questions about Madison:
What is your favorite restaurant in Madison?
Family-friendly campsites near Madison for large groups
Where is there a good Japanese restaurant?
One day trip, looking for a good time under $100
Catholic Easter Vigil Mass with good music in Madison?
Sioux Falls (7 answers)
questions about Sioux Falls:
First timer to Sioux Falls- what are the best outdoor things to do/explore?
Badlands National Park (27 mentions)
Your final destination is Deadwood, South Dakota.
You can enter the exact street address of your destination, but this is optional.
This section could be endless, so rather than trying to suggest every local activity or attraction, we'll leave it open-ended.
Of course, Trippy is the perfect place to ask questions because there's an entire community of travelers talking to each other and sharing tips and advice. Trippy is where you can get answers personalized for your tastes, budgets, trip dates & more!
Click the button below to explore more questions and answers related to Deadwood.
Yes, even this step is optional, because if you're on vacation who wants the trip to end? It's okay, you can start planning your next trip!
Don't forget about exploring your own hometown with a staycation. You can also find some cool day trips or get away for a weekend. Maybe try typing in a faraway location like London, Hong Kong, or Sydney, and get inspired for your dream trip around the world.
And if you know Detroit well, please help your fellow travelers and answer their questions about Detroit!