Motorcycle leaned up against the wall of a town shop

4-Day Stay Itinerary for Motorcycle Enthusiasts in Deadwood

Get ready for an exhilarating 4-day motorcycle adventure through Deadwood, SD and its stunning surroundings. This carefully crafted itinerary takes you on a journey through scenic byways, historic landmarks, and charming towns.


From the breathtaking vistas of the Black Hills to iconic sites, you’ll experience the thrill of the open road and the rich history of this captivating region. Pack your gear, fuel up, and prepare for a ride that promises unforgettable moments and scenic beauty at every turn.


Day 1: Arrival and Exploration

Motorcycle parked with beautiful orange haze sky in the background

Morning

Arrive in Deadwood and check into your Deadwood Connections motorcycle-friendly accommodation.

Longhorn skull displayed in an old museum

Afternoon

Explore the historic streets of Deadwood. Visit the Adams Museum and the historic Bullock Hotel.

Large, stuffed burger on plate with drinks at restaurant

Evening

Enjoy a hearty meal at a local restaurant such as The Deadwood Social Club. Experience Deadwood’s vibrant nightlife or catch a show at the Deadwood Mountain Grand.

Day 2: Scenic Rides & Historic Sites

Motorcycle riding quickly down a clear road, surrounded bywilderness

Morning

Hit the road for a ride through the beautiful Black Hills. Start with the scenic Needles Highway, known for its stunning rock formations and picturesque views.

Ground view of Mount Rushmore in SD on a beautiful, sunny fall day

Afternoon

Continue to Mount Rushmore National Memorial and take in the iconic carvings of the Presidents. Savor a delicious lunch in the charming town of Keystone, where you can enjoy a variety of dining options ranging from hearty American fare to local specialties. Whether you choose to dine at a cozy café, a classic diner, or a quaint restaurant with scenic views, Keystone offers a perfect break to refuel and experience the town’s unique atmosphere before continuing your adventure.

Sandwich with fries on plates with drinks at restaurant

Evening

Return to Deadwood for dinner at a local favorite, like The Gem Steakhouse & Saloon. Relax with a nightcap at a nearby bar or pub.

Day 3: Adventure and Exploration

Overhead view of a winding mountain road in the midwest on a cloudy day

Morning

Ride to Spearfish Canyon for breathtaking views and a ride along the scenic byway. Stop at Bridal Veil Falls and Roughlock Falls for photo opportunities.

Motorcycles parked on the street on a quiet night

Afternoon

Visit the town of Sturgis, famous for its motorcycle rally. Explore the Sturgis Motorcycle Museum & Hall of Fame.

Pub chicken and wings in a basket with fries and dip

Evening

Head back to Deadwood and enjoy dinner at a restaurant such as Paddy O’Neill’s Irish Pub & Grill. Enjoy some local entertainment or a stroll through town.

Day 4: Relax & Reflect

Motorcycle parked in the middle of a road in between bright green trees

Morning

Take a leisurely ride to Custer State Park. Enjoy the scenic routes and possibly spot some bison and other wildlife.

Crazy Horse Memorial displayed in Black Hills SD

Afternoon

Visit the Crazy Horse Memorial and learn about the history and culture of the Native American leader. Have lunch at the The Alpine Inn.

Slider burgers with beer on table at a bar and grill

Evening

Return to Deadwood for a final dinner at a restaurant like Deadwood Bar & Grill. Enjoy a relaxed evening reflecting on your trip and planning your next adventure.

Tips for Your Motorcycle Journey to the Black Hills

  • Motorcycle Prep

    Ensure your motorcycle is well-maintained and equipped for long rides.

  • Weather

    Check weather conditions before heading out each day.

  • Navigation & Routes

    Carry a map or GPS device to navigate the scenic routes.

  • Travel Planning

    Book accommodations in advance, especially during peak season.

Person driving motorcycle throughout the black hills with pine trees and hills in the background

Gear Up for the Adventure of a Lifetime


As you gear up for your motorcycle adventure, get ready to experience the breathtaking landscapes and vibrant culture of Deadwood and its surroundings. You’ll marvel at natural wonders, dive into the area’s history, and enjoy the freedom of the open road.


Prepare for a journey that will celebrate the thrill of motorcycling and the joy of exploration. Safe travels, and get ready for an unforgettable ride!