Let’s grab our hats and our boots for an “Old West” experience that you will not soon forget. Medora, North Dakota is located in the heart of the North Dakota Badlands, and is the gateway to the south unit of Theodore Roosevelt National Park. It’s steeped in Theodore Roosevelt history! We’ve got two nights in the historic town right in the heart of museums, attractions, shows and shops. Join us as we embark west to North Dakota’s Badlands! 

 

DAY 1 – TUESDAY – JULY 28, 2026

Good Morning and Welcome Aboard! Your adventure begins as you board your motorcoach and set out for the charming town of Medora, North Dakota. Medora has been chosen as the ideal location within the state to develop the Theodore Roosevelt Presidential Library and Museum (“the Library”) due to the strong association with TR. It was in the Badlands that Roosevelt grieved and healed as he pursued the “strenuous life,” transforming himself from a frail and underweight city dweller into a larger-than-life character, as he is popularly remembered today. TR himself credited his time in the Badlands as one of the foundational experiences of his life. As you travel across the prairie, there will be plenty of time to relax, take in the scenery, and get to know your fellow travelers. Our first overnight stay will be in Alexandria, MN.

 

DAY 2 – WEDNESDAY – JULY 29, 2026

Enjoy an included breakfast before we continue thru Minnesota’s Lake Country. Upon arrival in Medora, you will check into your hotel and then gather for a classic Western evening – we’ll board our motorcoach and make our way to the Medora Musical and the Pitchfork Fondue. Get ready for a delicious dinner at the Pitchfork Fondu! This event takes place just steps from the Amphitheater where the musical is performed. The view from where we are is unbelievable! Have your cameras ready for some great photo opportunities. As for the dinner tonight, you’ll be amazed as they fill your plate with a steak, baked potato, salad, baked beans, corn on the cob, and dessert. Following dinner you’ll take your seats for the Medora Musical! The Medora Musical is the rootin'-tootinest, boot-scootinest show in all the Midwest. There's no other show quite like it. It's an ode to patriotism, Theodore Roosevelt, and the Great American West! Overnight will be in Medora, ND. (Breakfast & Dinner Included)

 

Day 3 – THURSDAY – JULY 30, 2026

This morning we’ll join Joe Wiegand, the world’s best Theodore Roosevelt reprisor, as he tells stories of his time living and ranching in the Badlands. Learn about TR’s first visit to Medora on a bison hunt, his ranching days, his fight with the Mingusville Bully and his capture of the notorious “Boat Thieves!” Plus, enjoy an endless buffet of brunch favorites before the show. Following brunch and the show, we will be joined by our step on guide 

and dive into the natural beauty of Theodore Roosevelt National Park, often referred to as the “other” Badlands. While on our scenic drive, be on the lookout for bison, wild horses, prairie dogs, and other wildlife along the Little Missouri River. This afternoon we’ll make a stop at the National Park Visitor Center.

 

Adjacent to the South Unit Visitor Center is the Maltese Cross Cabin. In the early 1880s, Theodore Roosevelt arrived in the North Dakota Badlands to hunt buffalo. It was during this time he acquired interest in the Maltese Cross Ranch, also known as the Chimney Butte Ranch. Roosevelt thrived on the vigorous outdoor lifestyle and actively participated in the life of a working cowboy at Maltese Cross Ranch. Originally located south of Medora in the wooded bottom-lands of the Little Missouri River, the Maltese Cross Cabin was moved to its current location and renovated in 1959. Several items belonging to President Theodore Roosevelt remain in the cabin today.

 

Next, we’ll visit The New Theodore Roosevelt Presidential Library. The library, which will be built on top of a butte on the edge of Medora and blend into the Badlands landscape, will be divided into a West Wing and an East Wing, reminiscent of the White House.  Were it not for his experience in North Dakota, Theodore Roosevelt said he never would have become president of the United States. After his first wife and mother died on the same day in 1884, the eventual 26th president retreated to Medora. More than a century after Roosevelt’s death, a presidential library in his honor is slated to open in the state that held so much significance in his life. And the visionaries behind the Theodore Roosevelt Presidential Library hope a visit to the Medora, North Dakota-based library will prove as restorative to people in the modern era as this area once was for Roosevelt. (Brunch, Dinner Included)

 

Day 4 – FRIDAY – JULY 31, 2026

This morning we’ll pack up and head off for breakfast before we depart Medora. As we travel towards home we are going to travel the Enchanted Highway where you’ll find a nicely paved road that winds through the rolling hills in the area of the state that was not smoothed out by the glaciers of the last ice age. But this is no ordinary Midwestern Road. Here you’ll find 70-foot fish, 60-foot pheasants, Teddy Roosevelt riding a horse and so much more. The man behind this wonder is Gary Greff and he’s always full of oversized ideas. From here we continue our journey towards our final night stay in Alexandria MN. (Breakfast is included)

 

Day 5 – SATURDAY - AUGUST 1, 2026

Good morning! While you are having breakfast we will check out of the hotel and load the luggage before heading for home. Today we will stop at Lark Toys, one of the largest independent specialty toy stores in the country. Explore the Memory Lane Antique Toy Museum, ride the hand-carved wooden Carousal and shop the many rooms filled with high quality toys, books, games, gifts, handcrafted fudge, retro candy and more. Ice creams and a Carousel Ride are included in your stop. (Breakfast Included)

 

Not Included: Travel Insurance, Gratuities for your Driver and Tour Director and Any Optional Activities, Meals or Items of a Personal Nature.

 

Guaranteed Pick Up Points: Cuba City, Platteville & The Q Casino Dubuque, IA.