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1st U.S. Volunteer Cavalry Regiment Official VisitTheodore Roosevelt Presidential Library| AUGUST 22-28, 2026 | RAPID CITY, SD & MEDORA, ND |
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Fellow Rough Riders, We are honored to invite you on a historic journey — an official visit to the Theodore Roosevelt Presidential Library in Medora, North Dakota, the very land where TR ranched, rode, and forged the spirit of our Regiment. Below is the complete itinerary. Note some details may shift due to weather. We will also hold a final pre-departure meeting in August with a Zoom option for those unable to attend in person — details to follow. |
COMPLETE TRIP ITINERARY |
| | Day 1 | Saturday, August 22 Independent Arrivals — Rapid City, SD |
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Arrive no later than Aug 22. All times Mountain Time (MDT). Hotel: Best Western Rushmore Hotel. Call (605) 348-8300 one day prior for shuttle (~$10/person; baggage ~$8 R/T). Check-in 3 PM. Rough Rider Welcome Table in lobby. Robin cell: (813) 466-0795. | 6:30-7:30pm | Meet and Greet — 445 Lounge & Grill at hotel | | 7:30pm+ | Pub Crawl (dinner on your own tonight) |
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| | Day 2 | Sunday, August 23 Crazy Horse, Mt. Rushmore & Travel to Medora |
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| 6:30-7:55am | Breakfast — Enigma Restaurant (on your own) | | 8:00-8:25am | Check out and load luggage on bus | | 8:30am | Depart for Crazy Horse Memorial and Mt. Rushmore National Memorials | | Midday | Travel through Belle Fourche (Center of the Nation) to Medora, ND | | Afternoon | Check in — Badlands Motel, Medora | | Evening | Rough Rider Welcome Dinner (included) |
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| | Day 3 | Monday, August 24 Theodore Roosevelt Center & TR Dinner Show |
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| 8:30am | Depart hotel | | Morning | Theodore Roosevelt Center at Dickinson State University & Painted Canyon Visitor Center (included) | | Afternoon | Explore Medora / Shopping / Free time | | 5:30-9pm | Theodore Roosevelt Dinner Show with Joe Wiegand — world's premiere TR Repriser and long-time friend of the Tampa Rough Riders (included) |
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| | Day 4 | Tuesday, August 25 — Uniform Evening TR National Park Tour & Official TRPL Ceremony |
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| 9am-1pm | Scenic drive — TR Badlands National Park with professional guide (included) | | 1-2:30pm | Lunch on your own / Free time / Shopping in Medora | | 3:00pm | Change into uniform | | 3:45pm | Official Flag Ceremony at TRPL — flag travels home with the Regiment (included) | | 4:00-5pm | TRPL Group Tour & Group Photo (included) | | 5:30-6:30pm | Pitchfork Fondue Dinner (included) | | 6:30-9pm | Medora Musical (included) |
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| | Day 5 | Wednesday, August 26 — Fun Day Free Day & Boots Bar and Grill |
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9:30am-5:30pm — Free time! Optional a la carte activities (arrange and pay on your own): Horseback rides $51-$93 • Hiking (free) • Bully Pulpit Golf $102 • Pickleball/Swimming (free) • Mountain biking • ND Cowboy Hall of Fame audio tour ~$9 • Gospel Brunch or Farmhouse Cafe • 3:30-4:30pm "Footsteps into Medora Past" guided tour (Kurt Skinner as TR) | 6:00pm+ | Boots Bar and Grill — room fee included; dinner on your own. Post-dinner social and star gazing. |
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| | Day 6 | Thursday, August 27 — History Day Medora Historic Sites & Rough Rider Ranch Dinner |
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| 8:50am | Walk around town at your own pace (info signs throughout Medora) | | Morning | Billings County Courthouse Museum — life-size bronze TR statue by John Lopez (included) | | Morning | Harold Schafer Heritage Center — the man who secured Medora's future, from Mr. Bubble to the Badlands (included) | | Morning | Von Hoffman House (included) | | Noon | Lunch on your own; return to hotel for bus | | 1:00pm | Chateau de Mores Historic Site — guided tour ~$10 (personal expense) | | 2:30-5:30pm | TRPL — Second Visit (personal, not included) | | 5:30pm | Rough Rider Ranch Dinner (included) |
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| | Day 7 | Friday, August 28 — Travel to Rapid City Devils Tower, Deadwood & Farewell Dinner |
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| 8:00-8:30am | Check out and load baggage on bus | | 8:30am | Bus departs Medora — travel to Devils Tower and lunch | | 1:30-5:15pm | Deadwood — Midnight Star Casino (former Kevin Costner's); 35-45 min historical tour; gunfights and more | | 5:15pm | Depart — stop at Mt. Roosevelt Memorial ("The Friendship Tower") | | 6:20pm | Arrive Rapid City | | 7:15pm | Farewell Dinner — Roosevelt Room at hotel. Robin Conn speaker and community presentation. End of official trip. (included) |
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| | Day 8 | Saturday, August 29 Departures — Safe Travels! |
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Rapid City airport restaurant and bar has two locations on the second level — one pre-security, one post-security. Safe travels home! |
Club Master Package SummaryIncluded | ✓ 7 nights hotel (2 Rapid City, 5 Medora) including taxes | | ✓ Bus transportation, parking, driver room (5 nights); refreshments, snacks, coolers & beverages on bus | | ✓ 6 hosted dinners: Welcome, TR Dinner Show, Pitchfork Fondue, Boots & Grill room, RR Ranch, Farewell | | ✓ TRPL official visit, flag ceremony, group tour & photo; American flag returns with the Regiment | | ✓ TR National Park guided tour, TR Center, Medora Musical | | ✓ Harold Schafer Heritage Center, Von Hoffman House, Billings County Courthouse Museum |
Personal Expenses (Not Included) | • Flights and airport parking • Shuttle (~$10) and baggage (~$8 R/T) | | • All breakfasts and lunches • Dinner Aug 22 and Wed dinner at Boots & Grill | | • All alcohol, cigars, etc. • Additional tips | | • Chateau de Mores tour (~$10) • Optional a la carte activities • Gifts and souvenirs | | • Additional personal TRPL visits beyond the official group tour |
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Pre-Departure Meeting We will hold a final briefing in August before departure, with a Zoom option for those who cannot attend in person. Watch for date and time. |
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Spaces are limited. To reserve your spot or for questions, contact the Regimental Office. |
In the spirit of the Rough Riders, LT COL Robin Conn President, 1st U.S. Volunteer Cavalry Regiment - Rough Riders, Inc. Bully! |
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1st U.S. Volunteer Cavalry Regiment - Rough Riders, Inc. | Tampa, Florida | 501(c)(3) You are receiving this as a member or contact of the Tampa Rough Riders.
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