Depart Castle Rock early to catch sunrise over the Rockies — load the car with coffee and breakfast burritos from Needle Rock Coffee (Castle Rock) and take I-70/I-70E toward Kansas City. Stretch legs at the Kansas welcome center just inside the state line or at Wilson State Park if you want a brief nature stop, then continue east with podcasts or a curated road-trip playlist to keep energy up for the long haul.
Pull into the Kansas City area for your planned overnight rest stop mid-afternoon; enjoy a late lunch and a short walk at the Country Club Plaza — grab BBQ at Joe's Kansas City or a lighter option at Please & Thank You before checking into your hotel. Use this window for a quick recharge: a hot shower, a brisk walk along Brush Creek, and repacking snacks and chargers so you're refreshed for the second leg toward Indiana.
Leave Kansas City in the early evening and drive through Missouri and Illinois with dinner en route at a comfortable highway-friendly spot (consider Ted’s Montana Grill or a local diner off I-70) before crossing into Indiana. Arrive in Pendleton within 24 hours of departure; settle into your accommodation, take a short stroll through the town center to stretch after the drive, and relax with a warm drink while planning the next day's activities.