Please critique and advise where you are able. Yes, this involves many hours in a vehicle but we love road trips and upgraded to a luxury vehicle so it is all part of the experience :)
Day 1 : Hotel check in near Heidelberg and head north on the Bergstraße to leisurely explore Weinheim and Heppenheim, eat lunch/dinner out.
Day 2: Hit a grocery to pick up picnic lunch items and head south towards Baden-Baden on the Fantastische Straße. Fin a scenic spot for a picnic lunch. From there, hook into the Badischeweinstraße and head towards Gengenbach.
Day 3: Leave Heidelberg traveling along the Neckar River towards Bad Wimpfen. Stopping at Dilsberg and possibly Katzenbuckel along the way (weather dependent).
Day 4: Drive south towards Sasbachwalden and from there drive east through the Schwarzwald towards Hohenzollern Castle.
Day 5: Leave hotel early to drive to Dachau Memorial site. From there head to Freising for lunch at Weihenstephan Brewery. Head on to Landshut to explore my ancestral town.
2 days lost to travel time