Did a 10K+ road trip in my LR 3D last winter.
Don't waste time with Tesla's planner, use ABRP. Make sure you adjust variables in ABRP for "outside temperature" "wind", "road conditions", and most importantly "reference speed". In many areas of the country, if you drive the posted limit, you'll get run over. I drive based on local customs, which typically put me 5 to 10 over on freeways. This significantly effects range, so if you don't program an increased "reference speed", ABRP thinks your driving the posted limit, and you'll run short and have to slow down to make your next charger.
Try to find hotels with destination chargers. If they don't have a charger, at least talk to the hotel desk and see if there's a outside 110VAC outlet you can plug in. Several hotels I stayed at were able to provide a convenient outdoor receptacle, or even loan a power cord for longer reach. Some hotels have receptacles in their parking lot light poles, Other have them by the hotel service/maintenance entrances. In colder areas of the country, they provide them for ICE customer's block heaters.
Remember, in a crunch, all RV parks have 110V & 220V outlets, and if you have the adapter plug, you can use the 220V.
Just plan it out and go for it.