I just did a 5,000 miles road trip, our first EV one.
A few observations:
1) When you are driving along these long stretches switch from the map view to the trip consumption view. This is the burndown chart that shows what battery level you will arrive with. It's pretty good. If the arrival percentage drops below 10% just drop your speed by 5mph and keep an eye on it for the next 15 minutes. If it's still dropping then lower your speed another 5mph. If you will arrive with more than 10% you can increase your speed by 5mph. This honestly gets rid of all range anxiety and is very useful for sudden wind which, if a headwind at like 20mph, is brutal on battery usage.
2) When you are charging the Tesla will eventually say you have enough to continue the trip. Charge another 5 minutes at first until you get used to all this.
3) Don't rely on the charger at the hotel being available, especially if you check in late. Chances are another EV will be hooked up or it may be blocked by an ICE car. This tends to be a problem if the chargers are in convenient spots near the entrance vs round the back. I select hotels with superchargers not far away as my backup.
4) To save time charging you should supercharge in the evening while the battery is warm vs in the morning when the battery will be cold. And make sure you are using the Tesla nav so that it preconditions the battery on your way to the charger so it charges as fast as possible. Bear in mind this process can take anywhere from 5-20 minutes so if you arrive at the hotel, then decide you want to pop over to the superchargers 3 mins down the road and set them as the destination in the nav, the preconditioning wont have time to heat up the battery fully before you get there.
5) The Tesla nav, on high speed interstate, will typically have you stopping every 2 hours. This is when you stretch your legs and use the restroom. Typically we found that it would take us about 15 mins to do that and get back to the car which normally only wants 15-20mins of charging at most so you're not waiting much if at all. Your lunch/dinner stops mean you will be away from the car for at least 45minutes and your problem there will be getting back to it before it hits 100% and you start being charged idle fees. Many times we got back to the car with 96% charge, far, far more than the route planner wanted, and that was after eating pretty quick and settling the check before we finished eating...
6) Try and avoid sharing a Supercharger with another car (make sure you are on a different number, eg if you see a car on 1a don't use 1b, use 2a or 2b etc. the numbers are on the bottom, if there is no number then they don't share anyway.
7) Bring glass cleaner and some microfiber towels to clean your windshield, there likely won't be anything provided at the chargers to do so as there often is at gas stations.
8) You can check what facilities are at a Supercharger location using the built in Nav (click on the icons beneath the supercharger info card, for restaurants etc. Or use google/apple maps. In some locations the charhers are in hotel parking lots with no food etc nearby. You may want to go through a drive thru just before you stop to charge so you have something with you to eat/drink etc.
9) If you stop every 2 hours or so in your gas car for the restroom or drinks/snacks etc and a 45 minutes lunch, then a 10 hour gas trip (including stops) becomes 10.5 hours in a Tesla if you are good at optimizing.
10) Rock chips are a part of motoring life, however you can avoid 99% of them by keeping several lengths behind the vehicle in front, especially a truck. Most people in this country travel far too close to the vehicle in front, which is also why we have such big pile ups when something goes wrong...