What do you actually expect from a dinner date and from an overnight?
For overnights, I think the expectation is far different than the reality.
Expectation: I think most clients are going to expect some marathon all night love making F-fest session like you are on a runaway freight train car to China, interspersed with refractory periods of recovery and nap time. Waking up to a BBBJ is amazing. Basically sex on demand as many time as you can get it up in the night. Nudge the SP out of their sleep.
Reality: A hot vigorous session before dinner, a nice meal together, another lighter session before cuddles, pillow talk and sleep, morning sex, shower together, breakfast.
Never done an overnight with an SP, only really have tried only one extended dinner date ever. I go back and forth on whether I would want to eat dinner at first or in between. I would want to maximize time in room but, I also get the empty stomach thing. My dinner date I ended up just having a salad and getting the entree to go.
I really would like to make a dinner for an SP though in a nice Airbnb with a kitchen sometime. I think the only hesitation to do that is what foods does the SP like, allergies, etc.
Dinner in the room, apartment or suite could be very nice. I think instead of an overnight, I would be more apt to do a long weekend or 4 days away with an SP to a tropical island. Like travel day 1, two full beach and sun days 2 and 3 in Aruba(pick a destination), travel back day 4.
There are some reddit threads on the subject of overnights and opinions vary. Some of the "SPs" wrote don't wake me to or expect a punch in the face to I will go all night long provided the tip is appropriate.
One last thing on the subject of dinner. The Netflix special You are What You Eat that followed the Stanford study of 23 pairs of identical twins for 8 weeks on Carnivore and Omnivore diets has a interesting part on sexual response before the diet and at end of 8 weeks. I like finding studies on diet and sex enjoyment.