TER General Board
I recently had a nice repeat I wanted to share. This was our third date and I decided to ask for a dinner date & sleep over. She replied back that she was game and made it VERY affordable.
First off, I would only recommend it for providers you have clicked with on previous dates. Having said that, I've got to tell you, it was a blast!
Dinner then back to the hotel to simply hang out together without once looking at the clock - what a great way to go! It changed the whole experience, we both we're relaxed, she had an entire night of playtime planned - I was road hard and put up wet. 
After a couple of hours of sleep we greeted the sunrise in eachother's arms - how cool is that? Yes, I cuddled! (grin)
I know everyone is different, has different circumstances, etc.. but I could see cutting down on the total number of dates in order to afford to have more all night'ers! It was sweet!
Now the question, do many of you schedule sleep overs and how do the providers feel about them?
Fitguy
My mind is wandering so, and the lack of rest, from watching my favorite lady sleep, makes me worthless anyways…
I do love placing those kisses on the back of her neck during the night…
As far as answering your question, I’ve seen this particular lady maybe ten times (lost track more than half, all-nighters…always treasure those memories.
MMMMM…time to check the calendar again…
Each provider is different in terms of what the start/stop time is, pricing is all over the range.
From my own experience all I can say is fucking until the sun comes up was an option - if I could hang. She sure had the attitude and enthusiam.
My advice is, see the provider two or three times (on 2 hour dates) and talk to her about what your expectations are and see if she is a willing partner. You can also talk about your budget and what you can afford. If you've been together a couple of times, and you're thinking about a sleepover, both of you are enjoying the time together.
You might be surprised to learn she also loves the ideas you have (toys, positions, shower, bathtub, clothing, dinner, breakfast, movies, etc..) I find the most important thing is to simply say what you're thinking. Face it, they've heard it before, even if you've never said it before (out loud anyway!)
Sleepovers takes the clock watching out of the experience and, for me, made it a much better experience - not that two hour dates are bad.
Fitguy
I have also enjoyed a weekend out of town, it was the best! Only downside is if it's too much fun it's hard to go back to reality especially if you want them to be your girlfriend.
I agree, have at least a couple of dates and let her know what you would like to do together. Also ask her what she would like to do or where she would like to go if it's out of towner.
Of course rates are negotiable and certainly less than the hourly rate for the time. It probably comes down to how much fun she has had with you previously and how enticing you can be.
Good luck!