Curious about longer engagements than an hour.  Aside from dinner or drinks out - what are the other benefits of 2 and 3 hour long sessions at a providers place or your hotel room?  What else goes on in a 24 hour session too?

Wash, Rinse, Repeat.
1hr. or less you don't learn much about some one other than the first impression.
It's more about a release than having a revisit.
2-3hr. You find a comfort level that allows each person to relax and enjoy the fun.
12 - 24 hrs. That's a hard one to define if it's a 1st or 2nd visit because you haven't found that mutual comfort level.  
When there's a mutual comfort level, more options show up on the menu. Plus, Wash, Rinse, Repeat will certainly clear up any blueness of the nads  

Go see a movie or play after dinner, or go back to the room and fool around some more.   Watch some TV together or get a deck of cards and play gin.  Gals also love to go shopping, and I guess some guys do too.  A spa session is another possibility if the hotel has one.

If it's a daytime date, go sight-seeing or take in a museum.  

Or if you are both up to it, just stay in the room and screw like bunnies.

I think the most unusual extracurricular activity I can recall getting into was participating in one of those "Who done it." murder mysteries that was held at a mansion in Newport RI.  It was hokey but fun.

I also attended a wedding reception with someone as well. (a friend of hers)

So, there's no end of amusements you can come up with

You've got lots of options. Some of the things I've done with my ATF in New York include:

Shopping for lingerie and toys  
Couples massage - Aura Spa has private couples massage rooms
Dinner and show at a jazz club
Broadway shows
A wine tasting  
A carriage ride in Central Park
Museums