Enjoy the Texas Hill Country
We went there two weeks ago to see the 90 presentation, and we live in the area. The resort is very nice, and the unit's are very well appointed (flat screen tvs in every room, granite counter tops, whirlpool tubs) but it does only have 1 light fare restaurant. There is a Rudy's barbecue nearby. We are in the process of buying a 1880 point unit there (resale of course). We were not worried about restaurants nearby because we generally cook for ourselves. They have these great cavanas with hammocks, fire pits and rocking chairs). There is a Hyatt Regency Resort and Spa across the road that Wild Oaks guests can use.
The pool is an indoor/outdoor so i think it's available year round.
It is located close to freeways, so if you avoid rush hour, it is about a 25 minute drive to downtown San Antonio.
Make sure you take some drives up in the Hill Country. There are many small quaint towns, like Bandera, Boerne, Blanco, New Braunfels.
October is a great time to visit TX as the the weather has cooled down some (probably highs in the lower 80's).
As far as the Oaks, the resort has many Live Oaks (very majestic trees and different than the oaks I had been accustomed to seeing in the midwest). They are very beautiful with dramatic trunks/branching.
Enjoy your visit.