Tomgoutmant;
Top answer your question about Westchester's inclusion to a Top 100 list, IMHO -
Please don't misinterpret me, I like the golf course, and will always accept an invitation to play there. The strength of the golf course is how Travis created some greens that are very difficult to get the ball close on some locations.
The reasons that Westchester C.C. does not rate in the Top 100 on lists are below (The holes # below are as the PGA TOUR plays them as the nines are flipped for members):
To me, it all boils down to Resistance to Scoring for the A player:
1) The course is only truly difficult when the rough is up. We also had 20mph winds all weekend which is why -10 was the winning score. Given calmer conditions, and -15 to -18 was definitely in the realm of possibilities.
2) Too many short par 4's: #10, #7, #3, #17 come to mind - Granted, there are options and #7 is a quirkly little devil...
3) The Par 5's are reachable in two which = fun, but not staunch defenders of par.
4) The Par 3's are not memorable outside of #16 which is difficult due to its length. Yes, #14 had a very cute placement up front tucked behind a bunker on a downhill/downwind shot on Sunday. Off all of the par 3's, #14 is my favorite becuase of its siting, but #1 is a killer bogey to start the round.
There are many challenging holes at Westchester that often score well on the TOUR stats as most difficult holes lists, most notably #8 and #12 (A converted par 5 to a 4), but this course is frequently a tale of two cities (Best of times/Worst of times).
I am not saying that: "She doesn't sweat much for a fat girl." I can think of WFW, QR, WFE, Siwanoy and Fenway that are more challenging, fun to play, and have a better balance than does Westchester. Those five set the bar pretty high when it comes to examining a Top 100 list.
That said, for the scratch to 25 handicap, most people will enjoy playing there no matter where or if it makes someone's Top 100 list.
JWK