Just have to add my congrats to the efforts of all those involved with Fenway!
Yes, a few more trees should be taken down, however, when you add up all the merits that have been done to date you have a course that is truly shortchanged in its overall standing when compared to other Tillie courses.
Brad, to answer you question my list is below ...
(I do consider Bethpage / Black a Tillie layout, design, whatever)
1). Winged Foot / West (the best 2nd shot course I've played)
2). Bethpage / Black
3). Baltusrol / Lower
4). Winged Foot / East
4). Quaker Ridge (by a hair over #5)
5). Fenway
6). Ridgewood (E&W)
7). Baltusrol / Upper
. Somerset Hills
Honorable Mentions ...
Bethpage / Red (facility will make major move to upgrade to Black like quality and I'm looking forward to this layout getting its fair share of ink.
Brooklawn
Alpine (still needs plenty of work and tree removal)
Rockaway Hunting Club
Sleepy Hollow
*P.S. I'd also throw in the final five holes at Southward Ho in Bay Shore, LI. Play these holes into the usualy prevailing wind and you will be tested. Also, believe the long par-3 14th is one of Tillie's most sound designed par-3's, but gets very little recognition outside of those who frequent the club.