I thought about this for a couple weeks, and much like NY, Boston has so many to notch before you get to a real drop in quality.
Let's call the notch courses TCC, Myopia, Essex, Salem, Boston GC, and Old Sandwich (in no order).
The next tier would be Charles River, Winchester, Brae Burn, Concord, George Wright. Most cities would kill for this lineup, even overlooking the notchers!
Tier three contains many many old-line privates like my Tedesco, Kernwood, Plymouth, Dedham, Oakley, Woodland, Blue Hill, etc. TPC down near Gillette Stadium barely cracks the Top 20!!
90 minutes of driving brings in Kittansett, Worcester, Vesper, Oyster Harbors, Hyannisport, Manchester CC in NH, York Golf and Tennis in Maine...not to mention pretty much all of Rhode Island.
We suffer a bit in public golf terms, but one would have a very good time with a Ross-infused George Wright-Franklin Park day, or a trip to Red Tail, or a combo of Pinehills (36 Nicklaus-Rees) and Waverly Oaks.