Up until the 1980s, the 351W was considered inferior to the 351C, since the Cleveland had better flowing heads and a racing heritage. But nowadays, there's a huge availability of performance heads, cams, intakes, and headers for the Windsor. I also agree, it's cheaper to build a Windsor.
Given the availability of parts for the Windsor, it just doesn't make sense to stay with the old school thinking of running a Cleveland. You can tell your dad I said that, and tell 'em I've owned both engines

.
------------------
Russ L
'91 LX
Procharger, 3 row intercooler, extrude honed Cobra intake, Mac full Length Headers, 30# inj., 73mm C&L, 75mm tb, E303 cam, 289 rods, ported E7 heads, MSD, T-Rex w/255 lph Walbro, 5 lug conversion, Cobra R wheels, 3.27 gears and Moser Axles.