Full length headers for the 300 are no longer available. They were once made by Poston Enterprises.
Shorty headers are avail, but you're probably better off just using the stock manifolds.
Be aware the 64-67 cars are longer in the trunk area than a 68-72. Make sure the tailpipes are designed for a 64-7 if you want them to exit at the bumper. TA Performance sells extensions for this purpose.
I'm not too familiar with the Pypes systems, even tho they are local to me! Best to call them and ask which mufflers are the quietest.
$510 for a stainless system isn't bad. Oddly, according to their site, the 'Race Pro' mufflers are quieter than the 'Street Pro'.
I got a killer deal from Amazon on a Magnaflow 15893 a few years ago, about $350. Now it's $675. Nice system with several tailpipe exit options. I hated the mufflers, too loud, replaced them with some Walker Dynomax. They are preferred by many for their mellow sound.
I swapped the old 2-1/4" system onto my 300 '66 Special. It sounded great on the 401 GS, but awful on the 300, lots of raspy popping. bought some stock Walker mufflers for it and it sounds nice..... healthy like a musclecar but not loud.
A 2-1/4" system would be fine for you. 2" would work too.
If you don't need a stainless system, Summit has a 2-1/4" aluminized steel system for $210. You will need to fab some extensions to fit the stock exhaust manifolds.
http://www.summitracing.com/parts/sum-680120/overview/year/1966/make/chevrolet/model/chevelle