Regarding that Winchester 300 H&H - I'd scope it so you could do just what you said, go Elk hunting
It's less than useful in current condition unless you want to go to Africa and use it on Cape Buffalo or something, then the Irons may make some sense?
BUT, I'd be
real careful about the scoping process. It's a valuable rifle in terms of both money and what it will do. So I'd plan it out accordingly:
1.) I would not "over scope" it - likely a 2.5~8x32 or something. Yeah, the round will reach out there, but it is not built as a match rifle, so I'd be real conservative as to what I put on it.
2.) I'd scope for the Elk Hunt weather. Cold and blowy, humidity and temp changes in and out of camp, so I'd use a Bushnell Elite with RainGuard as the actual hunt scope. I might have something else for show when not elk hunting. The upside is a generous "eye box" (exit pupil) so that you can get on target with a hood or hats, etc. The bummer is 3.3 inches of eye relief and that may not be enough?
If that does not work out, my next choice would be a Leupold as they have almost as good wet weather lens coatings and are good scopes too
They will give you more eye relief and that may be the deciding factor. Either have good warranties.
3.) I'd be
real picky about the scope mounts. That's a fine rifle and it deserves to have fine mounts, well installed. Talley's or Cone-Trol would probably be my first pick - they are both steel. Cone-Trol will be smooth rings without screws showing, and if installed correctly and loc-tited down, they will be with you for the whole deal. IF you are not comfortable doing the work, I'd get a real good gunsmith who knows Cone-Trol to do the install. They are not as straight forward as a say a set of Weaver Bases. The upside is they never snag on anything and they look as if they were/are part of the rifle. They also seldom work loose, and they are both known to handle this level of recoil energy.
If the rifle has any engraving, I'd be having the rings done to match and blued to match. All up, this will not degrade the value of the rifle at all. Oh yeah, to a pure collector maybe a few $$, but to a hunter it would be the cats meow. You think you have hunters asking to buy the rifle now, wait until it's scoped correctly and on the hunt - you'll get more offers
I would not sell it unless my kid needed an operation or something. I'd just keep it as a family heir loom and pass it around as folks want a big hunt gun