Not sure if you're going to feel much less recoil out of a .308 (7.62x51 actually) - than you will out of 30.06 . I've got Garands in both .308 and 30.06 - and can't say I've ever really noticed much of a difference in the recoil. If you're worried about recoil there are things like shock absorber pads you can get to put on the end of the buttstock to lessen the kick.
If it was me - I'd figure out whether you want .308 or 30.06 and base the decision on ammunition availability and cost. A few years ago 30.06 was pretty easy to get - and cheaper than .308 - if you got it from the CMP. They had a warehouse full of millions of rounds of Greek ammo and the cost was not too bad.
I think .308 is cheaper than 30.06 now - and it's likely to stay that way since nobody really makes 30.06 in quantity any more - and there are far more milsurp type rifles that take .308 (7.62x51) - than take 30.06.
Garands are definitely legal to own in MA - I own several as do a whole bunch of other people here. As others said : it will need to get transferred to you thru an FFL - so they'd ship it to that FFL and you would pick it from them. I have used Four Seasons in Woburn to do this a number of times - it's pretty straightforward. There is another place in Woburn who has advertised decent prices on transfer cots - unfortunately the name escapes me at the moment.
I'd say the Garand is probably the winner for rifle with the most amount of information available on the internet. There is a HUGE amount of info available, some good info right here on NES, if you really want to dig into minutia - join the CMP forums, there are people there who know literally EVERYTHING about Garands.
Have you shot rifles with iron sights before? If that is something you're not used to - or prefer red dots or scopes - don't worry, there are ways to mount scopes or red dots on a Garand. Some peopel would say blasphemy - but if that makes the rifle "work" for you then go for it.
Don't fret about the iron sights of the M1 garand. They are almost fool proof. Your only real limitation is your eye sight.
The aperture style sight is the easiest of all iron sights to use. You look through the hole of the rear sight your eye/brain will want to center the front sight in that circle all by itself.
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