You should do it!! I would sure like to, but really can't at this time. I would need new tires first and they cost a lot. That being said, I am working on a few things on my '55 to use it more...even this Winter, but mostly around town. This is something I've always wanted to do. I did so for almost a year back in '91-'92 with a 1947 Chevy Fleetmaster.
I've become disappointed in new cars. There is less to maintain on them, but when the scheduled maintenance comes up it is way too costly and I can't do it myself. My only concern (for me) would be gas mileage.
I know it's the wrong breed, but check out
www.365daysofa.com Very interesting reading! Good Luck...........and have fun!!