If you are prone to hair loss, you will lose hair on gear. Some guys lose their hair while others don't. So you have to weigh that out. And steroid choice plays a role. Some steroids will make you lose more hair than others. Generally, the stronger the steroid, the harsher the side effects. Tren, Dbol, winstrol. These are all pretty bad. Really any of the hardeners are DHT based and can effect your hair. You can always add a DHT blocker like propecia. This will reduce the conversion of test to DHT. It will not work with every steroid, but it will help with test. Dosing plays a big role too. The more gear you use, the higher the side effects will be. Thats probably why you see little hair loss on your 250mg.
So weigh it out and see what works for you. If you start to notice more shedding on a certain steroid, you know to stop that one asap. A good compound, which seems to be quite safe on hair is EQ. You could do a test/EQ cycle and probably do just fine. I would dose it around 500mg test, 400mg EQ