Does any one know what to use to drill hole in these type of barrels?

The answer is in your question.

What size hole?

I doubt a nail would work well. The best way is with an electric drill and a 1/4" twist bit.

CRAZY_CAT_WOMAN said:

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I tried hammering with a large nail. It didn't work.

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Sooooooooo CUTE!

I wish i could help, but i don't know either

Before you drill with the bit, use your nail (or a tool called a punch) to make an indentation in the drum where you want the hole. This will keep the bit from wobbling and wandering around.

If a regular bit doesn't work well, try one made of tool-steel (hardened) or carbide-tipped (expensive but good).

This is going to take strength and patience.

CRAZY_CAT_WOMAN said:

Draining holes for plants. Maybe the size of a large nail. I will try the hammering a nail again. I cant put it up side down, because it's half full of concrete.

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I wouldn't fill it with cement. What happens when it rusts? It's going to be hard to get rid of it.

That and what are you planning on doing -- drill through the metal and the cement?

I'd drill through first, then, if it needs to be weighed down, put a plastic bucket of stones in it, and then cover the bucket and use it as a hidden stand.

That barrel looks like a 55 gallon oil drum. It is made of steel, but not hardened or specially treated steel. Paul and DarkHorse gave you good information. I would suggest turning the barrel over and drilling through the bottom (after emptying it as needed.) Depending on how much it gets watered, the drain hole might be larger or smaller. If you drill a smallish hole, you can always drill another if need be.

CRAZY_CAT_WOMAN said:

I all ready drilled holes into it. I put morning glories in it. I was never able to get the concreate out. But I never tried.

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Concrete? What concrete?

If the bottom of the barrel is 'weighted' or reinforced with concrete (which is NOT how these barrels are normally made or found) then one will have to drill through the concrete as well. To drill through concrete, one requires a 'masonry bit' which is a specialized type of twist drill (or drill bit, in the common tongue) and a 'hammer drill' which is a specialized form of electric drill [motor]. This sort of equipment is a bit more expensive than a regular drill and bit, AND it is only used for specific tasks, but one might be able to find a friend with such equipment and 'borrow' the use of the specifics OR the use of the friend so equipped.

Good luck.

Why not start over with a brand new barrel?

There are drill bits designed for steel and others that are design for concrete. Any hardware store can direct you to the right bits.