I actually have a lot of experience at The Bootlegger. I've eaten here many times and hosted events here. I will break up this review into two parts to touch both ends.
Dining wise:
The Bootlegger's history is well entwined with Las Vegas. This family owned restaurant goes back generations. When you come in, you will be greeted by a mechanical host looking right at you. I can't lie, it has fooled a few friends of mine. The main restaurant is split into two parts: a bar and a more standard dining area. The Bootlegger is open 24 hours and makes decent drinks. The food is traditional Italian with hefty portions. When in doubt, ask the knowledgeable staff. They do know their stuff. One thing I always get is the tiramisu. So good.
Host wise:
They have two main rooms you can use. The smaller room can hold up to 60/70 people but they will be a little crammed in there. If you ask they can serve buffet style to your guests as well as plated meals. My only problem with the room is that it is pretty narrow for larger events. Not much room to socialize.
The largest room they have comes equipped with a stage, sound system, fully stocked bar, and plenty of tables for up to 200. It is a beauty of a room!