Our shop at work had over a dozen Tree brand mills and 3 Bridgeport's. I ran a Tree regularly for several years and occasionally used one of the Bridgeport's. I preferred the Tree's mainly because they were shorter (I'm 5' 8"). The Tree collet changing system was more user friendly to us short guys because we didn't have to wear our high heel shoes to reach the drawbar. (Believe me wearing high heel shoes in a machine shop can be hazardous to your health in many ways.) The Trees were more rigid and since the company was buying the tooling and fixtures cost was not a concern.
Before I retired I decided to setup my own shop. I looked for 2 years to find a Tree machine in decent shape for a reasonable price. In all that time I found several machines that were either worn beyond repair, or outrageously expensive. I gave up on that brand and started looking for either a Bridgeport or an Index. I found a similar situation for most of the Index machines. They were either badly worn or expensive. As for the cost of tooling for these, machines it wasn't as bad as the Tree brand, but considerably more than Bridgeport.
I happened across a Bridgeport that had been setting in storage for 10 years at a local high school. It was in excellent condition, for a reasonable price. The only tooling that came with it was a vise and a few worn out end mills. It cost less to purchase collets, tool holders, a second vise, a rotary table, and a few other accessories than it would have cost to purchase a badly worn Index with no tooling.
I've had the Bridgeport over 15 years and it's been a good machine. In the long run I'm happy I came across it. Had I bought one of the other brands there's no way I could afford the tooling I currently have. I've used the machine long and hard over the years. Some weeks it gets used 40+ hours a week, more often it's in the 20 hour a week range, and some weeks it gathers dust.
I had a chance to purchase a Tree brand mill earlier this year, but when I put the pencil to the cost of tooling it up I decided to stick with the machine I have, and I don't have room for a second one.. I don't think there's any job I would take on that I wouldn't be comfortable using the Bridgeport. Even at 1 1/2 HP it has all the power I need. I also like the versatility in that some jobs require a fair amount of machine adjustments to accomplish