I've had almost every model of MacBook Pro, and quite a few models of ThinkPads. At any given time, I own 2-3 of each.
Generally, Linux works fine on the ThinkPads, as does Windows. But neither of them work as smoothly as a Mac OS for me. Especially when it comes to multi-monitors. They also don't handle different resolutions nearly as well (4k, standard, etc). I usually run dual-boot because I'm not 100% happy with either.
However, for the most part, I can do things like plug my USB-C LG 4k monitor into a ThinkPad with Linux or Windows 10 and it works just fine. But, a couple reboots later I might have to re-configure all my externals (various 1440p and 1080p monitors).
The trackpad on the MacBooks is beyond anything you will get on a ThinkPad. They are usable, they also have the trackpoint, but they don't have the 'flickability' that the Macs have. The keyboards are also better than anything you'll find elsewhere.
The place where the ThinkPads really win is cost and flexibility. Plus, they have all the ports you would expect.
Do you need a beast of a 'portable workstation'? You can configure a P5x on Lenovo.com with 64-128GB of RAM, 3x2GB SSD's in it, and you're still cheaper than a maxed out 15" MBP with 1/3rd the capacity.
Do you want a thin and light travel machine? You have the X2x0 and the X1. Neither share the footprint of the 12" MacBook but they have real processors, and you can upgrade the RAM and SSD with standard parts.
And then if you just want a 'laptop', you have the T3x0, T4x0, T5x0, if you need a 'workstation' there's the X1 Extreme, P1, P5x. Enough options to make it confusing.
We have XPS 13's at work, but I don't care for them too much. They feel chintzy, 4k @ 13" isn't ideal for me (the screens are high quality, though). The shiny bezel around the entire laptop gets all scratched up and cheap looking very quickly as well.