I have not used a Chromebook but I do have a Surface 3. The Surface 3 with keyboard and pen is a brilliant but expensive setup, very light yet runs very fast and responsive. The big plus obviously is it runs full Windows so as long as you have SSD space you can run virtually any Windows program. I do have the 128gb version which also has 4gb RAM. The 64gb version apparently has under 30gb on the SSD because of the OS and I have seen mine often using more than 2gb RAM.
If I broke my Surface 3 I wouldn't think twice about buying another, I like it that much