The invention as presently conceived discloses a unique system and method that incorporates a self-watering tree stand that is an improvement on a conventional floor-standing holiday tree stand and watering system. The design of this novel tree stand is that it supports the tree from the tree's midsection that allows gravity to self-level the tree held within the stand. The stand comprises a large circular base for stability as well as adjustable height watering cup that can be brought up to the bottom of the tree and is fed from a water reservoir located on the vertical section of the stand at the outside perimeter of the tree. Also integral to the system and apparatus is a power receptacle fed from a power cord located near the top of the stand in order to power decorative lights or other electric tree decorations.