A paint saving paint tray is disclosed. The paint tray may be adapted for coupling to a paint container, and may comprise a base, one or more sidewalls extending in an upward direction from the base, a reservoir for holding paint, wherein the reservoir is defined by the base and the one or more sidewalls, securing mechanism in at least one sidewall of the one or more sidewalls for coupling the paint tray to the paint container, and drainage spout in the at least one sidewall, wherein the drainage spout is adapted to drain paint from the paint container into the paint tray via inverted placement of the paint container on the paint tray, or drain paint from the paint tray into the paint container via placement of the paint tray onto the paint container. Methods of using the paint tray and a paint tray system are also disclosed.