A glider fifth wheel attachment assembly includes a support frame including a pair of spaced guide rails and a pair of upright assemblies attached to the guide rails. Each upright assembly includes a lower sleeve portion for receiving a respective guide rail, an intermediate housing portion vertically above the sleeve portion, and an upper mounting portion vertically above the housing portion. A head assembly may be adjustably mounted between respective housing portions of the upright assemblies. At least one roller is positioned within each housing portion of the upright assemblies such that the at least one roller contacts an upper surface of an upper guide rail. In addition, the glider fifth wheel attachment assembly includes a latching assembly for releasably locking the glider fifth wheel attachment assembly between a first and a second position.