We study quantum antiferromagnetism on the highly frustrated planar pyrochlore lattice, also known as the square lattice with crossings. The quantum Heisenberg antiferromagnet on this lattice is of interest as a two-dimensional analogue of the pyrochlore lattice magnet. By combining several approaches we conclude that this system is most likely ordered for all values of spin, S, with a two-fold degenerate valence-bond solid being the ground state for small S. We show next that the Ising antiferromagnet with a weak four-spin exchange, equivalent to square ice with the leading quantum dynamics, exhibits analogous plaquette order. As a byproduct of this analysis we obtain, in the system of weakly coupled ice planes, a sliding phase with XY symmetry; at intermediate couplings, long range ‘‘anti-ferroelectric’’ order is stabilized.