Flexible, tough, and self-healable polymeric materials are promising to be a solution to the energy problem by substituting for conventional heavy materials. A fusion of supramolecular chemistry and polymer chemistry is a powerful method to create such intelligent materials. Here, a supramolecular polymeric material using multipoint molecular recognition between cyclodextrin (CD) and hydrophobic guest molecules at polymer side chain is reported. A transparent, flexible, and tough hydrogel (host-guest gel) is formed by a simple preparation procedure. The host-guest gel shows self-healing property in both wet state and dry state due to reversible nature of host-guest interaction. The practical utility of the host-guest gel as a scratch curable coating is demonstrated.